Trustworthy Dog Walkers in Greater Milwaukee: A Complete Guide
Finding someone you trust to care for your four-legged family member is one of the most important decisions pet owners make. After extensive research across six counties and 50+ professional dog walking services, this guide provides Milwaukee-area families with everything needed to find reliable, credentialed, and highly-rated dog walkers—from downtown condos to Ozaukee County farmettes.
The greater Milwaukee area offers exceptional options for professional pet care, with many services holding Fear Free certifications, Pet First Aid credentials, and bonding/insurance coverage. Several businesses have earned regional awards including "Best Dog Walker Milwaukee 2024" and maintain review profiles exceeding 4.5 stars across platforms. Whether you need midday walks for your apartment pup, adventure hikes for high-energy breeds, or specialized care for anxious rescues, you'll find thoroughly vetted options organized by region below.
Related: Guide to dog sitters in the Milwaukee area
What Makes a Dog Walker "Trustworthy"?
Before diving into the listings, here's what we evaluated for trustworthiness:
Professional certifications: Pet First Aid/CPR, Fear Free Certified Professional, Certified Professional Pet Sitter (CPPS), NAPCG membership
Business legitimacy: Bonded and fully insured, established business presence, employee model (vs. independent contractors)
Online reputation: 4+ star ratings on Google, Yelp, or specialized platforms; consistent positive review themes
Transparency: Clear pricing, published policies, professional communication systems
Communication: GPS tracking, photo updates, detailed visit reports
Milwaukee
Covering Downtown, East Side, Third Ward, Walker's Point, Bay View, Riverwest, Murray Hill, and Washington Heights
Off Leash MKE
The region's most award-winning dog walking service has built an exceptional reputation through enrichment-focused care and Fear Free certification across its entire team.
Address 2850 S 56th Ct, Milwaukee, WI Phone (414) 215-9095 Website offleashmke.com Email Hello@OffLeashMKE.com Hours 7:30 AM–9:30 PM arrival windows, 365 days/year
Pricing: 30-minute walks starting at $33, 40-minute walks at $44, 60-minute walks at $64 (membership rates for recurring weekly clients; à la carte rates higher)
Service Areas: Milwaukee, Wauwatosa, Bay View, Shorewood, Whitefish Bay, Fox Point, Glendale, River Hills, Mequon, Cedarburg, St. Francis, Elm Grove, Brookfield
Certifications: Fear Free Certified (all team members), FetchFind Approved, Pet First Aid & CPR Certified, Certified Professional Dog Trainer (CPDT-KA) on staff, CSAP-BC Separation Anxiety Specialist, fully bonded and insured, 60+ hours training per team member, background checks on all staff
Reviews: Voted Best Dog Walker & Best Pet Services – Milwaukee 2024 (Shepherd Express). Customers praise the enrichment approach: "Off Leash MKE is so much more than dog walking! They think beyond the basic walk, providing training reinforcement, engagement and enrichment." Another notes: "Worked wonders for our pandemic pup who had significant anxiety."
Family-Friendly Features: Detailed Time To Pet app updates with photos, lockbox/keypad entry only (no keys kept), Sniffari decompression walks on 30-foot leads, Adventure Club with off-leash trail outings, Puppy Adventure Club for dogs under 1 year, indoor enrichment during unsafe weather, 75% of clientele are medical professionals seeking flexible scheduling
Milwaukee Paws Pet Care
Best for cognitive enrichment and special needs dogs, this Fear Free certified team integrates professional dog training principles into every walk.
Address 1108 N Milwaukee St #320, Milwaukee, WI 53202 Phone (262) 794-2882 Website milwaukeepaws.com Hours 7:00 AM–10:00 PM, 7 days/week
Pricing: 15-20 minute potty breaks (elderly/low energy), 25-30 minute standard walks, 45-65 minute extended walks (high energy); additional pets $2 each; holiday and weekend surcharges apply; membership program available
Service Areas: Downtown Milwaukee, Juneau Town, Cambridge Heights, Shorewood West, Bay View, expanding areas
Certifications: Pet First Aid/CPR Certified (all staff), Fear Free Certified (all staff), CATCH Trainers Academy Certified Dog Trainer, NAPPS member, Pet Sitters International member, insured by Kennel Pro, FetchFind trained, Force Free Trainers of Wisconsin member, BBB Profile since 2018
Reviews: Three Best Rated certification, Nextdoor Neighborhood Favorite. Customers highlight personalized attention: "Dawn took the time to learn basic sign language to communicate with Murphy" (a deaf rescue dog).
