Complete Dog Sitter Guide: 55+ Trusted Options Near Milwaukee

Finding trustworthy care for your furry family member just got easier. This comprehensive guide covers 55+ vetted dog sitting services, boarding facilities, and daycare centers across Milwaukee's North Shore and surrounding communities—from award-winning local pet sitters to nationally recognized facilities with live webcams and certified staff. Whether you need daily dog walking in Shorewood, luxury boarding in Brookfield, or vacation coverage in Mequon, every option below has been evaluated for licensing, insurance, certifications, and real customer reviews to help Milwaukee-area families confidently entrust their pets to qualified caregivers.

North Shore communities

The North Shore corridor from Shorewood to Mequon contains some of Milwaukee's most established pet care providers. Wisconsin Pet Care, the region's highest-awarded pet sitting company, has served these communities since 2009 with a team of 28 bonded, insured, and Pet First Aid-certified professionals. Their coverage spans all North Shore ZIP codes, and their detailed photo journals and quick response time (calls returned within 5 minutes) have earned them 400+ five-star reviews.

Wisconsin Pet Care

Address: 6650 W State Street #314, Milwaukee, WI 53213
Phone: (877) 822-6926 | (262) 764-0823
Website: wisconsinpetcare.com
Areas Served: Shorewood, Whitefish Bay, Fox Point, Bayside, River Hills, Glendale, Brown Deer, plus Milwaukee East Side and Wauwatosa
Services: Dog walking (various durations), in-home pet sitting, vacation coverage, pet taxi, medication administration, home care (mail, lighting, plants)
Hours: Mon-Fri 8am-6pm, Sat 8am-1pm; services available 365 days/year
Trust Factors: BBB Accredited, all staff bonded/insured/background-checked, Pet First Aid and CPR certified, employees (not contractors), 16+ years in business
Special Features: Technology-enabled scheduling via Time to Pet, emergency vet transport, custom care for special needs and terminally ill pets, photo updates after every visit

Nikki's Pet Services

Phone: (262) 424-4481
Website: nikkispetservices.com
Areas Served: Downtown Milwaukee, East Side, Shorewood, Whitefish Bay (higher rates for Fox Point, Bayside, Wauwatosa)
Services: Dog walking, drop-in visits, cat/small animal care, house sitting
Pricing:

• Dog walking: $20 (20 min), $25 (30 min), $35 (45 min), $45 (60 min)

• Full day + overnight: $50 (+$25 additional dogs)

• House sitting with mid-day walk: $115/day

• Additional fees: +$10 holidays, +$5 weekends, +$2 after 5pm

Community Bark Dog Wash & Groom – Bayside

Address: 326 W Brown Deer Road, Bayside, WI 53217
Phone: (414) 364-9274
Website: communitybark.net
Services: Self-service dog washing (SelfBark), professional washing (FullBark), full grooming (ProGroom)
Trust Factors: Established 2009, six-time "Milwaukee's Best Groomer" winner, supports rescue organizations and K9 police units
Special Features: Custom-built stations for easy entry/exit, Blueberry Facial treatment, Fresh Start program for rescue dogs, foster parent discounts
Note: Grooming-focused; does not offer boarding or daycare

Glendale's dedicated North Shore campus

North Shore Doggy Daycare operates a purpose-built facility at 1980 W. Florist Ave, Glendale that has served the region for 17 years. Their A+ BBB rating and owner Diane Bernhagen's 30+ years of veterinary technician experience make this a standout choice. The adjacent North Shore Pet Connection specializes in special needs animals—including diabetic pets, seizure management, post-operative recovery, and hospice care.