Family-Friendly Features: Detailed report cards with photos after every visit, Urban Adventure decompression walks (2-3 hours), cognitive enrichment visits, sister company Canine Einstein for training, Project TRADE participant (discounts for trading aversive equipment for positive training tools)
Wisconsin Pet Care
WISCONSIN PET CARE
Wisconsin's highest-awarded pet care provider brings over 15 years of experience and a team of 28 professional sitters serving 1,200+ clients.
Address 6650 W State Street #314, Milwaukee, WI 53213 Phone (877) 822-6926 Website wisconsinpetcare.com Email karyn@wisconsinpetcare.com Hours Admin Mon-Fri 8 AM–6 PM, Sat-Sun 8 AM–4 PM; walks available 365 days
Pricing: 30-minute and 60-minute walks available; puppy packages for frequent potty breaks; contact for specific rates
Service Areas: Milwaukee's East Side, Third Ward, Bay View, Cudahy, Greendale, Greenfield, Hales Corners, Oak Creek, Riverwest, South Milwaukee, St. Francis, Walker's Point, Wauwatosa, West Allis, West Milwaukee, Whitefish Bay, Shorewood, plus Brookfield, Elm Grove, Menomonee Falls, New Berlin, Waukesha
Certifications: Bonded & insured (employees, not contractors), Pet First Aid & CPR Certified (all staff), background checked, extensive internal training program, BBB listed
Reviews: Angie's List Super Service Award (2012–2019), Best Pet Sitting Awards (2012–2017), Best Dog Walker Awards (2016–2017), 125+ five-star reviews on Angi, 70+ Google reviews. Long-term clients praise consistency: "I have been a customer since 2009. It was a godsend for me." Emergency responsiveness noted: "Called us immediately when our pup wasn't feeling well, offered to take him to the vet, and even cooked him rice and chicken."
Family-Friendly Features: Four-level backup plan if assigned sitter unavailable, daily journal entries with photos, pet taxi service, poop cleanup service (weekly and spring clean), mental stimulation activities during inclement weather, specializes in anxious and senior pets
The Dogwalker MKE
Best family-run service offers the personalized attention of a small operation with professional reliability.
Address 2203 N 55th St, Milwaukee, WI (Washington Heights) Phone (414) 617-7687 Website thedogwalkermke.com Email jacquesnjodette@gmail.com
Pricing: Contact for rates (30-minute walk sessions)
Service Areas: Wauwatosa, Washington Heights, Milwaukee's East Side
Certifications: Bonded and insured
Reviews: All 5-star Google reviews verified via Trustindex, Top 10 Best Dog Walkers (A-List). Clients appreciate the personal touch: "Jack and Jodi have gone ABOVE and BEYOND all of my expectations!" and "They never miss a walk and actually always walk him longer than what I pay." Popular with medical residents: "Flexible with residency work hours."
Family-Friendly Features: Thorough initial interview process, daily notes and regular photos, walks up to 3 dogs at a time, dog sitting/boarding available at their home, extremely flexible with schedule changes, long-term client relationships (some 3+ years)
While You Were Out Pet Sitting Services
Milwaukee's only legally licensed home-based dog daycare combines walking with comprehensive day care options in Bay View.
Address 432 E Bay St, Milwaukee, WI 53207 Phone (414) 324-9380 Website whileyouwereoutpets.com Hours Mon-Fri 6:00 AM–7:00 PM, Sat 9:00 AM–5:00 PM
Pricing: Dog Walking $35/walk (25-40 minutes, includes feeding and medications), Day Care $45/day, Overnight Boarding $30/night (no kenneling), Transportation $15/trip, VIP discounts 5-10% with regular use, no additional fees for extra pets, feedings, or medications
Service Areas: Bay View, greater Milwaukee area
Certifications: Bonded and insured, only legally licensed home-based dog daycare in Milwaukee
Reviews: 69 Yelp reviews. Customers with special needs pets particularly appreciate the care: "Our dog has been a regular for almost 7 years. The care she receives is top-notch." and "WYWO has so many people trained on how to give insulin."
Family-Friendly Features: Time To Pet app booking, no kenneling (dogs sleep on couches with staff), excellent pet-to-human ratio, profits support Milwaukee animal rescues, TV streaming and overnight cuddles for boarded dogs
Brew City Pet Services
Fear Free certified boutique provider established in 2012, offering personalized attention with detailed communication.
Address P.O. Box 70672, Milwaukee, WI 53207-0672 Phone (414) 502-7387 Website brewcitypetservices.com Email info@brewcitypetservices.com Hours 7:00 AM–9:00 PM, 7 days/week, all holidays
Pricing: Contact for rates; mileage charge ($1/mile) for limited service areas
Service Areas: Milwaukee, Cudahy, Bay View, Elm Grove, Franklin, Greendale, Greenfield, Hales Corners, Muskego, New Berlin, Oak Creek, Riverwest, South Milwaukee, St. Francis, Third Ward, Walker's Point, Wauwatosa, West Allis
Certifications: Fear Free Certified Professional, Pet First Aid & CPR Certified (ProPetHero), fully bonded and insured, woman-owned small business, owner holds UW-Madison Master Naturalist certification
Reviews: Yelp 5 stars (7 reviews). Communication is consistently praised: "Each walk is followed by an email update including the time they arrived and time they left, along with a narrative and occasional photo."
Family-Friendly Features: GPS-tracked check-ins, Fear Free meet-and-greet process, Rural Adventures decompression walks, indoor exercise and enrichment for puppies/seniors/inclement weather, medication and injection administration, extremely flexible scheduling
Nikki's Pet Services
Most transparent pricing with clearly listed rates for budget-conscious families.
Address 1901 E Webster Pl #3950, Milwaukee, WI 53211 Phone (262) 424-4481 Website nikkispetservices.com
Pricing:
20-minute walk: $20 (+$4 each additional dog)
30-minute walk: $25
45-minute walk: $35
60-minute walk: $45
Holiday surcharge: +$10, Weekend surcharge: +$5, Evening walks (after 5 PM): +$2
Service Areas: Downtown Milwaukee, East Side, Shorewood, Whitefish Bay (higher rates for Bay View, Fox Point, Wauwatosa due to travel)
Reviews: TrustAnalytica 4.7 stars. Known for reasonable pricing and clear communication.
Family-Friendly Features: Transparent upfront pricing, variety of time intervals to match needs, drop-in visits available, cat and small animal care, house sitting options
Tails N' Trails
Best for off-leash hiking adventures with GPS-tracked outings and certified trainers on staff.
Website tailsntrailspets.com Hours 365 days/year
Pricing: Various walk lengths; minimum 3-day/week commitment for walking services; semi-monthly automatic billing
Service Areas: Southeastern Wisconsin including Milwaukee
Certifications: Licensed, bonded, and insured, Pet CPR & First Aid Certified (all walkers), Pet Sitters International member, background checks (no criminal history), Fi GPS partnership
Reviews: Bark.com 5-star rated. Clients with challenging dogs appreciate the expertise: "For the first time, I have a reliable, consistent and trustworthy dog-walking service" and "My dog does not typically do well with other dogs...has been loving the daycare and adventures."
Family-Friendly Features: Same dedicated walker consistency (minimum 3 days/week), full GPS tracking with real-time reports, 80-minute off-leash hikes through woods/beaches/trails, adventure daycare (3-6 hours), recall and leash etiquette training, Fi GPS collar partnership
Milwaukee Pet Services
Best for extended hours with service availability from early morning through late evening.
Address Milwaukee, WI 53202 Phone (855) 645-9738 Website milwaukeepetservices.com Hours 6:30 AM–10:00 PM, 7 days/week
Pricing: 15-minute potty breaks to 60-minute walks; group walks available for dogs in same building/block
Certifications: Angie's List Super Service Award (2013-2015), Thumbtack Best of 2015, WISN A-List Best of Milwaukee 2014
Reviews: 19 Yelp reviews. Praised for communication: "Brendan makes sure to send me text pictures and updates each day."