North Shore Doggy Daycare (NSDD) & North Shore Pet Connection (NSPC)

Address: 1980 W. Florist Ave, Glendale, WI 53209
Phone: NSDD: (414) 352-2273 | NSPC: (414) 352-8464
Email: nsddllc@gmail.com | nspcpets@gmail.com
Website: northshorepetcarecampus.com
Hours: Mon-Thu 7am-6:30pm, Fri 7am-6pm, Sat-Sun by appointment (9-10am & 4-6pm)
Services: Doggy daycare, overnight boarding, grooming, training, pet retail, on-site Bordetella vaccination, emergency vet transportation
Pricing:

• Half-day daycare: $28

• Overnight stay: $59/24-hour period

• Medication administration: $15/24-hour period Trust Factors: BBB A+ Rating, 17 years in business, owner is certified Veterinary Medical Technician, Glendale Chamber member
  Special Needs (NSPC): Diabetic care, seizure monitoring, post-op recovery, wheel cart/paralysis support, hospice care, specific dietary needs, puppies needing early socialization, geriatric pets

Doggy Office – North Shore Location

Address: 5780 W Hemlock St, Milwaukee, WI 53223
Phone: (414) 353-7287
Website: doggyoffice.com
Hours: Mon-Fri 6am-7pm, Sat 8am-5pm, Sun 9am-5pm
Areas Served: Brown Deer, Glendale, River Hills, Mequon, Wauwatosa, Brookfield
Services: Doggy daycare, overnight boarding, grooming
Trust Factors: Neighborhood Favorite 2021 and 2024, 10+ years in business, no hidden fees, open 365 days/year
Special Features: No breed restrictions, largest indoor dog park in area, temperament testing included, no extra charge for medication administration, Facebook photo updates

Mequon delivers farm-style comfort

Sunny's Dog Boarding offers a home-based boarding experience in Mequon with both traditional and cage-free options, while Central Bark Mequon provides outdoor swimming pools and Montessori-style enrichment programs. Both serve the northern corridor extending to Cedarburg, Grafton, and Port Washington.

Sunny's Dog Boarding & Daycare

Location: Mequon, WI 53097 (exact address provided after consultation)
Phone: (262) 236-5363
Website: sunnysdogboarding.com
Hours: Mon-Fri 8am-6pm, Sat-Sun 10am-4pm
Areas Served: Mequon, Cedarburg, Grafton, Thiensville, Brown Deer, Port Washington
Services: Dog boarding (classic and cage-free), daycare, grooming, puppy socialization classes, dog taxi service, drop-in visits
Pricing:

• Classic boarding (5x5 or 5x10 kennels with daycare): $40/night

• Cage-free (private bedroom): $65/night

• Half-day daycare: $14 | Full-day: $28

• Transportation: $15+ Trust Factors: Family-owned, 5.0 rating on BringFido and Yelp, interview/tour required before acceptance
  Special Features: Home-like atmosphere, 24-hour daycare available, private bedrooms instead of cages, medication administration, taxi service for pickup/drop-off

Central Bark Mequon

Address: 11035 N. Weston Drive, Suite 62w, Mequon, WI 53092
Phone: (262) 512-9663
Email: mequon@centralbarkusa.com
Website: centralbarkusa.com/mequon
Hours: Mon-Fri 7am-6:30pm, Sat 8am-4pm, Sun by appointment
Services: Enrichment daycare, boarding ("sleepovers"), grooming, training, FREE Puppy Hour, Canine Cab shuttle, retail market, dog parties
Pricing:

• Daycare (member): $34/day | Non-member: $48/day

• 10-pack days: $320 | 20-pack days: $610

• Monthly VIP unlimited: $200

• Boarding (member): $60/night | Non-member: $65/night

• Canine Cab: $15-40 Trust Factors: National franchise, 5-star Yelp reviews, certified trainer referrals (CPDT-KA, Fear Free Certified)
  Special Features: Outdoor pools and cooling systems, customized playgroups, rest period enrichment, luxury dens, webcam monitoring, multiple dog discounts, 20% off first boarding night

Autumglo Pet Lodge

Address: W4702 County Rd A, Fredonia, WI 53021
Phone: (262) 692-9797
Website: autumglo.com
Hours: Mon-Fri 8am-5pm, Sat 8am-3pm, Sun 5pm-7pm
Areas Served: Mequon, Port Washington, West Bend, Sheboygan areas
Services: Dog and cat boarding, doggy day camp, full-service grooming, family boarding (multiple pets together), nature trail walks
Pricing: $20-40/night with second and third dog discounts
Trust Factors: Family-owned, state-of-the-art facility, excellent Yelp reviews
Special Features: Luxury Cabin Suites with lodge themes (Deer, Bear, Wolf, Pheasant, Bass, Moose, Duck), climate-controlled with in-floor heating, TVs in suites, miles of wooded nature trails, 5-7 exercise sessions daily, video/picture updates