Family-Friendly Features: Extended service hours (6:30 AM–10:00 PM), transportation to vet or groomer, fluid therapy and medication administration, nail trims, pet food and supply pickup/delivery
Milwaukee's North Shore Communities
Covering Shorewood, Whitefish Bay, Fox Point, Glendale, Bayside, Brown Deer, and River Hills
The North Shore benefits from excellent coverage by the major Milwaukee-area providers. Off Leash MKE, Wisconsin Pet Care, Milwaukee Paws, and City Paws all explicitly serve these communities.
City Paws Pet Care
NAPPS Certified with deep local roots—the founder was raised in Whitefish Bay.
Website citypawspetcare.com Email mallory@citypawspetcare.com
Service Areas: Shorewood, Whitefish Bay, Milwaukee, Pewaukee, Franklin, greater Milwaukee and Madison
Certifications: Fully insured and bonded, NAPPS Certified (National Association of Professional Pet Sitters), trained in pet care, health, nutrition, and behavior
Reviews: Client testimonials emphasize professionalism: "Mallory Richter and her team earn my highest marks for their professionalism, integrity and pet love" and "She LOVES dogs and they love her."
Family-Friendly Features: All dogs walked individually (no group walks), picture updates after every visit, your choice of sitter, thorough initial consultation covering exercise requirements, feeding, behavioral traits, medications, special quirks
North Shore Coverage Summary
Community Verified Service Providers
Shorewood Off Leash MKE, Wisconsin Pet Care, City Paws, Nikki's Pet Services, Milwaukee Paws
Whitefish Bay Off Leash MKE, Wisconsin Pet Care, City Paws, Nikki's Pet Services
Fox Point Off Leash MKE, Wisconsin Pet Care
Glendale Off Leash MKE, Wisconsin Pet Care, Milwaukee Paws
Bayside Wisconsin Pet Care
Brown Deer Wisconsin Pet Care, Rover/Wag! providers
River Hills Off Leash MKE, Wisconsin Pet Care
Western Suburbs
Covering Wauwatosa, West Allis, Brookfield, Elm Grove, and New Berlin
Woofie's of Greendale-Waukesha
National franchise with local ownership provides consistent, professional service with GPS tracking technology.
Phone (414) 377-5832 Website woofies.com/greendale-waukesha Hours Dog walking 10:00 AM–3:00 PM, Monday-Sunday
Pricing:
20-minute visit: $24
30-minute visit: $28
45-minute visit: $40
1-hour visit: $50
Additional pets: +$5 each
Last-minute booking (under 24hr): +$5
Before 7am/after 9pm: +$10
Service Areas: Big Bend, Brookfield, Elm Grove, Franklin, Genesee Depot, Greendale, Greenfield, Hales Corners, Muskego, New Berlin, Oak Creek, Pewaukee, Wales, Waukesha
Certifications: All walkers background checked, part of Authority Brands national franchise network
Family-Friendly Features: GPS tracking via Woofie's app (see route, distance, duration), customized walks based on energy level, can administer medications (pills, liquids, injections), household tasks during visits (mail, plants), mobile pet grooming available
Atta Boy! Dog Walking Services
Wauwatosa-focused local service with positive reinforcement philosophy.
Phone (262) 207-4271 Website attaboydogwalking.com
Service Areas: Wauwatosa and surrounding areas
Certifications: Bonded and insured, background checked staff
Family-Friendly Features: Easy online scheduling, positive reinforcement approach, emergency vet protocols in place, calm assertive behavior approach
Puddles & Company LLC
Brookfield and Elm Grove specialist with holistic pet care approach.
Address PO Box 2244, Brookfield, WI
Service Areas: Brookfield, Elm Grove, and surrounding areas
Certifications: Bonded and insured, Pet First Aid and CPR Certified, owner has degrees in Nursing and Business Administration, Elmbrook Humane Society volunteer
Family-Friendly Features: Mid-day dog walks, vacation pet sits, overnight services, raw food diet and holistic supplements knowledge, owner's nursing background helpful for medical needs
Northern Suburbs & Ozaukee County
Covering Mequon, Thiensville, Cedarburg, Grafton, Port Washington, and Saukville
The Ozaukee Pet Nanny
Ozaukee County's dedicated local provider since 2010, offering personalized care with competitive pricing.