Milwaukee's East Side

The Dogtopia Milwaukee East Side location at 2219 N Farwell Ave has become a hub for urban dog owners, with live webcams in all playrooms, DASH activity monitors, and special discounts for teachers, healthcare workers, and military families. Central Bark's Milwaukee Eastside location at 3800 N. 1st St offers similar enrichment-focused care with the advantage of being headquartered locally.

Dogtopia of Milwaukee East Side

Address: 2219 N Farwell Ave, Milwaukee, WI 53202
Phone: (414) 485-0600
Email: milwaukeeeastside@dogtopia.com
Website: dogtopia.com/milwaukee-east-side
Hours: Mon-Fri 6:30am-7:30pm, Sat 8:30am-5:30pm, Sun 10:30am-4:30pm
Areas Served: East Side, Murray Hill, Brewer's Hill, Bay View, Whitefish Bay, Shorewood, Walker's Point, Third Ward, Wauwatosa, Mequon, Bayside
Services: Full-day and half-day daycare, overnight boarding, spa services (baths, nail trims, brush outs, teeth brushing), training
Pricing:

• Daycare: $46/week (1 day), $90 (2 days), $124 (3 days), $156 (unlimited)

• Single day: $49 full | $35 half

• Boarding (enrolled): $60 standard, $65 suite

• Spa services: $38-90 baths, $22 nail trim, $18 teeth brushing Trust Factors: Heroes for Healthy Pets™ Certified, staff certified in Pet CPR, First Aid, and dog behavior, 4.9-star rating (288 reviews)
  Special Features: Live webcams in all playrooms, DASH activity monitors for exercise tracking, 6,200 sq ft with 4 playrooms, rubberized floors for joint health, HVAC and UV light systems, 100% pet-safe cleaning (no bleach), 10% discount for teachers, healthcare workers, military, early 6am check-in and 8pm checkout for healthcare workers at no charge

Central Bark Milwaukee Eastside

Address: 3800 N. 1st St, Milwaukee, WI 53212
Phone: (414) 332-2270
Email: eastmke@centralbarkusa.com
Website: centralbarkusa.com/milwaukee-eastside
Hours: Mon-Fri 7am-6:30pm
Services: Enrichment daycare, boarding (sleepovers), grooming & spa, training, retail market, dog parties
Trust Factors: Part of national Central Bark network (20+ years), certified staff in Canine First Aid and CPR, 4.5+ stars on Google
Special Features: Whole Dog Care approach (physical, mental, emotional health), dogs separated by size and temperament, indoor/outdoor play areas, private rest spaces, report cards and holiday photos

Central Bark Milwaukee Downtown

Address: 420 S 1st St, Milwaukee, WI 53204
Phone: (414) 347-9612
Email: downtownmke@centralbarkusa.com
Website: centralbarkusa.com/milwaukee-downtown
Hours: Mon-Sat 7am-6:30pm, Sun by appointment
Areas Served: Downtown Milwaukee, Walker's Point, Third Ward
Services: Enrichment daycare, overnight boarding, full-service grooming, dog training, FREE Puppy Hour (8-16 weeks)
Special Features: Small playgroups based on size/temperament, plush bedding and raised cots for boarding

Bay View and the south side feature award-winning local care

Bay View Bark has won "Best of Milwaukee" awards from 2017-2023, and their 24-hour on-site staff provides peace of mind for overnight stays. Meanwhile, While You Were Out offers legally licensed home-environment boarding where dogs sleep in dog beds (not cages) with TV streaming overnight.