Phone (262) 365-9224 Website theozaukeepetnanny.com Email woof@theozaukeepetnanny.com Hours 7:00 AM–10:00 PM daily + overnight sitting
Pricing:
30-minute walk: $27 (extra dogs +$3)
60-minute walk: $48 (extra dogs +$3)
Additional dogs after first two: +$7 each
Late/early surcharge (before 7am/after 9pm): +$7
Holiday surcharge: +$10
In-home boarding: $95 per 24 hrs (up to 2 dogs)
Service Areas: Cedarburg, Grafton, Mequon, Thiensville, Saukville, Port Washington, surrounding Ozaukee County
Reviews: Long-term clients since 2010 noted. Testimonials praise reliability: "Responsive and responsible; when they say they'll do something, they actually do it" and "Most importantly, they treat our Daisy as if she's a member of their family."
Family-Friendly Features: Small team of dedicated pet lovers, handles horses and other animals, puppy visits with socialization focus, in-home boarding with fenced yards and no crating
My Critter Companion LLC
Certified Professional Pet Sitter serving northern Ozaukee County with Wisconsin Humane Society volunteer experience.
Address Saukville, WI Phone (414) 491-0027 Website mycrittercompanion.com Email petcare@mycrittercompanion.com
Service Areas: Northern and Central Ozaukee County
Certifications: Certified Professional Pet Sitter (CPPS), Pet Sitters International member, bonded and insured
Reviews: Known as "The Whisker Whisperer"—"Never met anyone more kind and knowledgeable about all kinds of animals."
Family-Friendly Features: Free in-home consultations, client login portal, handles all pet types including farm animals, Wisconsin Humane Society volunteer background
Ozaukee County House and Pet Sitters (OCHAPS)
Family-owned since 2006 with former law enforcement owner providing added home security awareness.
Address 687 N Mill St, Saukville, WI 53080 Phone (262) 355-5095 Hours 6:00 AM–11:00 PM, 7 days/week, 365 days/year (no holiday add-on fees)
Service Areas: Mequon, Thiensville, Bayside, River Hills, Cedarburg, Grafton, Saukville, Port Washington, Fredonia, Waubeka, Belgium, Random Lake, Cedar Grove, Newburg, Trenton
Certifications: Red Cross Pet First Aid and CPR certified, Human CPR trained, BBB listed, owner has 11+ years law enforcement experience
Reviews: Yelp 16 reviews. Exceptional loyalty: "We have used OCHAPS since 2010" and "She has also rescued our house when a truck pulled out the electrical wires."
Family-Friendly Features: 5 part-time dog walkers on staff, house-sitting services (mail, packages, lights), pet taxi service, dog waste pickup and removal, ex-law enforcement owner provides home security awareness
Autumglo Pet Lodge
Country destination in Fredonia offering nature walks on real trails—clients drive 40 minutes for the experience.
Address Fredonia, WI Website autumglo.com
Service Areas: Port Washington, Sheboygan, Mequon, Milwaukee, all Southeast Wisconsin (Ozaukee, Milwaukee, Washington, Sheboygan counties)
Reviews: Exceptional reputation: "Only place I trust to take care of our dogs when we vacation" and "Nature walks are 'real' nature walks." Clients note: "We drive 40 minutes to Autumglo because of the clean and pleasant facilities."
Family-Friendly Features: Country location with genuine nature walks, private suites with heated floors, windows and TV, free tours available, "home away from home" atmosphere
Ozaukee County Coverage Summary
Community Verified Service Providers Mequon Off Leash MKE, Wisconsin Pet Care, The Ozaukee Pet Nanny, OCHAPS, Sunny's Dog Boarding Cedarburg Off Leash MKE, The Ozaukee Pet Nanny, OCHAPS Grafton The Ozaukee Pet Nanny, Wisconsin Pet Care, OCHAPS Port Washington The Ozaukee Pet Nanny, OCHAPS, Autumglo Saukville My Critter Companion, OCHAPS, The Ozaukee Pet Nanny Thiensville The Ozaukee Pet Nanny, OCHAPS
Southern Suburbs
Covering Greenfield, Greendale, Oak Creek, Franklin, Cudahy, South Milwaukee, St. Francis, and Hales Corners
Acti-Kare of Franklin
Part of larger in-home care company with licensed, insured caregivers.