Bay View Bark

Address: 1820 S 1st St, Milwaukee, WI 53204
Phone: (414) 763-1304
Email: info@bayviewbark.com
Website: bayviewbark.com
Hours: Mon-Fri 7am-7pm, Weekends 9-10am and 4-5pm
Areas Served: Bay View, Clock Tower Acres, Morgandale, Walker Square, Saveland Park, St. Francis, South Milwaukee, Cudahy
Services: Smart Doggy Day Care (with daily training), Stay & Play overnight care, dog training (positive reinforcement), grooming
Pricing: Daycare starting at ~$62/day; grooming $10-120 (exclusive to clients)
Trust Factors: Best of Milwaukee Winner 2017-2023, 4.8-4.9 star rating (160+ reviews), 14+ years in business, woman-owned
Special Features: 24-hour on-site staff monitoring, guest rooms with tempered glass doors, orthopedic dog beds, heated/air-conditioned/ventilated facility, daily training included, report cards provided

While You Were Out Pet Sitting Services

Location: Bay View neighborhood, Milwaukee (home-based)
Website: whileyouwereoutpets.com
Hours: Open 24/7, 365 days/year
Services: Daily dog walking, vacation pet sitting, home-environment daycare & boarding, house sitting care
New Client Fee: $35
Trust Factors: Legally licensed home environment facility, insured and bonded, Yelp Top 10 Best Pet Sitting, force-free facility
Special Features: Cage-free boarding, dogs cuddle on couch and sleep in dog beds, TV streaming overnight, trained for special needs (insulin administration), mail check service ($10/day), winter sidewalk shoveling available, discounts for seniors, military, rescue/foster dogs

West Side and Wauwatosa provide excellent suburban coverage

Central Bark Wauwatosa and Happy Paws Grooming & Daycare both serve the Tosa area with distinct approaches—Central Bark focusing on enrichment science, Happy Paws featuring an indoor swimming pool and unlimited monthly daycare options.

Central Bark Wauwatosa

Address: 6228 W State St, Suite G, Wauwatosa, WI 53213
Phone: (414) 771-7200
Email: tosa@centralbarkusa.com
Website: centralbarkusa.com/wauwatosa
Hours: Mon-Fri 7am-6:30pm, Sat 8am-5pm, Sun by appointment
Services: Enrichment daycare, overnight boarding, grooming, training, self-service dog wash, retail
Pricing:

• Boarding (member): $60/night | Non-member: $65/night

• Stay-n-Play (non-enrolled): $70/night

• Luxury Den upgrade: +$10/night Trust Factors: National franchise with consistent standards, positive Google reviews
  Special Features: Enrichment-based care with playtime, mental stimulation, and rest periods, small and large playgroup options matched to personality, FREE Puppy Hour program, spacious rooms and cozy cottages

Happy Paws Grooming & Daycare – Wauwatosa

Address: 2929 N. 114th Street, Wauwatosa, WI 53222
Phone: (414) 491-5508
Email: happypawstosa@gmail.com
Website: happypawsmke.com
Hours: Mon/Fri 7am-7pm, Tue-Thu 6am-7pm, Sat 9am-5pm, Sun 10am-12pm
Services: Daycare, boarding, grooming, training, indoor swimming pool, self-wash stations
Pricing: Unlimited daycare: $400/month
Trust Factors: Family and locally-owned, 10+ years pet care experience
Special Features: Indoor dog pool, large indoor and outdoor play facilities, deluxe suites with classical music and relaxing blue colors, open swim last Saturday of month ($5/dog), first day FREE at Milwaukee location

Happy Paws Grooming & Daycare – Milwaukee

Address: 5401 W State Street, Milwaukee, WI 53208
Phone: (414) 778-0112
Website: happypawsmke.com
Services: Daycare, boarding, grooming
Trust Factors: Established 2014, locally-owned
Special Features: Walk-in nail trims Tuesdays 2-4pm, first day FREE for new customers

Brookfield and the western corridor feature luxury resort-style facilities

K9 Resorts Brookfield has been ranked #1 in the nation for six consecutive years by the International Boarding & Pet Services Association. Their luxury suites, personalized care, and daily photo updates set the standard for premium boarding. For families seeking value, Animal Motel in Butler has operated since 1960—65 years of trusted service with transparent pricing starting at $34/night.

K9 Resorts Luxury Pet Hotel Brookfield

Address: 19255 West Bluemound Rd, Brookfield, WI 53045
Phone: (262) 235-5178
Website: k9resorts.com/brookfield
Hours: Boarding 9am-5:30pm daily; Daycare Mon-Fri 7am-7pm, Sat-Sun 9am-5:30pm
Accommodations:

• Luxury Suites: Most spacious, cage-free, ultimate privacy

• Executive Rooms: Industry-leading cage-free private rooms (1-2 dogs)

• Traditional Compartments: Single or double suites Services: Luxury overnight boarding, doggie daycare (large, small, individualized), grooming/spa
  Trust Factors: Ranked #1 in the Nation 6 years running by IBPSA, 4.9 Google rating, world-class staff training
  Special Features: State-of-the-art facility, play areas divided by size, regular outdoor breaks, daily photo/text updates, enriching activities, personalized care for special needs dogs (blind dogs, eye drops), K9 Resorts app for booking

Animal Motel

Address: 13175 W. Silver Spring Road, Butler, WI 53007
Phone: (262) 781-5200
Website: animalmotel.net
Hours: Mon-Fri 6am-7pm, Sat 7am-3pm, Sun 9-10am & 4-7pm
Areas Served: Wauwatosa, Brookfield, Menomonee Falls, Milwaukee area
Services: Dog boarding, doggy day care, cat/rabbit/bird boarding, pet taxi, pool time
Pricing:

• 1 dog indoor suite: $34/night

• Indoor suite with outdoor patio: $39/night

• With day care: $49-54/night

• Pool time (15 min): $10

• Individual play time: $8 Trust Factors: Family-owned since 1960 (65+ years), no breed restrictions, accepts fixed and non-fixed dogs
  Special Features: Indoor suites 12' long (2½'-6' wide), indoor suites with attached covered outdoor patios, exercise 4 times daily, daily charting of food intake/eliminations/exercise, medication dispensing

Central Bark Brookfield

Address: 3675 N 124th St, Brookfield, WI 53005
Phone: (262) 781-5554
Email: brookfield@centralbarkusa.com
Website: centralbarkusa.com/brookfield
Hours: Mon-Fri 7am-6:30pm
Services: Enrichment daycare, boarding, grooming, training, retail
Trust Factors: National franchise, 5-star reviews, clean facility with fast pickup/drop-off
Special Features: Small playgroups based on size/temperament/playstyle, Training Tutor and enrichment services, groomer noted for patience with anxious dogs

PetSuites Brookfield

Website: brookfield.petsuitesofamerica.com
Services: Best-in-show boarding with sizable suites, activity packages, daycare, professional grooming
Special Features: Care for all breeds including special needs, fun activity packages, first day FREE promotion

New Berlin offers spa-level pampering and crate-free environments

Spa Paw & Tail Premier Pet Resort

Address: 5055 S. Emmer Drive, Suite 100, New Berlin, WI 53151
Phone: (262) 784-7297
Email: info@spapawandtail.com
Website: spapawandtail.com
Pricing:

• Lobby/Standard Suite: $50/night

• Deluxe Suite (6x8): $55/night

• VIP Suite (10x8): $65/night

• Cat Condo: $25/night

• 15% off 2nd dog in same suite Services: Dog and cat boarding, daycare, grooming/spa, retail
  Add-Ons: Private nature walk ($6), movie time ($6), brain game Kong ($6), 15-min massage ($20), 30-min massage ($40)
  Vacation Packages: Simply Sleepover ($38), Bronze ($25), Silver ($40), Gold ($55), Platinum with massage ($90)
  Trust Factors: 21,000 square foot luxury facility, medication administration at no extra charge
  Special Features: 6 indoor play areas, climate controlled, soothing music, 2 movie lounges, full spa and salon, VIP suites include camera access, gourmet treats, nap time 11am-1pm

SkyDance Pet Lodge – New Berlin

Address: 16701 W Cleveland Ave, New Berlin, WI 53151
Website: skydancepetlodge.com
Accommodations: Cozy cabins, spacious luxury suites (all include soft bedding, stainless steel dishes, potty breaks)
Services: Luxury crate-free boarding, personalized daycare, customizable training, premium grooming/spa
Trust Factors: CPR and first aid-certified staff, hospital-grade disinfectants, locally owned (not a chain), open-door policy with direct access to leadership
Special Features: Crate-free facility, welcomes all breeds/ages/temperaments (seniors, rescues, special needs), optional enrichment add-ons, two locations (New Berlin and Dousman)