Phone (262) 221-8503 Website actikare.com/franklin-wi
Service Areas: Franklin, Oak Creek, Greendale, Caledonia, Union Grove
Certifications: Licensed, insured, and bonded caregivers
Family-Friendly Features: Dog walking and exercise services, medication administration (oral, eye drops, skin ointment), pets stay in familiar home environment
Awesome Pet Care LLC
Hales Corners local offering personalized care with Pet First Aid certification.
Address Hales Corners, WI 53130 Phone (262) 366-0173 Email greatpetcare@yahoo.com
Service Areas: Hales Corners and surrounding areas
Certifications: Pet First Aid Certified, bonded and insured
Family-Friendly Features: Walking, playing, cuddling services, handmade and special diet feeding, medication administration, considers special requests
Southern Suburbs Coverage Summary
Community Verified Service Providers Greenfield Wisconsin Pet Care, Woofie's, Wag!, Rover Greendale Wisconsin Pet Care, Woofie's, Wag!, Rover Oak Creek Wisconsin Pet Care, Woofie's, Wag!, Rover Franklin Woofie's, Acti-Kare, Wag!, Rover Cudahy Wisconsin Pet Care, Brew City Pet Services, Wag!, Rover South Milwaukee Wisconsin Pet Care, Wag!, Rover St. Francis Wisconsin Pet Care, Off Leash MKE, Wag!, Rover Hales Corners Wisconsin Pet Care, Woofie's, Awesome Pet Care, Wag!, Rover
Waukesha County
Covering Waukesha, Pewaukee, Oconomowoc, Delafield, Hartland, Mukwonago, Sussex, and Menomonee Falls
Lake Country K9 to 5 LLC
Most credentialed Waukesha County provider with Fear Free certification, AKC Canine Good Citizen Evaluator credentials, and force-free training methods.
Phone (262) 278-0114 Website k9to5wi.com
Service Areas: Waukesha County and Jefferson County (Lake Country area)
Certifications: Fully insured, employees bonded through PCI, entire team certified in dog bite prevention, Pet First Aid and CPR, Fear Free Certified Pet Professionals, AKC Canine Good Citizen Evaluator, IAABC Supporting Member
Family-Friendly Features: Group walks and adventure hikes, daycamp services, obedience classes (Puppy, Basics I & II, AKC Canine Good Citizen, AKC Trick Dog), nail trim services, force-free positive reinforcement training
Pet Butler of Waukesha
Extensive service area covering 23+ communities with first visit free for new customers.
Phone (262) 923-3825 or 1-800-PET-BUTLER Website petbutler.com/locations/waukesha-wisconsin-pet-care Hours 6:00 AM–10:00 PM daily
Pricing: 20, 30, or 45-minute visits; discounted rates for recurring clients; first visit FREE (Code: FREEVIS)
Service Areas: Waukesha, Pewaukee, Oconomowoc, Menomonee Falls, Hartland, Brookfield, Colgate, Delafield, Dousman, Elm Grove, Germantown, Hales Corners, Ixonia, Merton, Milwaukee, Muskego, Nashotah, New Berlin, North Lake, Okauchee, Sussex, Wales, Watertown
Reviews: Customers praise convenience: "With a busy schedule picking up after your dog is just one less thing you need to worry about!"
Family-Friendly Features: Pet shuttle service (transport to vet, groomer, daycare), walks adjusted to dog's age and energy level, poop scooping services, flexible online scheduling
Right at Home Pet Sitting
Delafield-based since 2001 with special expertise in behavior issues and special needs pets.
Address Delafield, WI Website therightpetsitter.com
Service Areas: Delafield, Oconomowoc, Brookfield, Dousman, Hartland, Pewaukee, Sussex, Waukesha
Certifications: Training and certifications in animal care, experience with special needs (medications including insulin), operating since 2001
Reviews: Yelp 5.0 stars (3 reviews). Exceptional behavioral support: "She was even willing to work with our behaviorists plan on daily dog walks for our dog who had some behavioral issues due to a previous dog walker."