Central Bark New Berlin

Address: 16700 W. Victor Rd, New Berlin, WI 53151
Phone: (262) 785-0444
Email: newberlin@centralbarkusa.com
Website: centralbarkusa.com/new-berlin
Hours: Mon-Fri 6:30am-6:30pm
Services: Enrichment daycare, boarding, grooming, training, retail
Trust Factors: National franchise, long-standing reputation (some customers 11+ years)
Special Features: Small and large playgroup options, Group Play Skills training, Rest Period Enrichment, personalized One-on-One Enrichment sessions

Waukesha and the western suburbs round out comprehensive coverage

Camp Bow Wow Waukesha

Address: 1707 Paramount Ct, Waukesha, WI 53186
Phone: (262) 235-7939
Email: waukesha@campbowwow.com
Website: campbowwow.com/waukesha
Hours: Mon-Sat 6:30am-7pm, Sun 6:30am-11am & 4pm-7pm
Areas Served: Waukesha, Brookfield, Pewaukee, Delafield, Oconomowoc
Services: Dog daycare (Day Camp), overnight boarding (Sleepover Camp), training (reward-based), grooming, enrichment, Pawsitive Start Jr. (puppy program 4 months-1 year)
Trust Factors: Certified Camp Counselors® trained in dog behavior, pet CPR, and pet first aid, background checks on all campers, 200+ locations nationwide
Vaccination Requirements: Rabies, Distemper, Bordetella, Canine Influenza
Special Features: Live Camper Cams to watch your pup anytime, individual cabins with cozy cots and fleece blankets, Campfire Treat™ each night, large indoor/outdoor play areas, dogs grouped by size, first day FREE

Camp Bow Wow Oak Creek

Address: 8411 S Liberty Lane, Oak Creek, WI 53154
Phone: (414) 808-2275
Hours: Mon-Sun 6:30am-7pm
Facility: 8,000 sq ft with 70 cabins, multiple "teacup" suites, 5 indoor/outdoor play spaces
Services: Same as Waukesha location
Special Features: Live webcams, photo updates via text

Brook-Falls Luxury Pet Resort & Doggy Daycare

Address: N48 W14850 W. Lisbon Road, Menomonee Falls, WI 53051
Website: brookfallsveterinary.com/luxury-pet-resort
Accommodations:

• Lake Shore Drive Luxury Suites: Deluxe bed, fresh linens, natural light, in-suite TVs, camera access

• Standard Suites: Glass-fronted doors, privacy areas, elevated beds Services: Dog/cat/exotic boarding, enrichment daycare, training (puppy basics to adult advanced), spa/grooming, retail
  Trust Factors: Veterinary owned and operated, state-of-the-art facility, Fear Free certified, infection controlled, meets/exceeds all kennel industry standards
  Special Features: Closed circuit cameras in deluxe suites for remote viewing, flat-screen TVs tuned to dog television, pheromone therapy, Montessori-style enrichment daycare, brain games, all breeds welcome including special needs

VCA Pahle Animal Hospital

Address: 10827 W. Oklahoma Avenue, West Allis, WI 53227
Phone: (414) 541-6440
Website: vcahospitals.com/pahle
Hours: Mon-Fri 7am-6pm, Sat 7am-1pm, Sun pre-arranged pickup
Services: Dog boarding (standard and extended stay), Doggie Day Camp (5-day, 10-day, 30-day packages, half-day options), professional grooming, medication administration (oral/topical)
Areas Served: West Allis, New Berlin, Wauwatosa, Brookfield, Elm Grove, Greenfield, Hales Corners
Trust Factors: AAHA accredited since 1957 (only 14-15% of veterinary hospitals achieve this), established 1956 (70+ years), veterinarian-owned and operated
Special Features: Ideal for dogs with medical conditions requiring medication, veterinary staff monitors pets closely, sterilized facilities, call-in updates available daily