Family-Friendly Features: In-home pet sitting alternative to kennels, photo/video/message updates, specializes in special needs pets, works with behaviorists for dogs with behavior issues
Paws To Fins Pet Sitting LLC
Mukwonago specialist with HAWS volunteer and assistant trainer background.
Address Mukwonago, WI Phone (262) 674-7297 Website pawstofins.com Hours 6:30 AM–10:30 PM daily
Pricing: No extra charges for multiple pets
Service Areas: Mukwonago area and surrounding Waukesha County
Certifications: Fully insured and bonded through Pet Sitters Associates LLC, HAWS volunteer, former assistant trainer in HAWS Dog U Behavior Department
Reviews: Yelp 5.0 stars (3 reviews, 18 photos). Customers appreciate genuine care: "Laura is the most animal-loving person I have ever met. She doesn't discriminate based on what your dog looks like."
Family-Friendly Features: Horse care available, medication administration, mail/newspaper retrieval, lights on/off for security, daily notes/texts to owners
Four Paws Pet Sitting LLC
Rescue-friendly provider offering free care for foster animals and rescue discounts.
Address P.O. Box 373, Jackson, WI 53037 Phone (262) 623-4769 Website fourpaws-petsitting.com Email info@fourpaws-petsitting.com Hours Open 24 hours
Service Areas: Milwaukee and Washington Counties (extends into Waukesha County)
Certifications: Pet First Aid and CPR certified, fully bonded and insured through Pet Sitters Associates, background checked employees, A-List Best of Milwaukee finalist (2014, 2016)
Reviews: Yelp 5.0 stars. Trust is paramount: "I am super guarded about who I trust my pet with, but everyone [at Four Paws] is great."
Family-Friendly Features: Expertise with dogs with behavior issues, exotic reptile care experience, FREE pet care for foster animals with payment for resident animals, rescue discounts available, established 2013
The Dog Sanctuary WI – Daycare & Spa
Wisconsin's first enrichment center with BBB A+ rating and force-free methods.
Address N63W22603 State Highway 74, Stop 1, Sussex, WI 53089 Phone (262) 263-1633 or (262) 246-0332 Website thedogsanctuarywi.com
Service Areas: Sussex, Pewaukee, Brookfield, Hartland, Menomonee Falls
Certifications: BBB Accredited with A+ Rating, force-free methods, groomer certified through Penn Foster Career School, trainer certified through Animal Behavior College, 11 years in business (established 2014)
Reviews: Google 4.9 stars (38 reviews). Unique approach praised.
Family-Friendly Features: Holistic approach to playgroup, training, and grooming, organic and natural treats/food/shampoos, smaller group sizes for individual attention, obedience classes, personal training
Mr. Hubbard's Hounds
30+ years experience with particular success rehabilitating aggressive dogs.
Service Areas Waukesha, New Berlin, Brookfield, Pewaukee, Genesee, Oconomowoc, Mukwonago
Certifications: Insured, over 30 years dog training experience, HAWS of Waukesha volunteer
Family-Friendly Features: Professional dog walking, dog training services, success with rehabilitating aggressive dogs, works with puppies through senior dogs
The Hounds & Tap
Unique tavern and dog park concept in Menomonee Falls.
Address W175N5645 Technology Drive, Menomonee Falls, WI 53051 Website thehoundsandtap.com
Service Areas: Menomonee Falls and surrounding areas
Family-Friendly Features: Dog daycare and boarding, tavern & dog park (unique concept), grooming services, community-focused atmosphere, safe dog-first environment
Platform-Based Services
For families seeking flexibility or coverage in areas with fewer dedicated providers, these platforms offer vetted dog walkers:
Rover
Coverage: Available throughout greater Milwaukee with 2,000+ walkers in most areas
Pricing: Starting from $15-20/walk depending on walker and location
Trustworthy Features: Background checks required, photo updates via app, Rover Guarantee reimbursement program, 24/7 support, 90% have experience with senior dogs and special needs, average 15-17 years experience among providers
Notable Providers Found:
Charles B. (Fox Point): $20/walk, 5.0 stars, 56 reviews, 17 years experience, "great with special needs senior dogs"
Alyssa B. (Whitefish Bay): $20/walk, 5.0 stars, 8 reviews, Fear Free tactics, zoo internship experience
Wag!