Digital platforms connect families with hundreds of local sitters

Rover

Website: rover.com
Milwaukee Coverage: 744+ dog boarding sitters, 475+ pet sitters, 1,932+ dog walkers
Pricing:

• Dog boarding: $45/night median ($26-$55 range)

• Pet sitting: ~$20/night

• Dog walking: ~$20/walk

• Drop-in visits: ~$20/visit Trust Factors: All sitters pass enhanced background checks, 24/7 support, Rover Guarantee reimbursement for eligible vet care, 91% respond in under an hour
  Special Features: Photo/video updates, GPS-tracked walks, average 18 years experience among sitters, 95% offer medication administration, 93% have special needs/senior dog experience

Local Rover Standouts:

• Michelle (For the Love of the Dog-WI): 300 reviews, 171 repeat guests, $38/night

• Kathy E. (Brown Deer): 71 reviews, 39 repeat guests, $25/night

• Auria (Glendale): 67 reviews, 31 repeat clients, $45/night

Wag!

Website: wagwalking.com
Milwaukee Pricing: $48-$69/night for boarding/pet sitting
Trust Factors: Enhanced background checks, verified reviews, up to $25,000 coverage per booking
Special Features: Quick Match or Pet Parent Match options, GPS tracking for walks, photo/video updates, pick-up and drop-off services

Care.com Pet Sitting

Website: care.com/pet-sitters/milwaukee-wi
Milwaukee Coverage: 155+ pet sitters
Pricing: Average $13.44/hour
Trust Factors: Background checks available, verified reviews
Services: In-home pet sitting, overnight care, dog and cat specialists

TrustedHousesitters

Website: trustedhousesitters.com
Milwaukee Coverage: 62-65 house sitting opportunities
How It Works: Membership-based exchange—pet parents offer free accommodation in exchange for pet care (no per-night fees)
Trust Factors: All US sitters complete extensive background checks, Home & Contents coverage included, 24/7 Vet Advice Line

Professional dog walking services offer specialized urban care

Off Leash MKE ⭐ Best of Milwaukee 2024

Phone: (414) 215-9095
Email: Hello@OffLeashMKE.com
Website: offleashmke.com
Areas Served: Milwaukee, Wauwatosa, Bay View, Whitefish Bay, Shorewood, Fox Point, Glendale, River Hills, Mequon, Cedarburg, St. Francis, Elm Grove, Brookfield
Services: Dog walking (30/40/60 min), Adventure Club (Sniffari decompression walks), Puppy Adventure Club, training, in-home pet sitting (members only), cat sitting
Pricing:

• 30-min walk: $33 member / $38 à la carte

• 40-min walk: $44 member / $51 à la carte

• 60-min walk: $64 member / $74 à la carte Trust Factors: Voted Best Dog Walker & Best Pet Services – Milwaukee 2024, Fear Free Certified, FetchFind Approved, CPR & First Aid certified, 60+ hours training per team member, bonded and insured
  Special Features: Enrichment-focused, behavior-informed care, solo or small-group walks, long-line "Sniffari" adventures on trails, no prong/choke/e-collars, indoor enrichment during unsafe weather, 365 days/year

Milwaukee Paws Pet Care

Phone: (262) 794-2882
Website: milwaukeepaws.com
Service Area: 7-8 miles from downtown (Downtown, East Side, Bay View, Shorewood, Lower East Side)
Services: Dog walking, Urban Adventures/decompression walks, in-home pet sitting, cat sitting, Fear Free certified training, pet transportation, wedding services
Pricing:

• Pooch Potty Break (15-20 min): $25

• Busybodies Break (25-30 min): $35

• Energetic Pups Break (45-65 min): $60

• Solo Adventures: $70/dog

• In-home pet sitting (2hr evening + 1hr morning): $150

• Training sessions: $95 Trust Factors: CATCH Trainers Academy certified, Fear Free Professionals certified, Family Dog Mediators, National Association of Professional Pet Sitters member
  Special Features: Detailed report cards with photos, force-free training only, wedding dog handling available

Central Bark operates 10 Milwaukee-area locations as the region's largest network