Coverage: All Milwaukee suburbs with on-demand and scheduled options
Pricing: Average $16/walk; 20, 30, or 60-minute options
Trustworthy Features: Enhanced background checks, GPS tracking during walks, photo and video updates, in-app messaging, up to $25,000 coverage for pet and home
Care.com
Coverage: Variable by area (8-22 walkers depending on suburb)
Pricing: Average $12-17/hour
Trustworthy Features: CareCheck background checks, verified reviews
Quick Reference: Trustworthiness Comparison
Provider Bonded/Insured Pet First Aid Fear Free Background Checks Review Rating Off Leash MKE ✓ ✓ ✓ ✓ Award-winning Wisconsin Pet Care ✓ ✓ — ✓ 400+ 5-star Milwaukee Paws ✓ ✓ ✓ — 3 Best Rated Brew City Pet Services ✓ ✓ ✓ — 5.0 Yelp Lake Country K9 to 5 ✓ ✓ ✓ — Positive Woofie's ✓ — — ✓ Positive OCHAPS ✓ ✓ — — 5.0+ The Dog Sanctuary ✓ (BBB A+) — Force-free — 4.9 Google Ozaukee Pet Nanny — — — — 5.0 Tails N' Trails ✓ ✓ — ✓ 5.0 Bark
Pricing Quick Reference
Walk Length Budget Range Mid-Range Premium 20 minutes $15-20 (Rover/Wag!) $24 (Woofie's) — 30 minutes $20-25 (Nikki's) $27-28 (Ozaukee Pet Nanny, Woofie's) $33+ (Off Leash MKE) 45 minutes $35 (Nikki's) $40 (Woofie's) $44+ (Off Leash MKE) 60 minutes $45 (Nikki's) $48-50 (Ozaukee Pet Nanny, Woofie's) $64+ (Off Leash MKE)
Most services charge additional fees for holidays (+$5-10), weekends (+$5), early/late visits (+$7-10), and additional pets (+$3-7)
Choosing the Right Walker for Your Family
For anxious or reactive dogs: Off Leash MKE, Milwaukee Paws, Right at Home Pet Sitting, or Mr. Hubbard's Hounds—all have demonstrated expertise with behavioral challenges
For adventure-seeking breeds: Tails N' Trails (off-leash hiking), Off Leash MKE Adventure Club, or Lake Country K9 to 5 (adventure hikes)
For puppies: Off Leash MKE Puppy Adventure Club, Wisconsin Pet Care puppy packages, or Lake Country K9 to 5 obedience integration
For senior or special needs dogs: Wisconsin Pet Care, Four Paws Pet Sitting, or Paws To Fins—all emphasize experience with medical needs
For budget-conscious families: Nikki's Pet Services (transparent pricing), Rover/Wag! platforms, or Pet Butler's free first visit
For maximum coverage area: Wisconsin Pet Care (serves 1,200+ clients across SE Wisconsin) or Pet Butler of Waukesha (23+ communities)
Conclusion
The greater Milwaukee area offers families an exceptional range of professional dog walking options, from Fear Free certified enrichment specialists to trusted neighborhood providers who've served communities for decades. The key indicators of trustworthiness remain consistent: bonding and insurance, professional certifications, strong online reviews, and transparent communication through GPS tracking and photo updates.
Several services stand out for comprehensive credentials—Off Leash MKE, Wisconsin Pet Care, Milwaukee Paws, Lake Country K9 to 5, and Brew City Pet Services all maintain multiple professional certifications. For families in areas with fewer dedicated providers, platform services like Rover and Wag! offer vetted alternatives with built-in accountability measures.
Before committing to any service, take advantage of the free consultations and meet-and-greets most providers offer. This initial meeting reveals whether the walker connects with your dog and shares your approach to care—ultimately the most important factor in any trustworthy relationship with your pet's caregiver.
Discover 55+ trusted dog sitters, boarding facilities & daycares across Milwaukee's North Shore and suburbs. Verified, insured options with pricing & reviews.