Central Bark was founded in Milwaukee, making this their home market with the greatest concentration of locations:

Location Address Phone Downtown 420 S 1st St, Milwaukee (414) 347-9612 Eastside 3800 N 1st St, Milwaukee (414) 332-2270 Wauwatosa 6228 W State St, Suite G (414) 771-7200 Franklin 9550 S 60th St (414) 421-9003 Oak Creek 1075 Northbranch Dr (414) 571-1500 New Berlin 16700 W. Victor Rd (262) 785-0444 Brookfield 3675 N 124th St (262) 781-5554 Mequon 11035 N. Weston Dr (262) 512-9663 Sussex N64W22600 Main St (262) 246-8100 Slinger 244 Info Hy Court (262) 677-4100

All locations offer: Enrichment daycare, boarding/sleepovers, grooming, training, Puppy Hour programs, retail
Trust Factors: "Whole Dog Care" approach, high employee-to-dog ratio, staff trained in canine first aid/CPR/behavior, positive reward-based techniques
Special Features: Indoor/outdoor play environments, calming diffusers in boarding areas, photo updates and report cards, dogs grouped by size/temperament/play style

Price comparison helps families budget effectively

Service Type Budget Range Mid-Range Premium Daycare (full day) $28-35 $40-49 $55-65 Overnight boarding $34-45 $50-60 $65-90+ Dog walking (30 min) $20-25 $30-35 $40-50 In-home pet sitting $20-30/visit $40-60/visit $100+ overnight

Budget-friendly picks: Animal Motel ($34/night), Rover sitters (~$25-45/night), Sunny's daycare ($14 half-day)
Best value: Central Bark unlimited monthly ($200), Happy Paws unlimited ($400)
Luxury experiences: K9 Resorts (#1 nationally ranked), Spa Paw & Tail VIP suites with camera, Brook-Falls Luxury Suites with TVs

Special needs and medical care options deserve focused attention

Several facilities specifically accommodate dogs requiring medical attention or specialized care:

• North Shore Pet Connection (Glendale): Diabetic care, seizure monitoring, post-op recovery, wheel cart/paralysis support, hospice care

• VCA Pahle (West Allis): AAHA-accredited veterinary hospital with boarding, medication administration with medical supervision

• Brook-Falls (Menomonee Falls): Fear Free certified, veterinary-owned, exotic pets welcome

• SkyDance Pet Lodge: Welcomes seniors, rescues, special needs; CPR/first aid certified staff

• Wisconsin Pet Care: Custom care for special needs and terminally ill pets, emergency vet transport

• Rover sitters: 95% offer medication administration, 93% have special needs/senior experience

Webcam access provides peace of mind for worried pet parents

Facilities with live webcam or camera access:

• Dogtopia Milwaukee East Side: Live webcams in all 4 playrooms via website and mobile app

• Camp Bow Wow Waukesha & Oak Creek: Live Camper Cams accessible anytime

• Spa Paw & Tail (New Berlin): Camera access in VIP Suites

• Brook-Falls (Menomonee Falls): Closed circuit cameras in Deluxe Suites for remote viewing

• Central Bark Mequon: Webcam monitoring at night

• Rover & Wag!: Photo/video updates via app throughout stay

Conclusion

Milwaukee-area families have exceptional options for trustworthy dog care, from home-based sitters offering one-on-one attention to award-winning facilities with veterinary oversight. The key differentiators to consider are geographic convenience (Central Bark's 10 locations provide coverage across the entire metro), trust indicators (look for BBB accreditation, AAHA certification, Fear Free credentials, and years in business), and special needs accommodation (North Shore Pet Connection and VCA Pahle stand out for medical care).

For North Shore families specifically, Wisconsin Pet Care offers the most comprehensive in-home coverage across all communities, while North Shore Doggy Daycare in Glendale provides a purpose-built facility with 17 years of experience. Rover and Wag! supplement these options with hundreds of background-checked individual sitters for maximum flexibility.

The facilities highlighted here represent legitimate, currently operating businesses with verified contact information, real reviews, and documented credentials—giving Milwaukee families confidence that their four-legged family members are in capable hands.