
Pet-friendly vacation rentals in Middlesex County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Middlesex County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood
4.98 out of 5 average rating, 142 reviews
Flower Farm Getaway 2BR, 20 Min To Boston
Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.
5.0 out of 5 average rating, 211 reviews
Newly Renovated 3 Bed 2 Bath Easy Access Boston
Welcome to our newly renovated beautiful home in Greater Boston Designed for comfort and convenience, this home is perfect for families, business travelers and groups looking for a retreat ✔Sleeps 8 : 3 Queens + 2 Sofa beds (correct # of people & pets are enforced) ✔5m Stop & Shop + LifeTime Fitness ✔15m Wellesley College ✔25m --> Downtown ✔10 m--> Remote Logan Terminal ✔27 m--> BOS Airport ✔New appliances + smart TV, bluetooth speaker ✔Private patio ✔Garden ✔Driveway parking ✔Pet friendly
4.79 out of 5 average rating, 103 reviews
Lakefront, view of ski mtn, fireplace, sauna
Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview
4.89 out of 5 average rating, 239 reviews
Just Renovated, Private & Quiet 2 Bedroom Condo
Keep it simple and comfortable at this peaceful, centrally located getaway. Set at the very end of a private, ultra-quiet dead-end road, the home feels tucked away This newly renovated 2-bedroom unit is an ideal home base for your Boston-area stay You’ll have easy access to public transportation, parks, dining, shopping, and major highways including I-95, I-90, and Route 2. Enjoy your own private outdoor deck, a spacious yard, in-unit laundry, central AC, and off-street parking for two cars
4.98 out of 5 average rating, 122 reviews
White Pine Cottage – Cozy 3BR w/ Fireplace
Welcome to White Pine Cottage - a cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are coming to the area to visit family, work or a weekend getaway. Located in quiet wooded neighborhood with very little traffic. Relax by the fireplace and enjoy a soak in the whirlpool tub. Convenient to local farms, orchards, golfing, wooded trails and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.
4.97 out of 5 average rating, 253 reviews
Charming Large Entire Home Spacious 3 Bed 2.5 Bath
Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.
5.0 out of 5 average rating, 116 reviews
Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.
5.0 out of 5 average rating, 260 reviews
Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.
4.89 out of 5 average rating, 133 reviews
The Brickhouz at Arlington !
Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.
4.99 out of 5 average rating, 118 reviews
Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
4.98 out of 5 average rating, 303 reviews
Private Studio w/ Loft Center Historic Carlisle
Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.
4.89 out of 5 average rating, 485 reviewsPopular amenities for Middlesex County pet-friendly home rentals
Pet-friendly house rentals

Charming South End Farmhouse - Near Northeastern!
4.94 out of 5 average rating, 204 reviews
Cozy, Spacious Home in the Heart of Cambridge
5.0 out of 5 average rating, 233 reviews
COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
4.86 out of 5 average rating, 175 reviews
Across the Subway · TD Garden · Concerts · Games F
4.89 out of 5 average rating, 104 reviews
Harvard House-The Gathering Place.
4.94 out of 5 average rating, 111 reviews
Pretzel Factory Loft w/Peloton
4.93 out of 5 average rating, 178 reviews
~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
4.86 out of 5 average rating, 361 reviews
LuxuryHaven: Cosy Palace
4.93 out of 5 average rating, 122 reviewsPet-friendly home rentals with a pool

Charming 2-story private Guesthouse
4.94 out of 5 average rating, 257 reviews
Luxury Grand Oasis | Pool · Gym · Parking · 2BR
4.92 out of 5 average rating, 130 reviews
Beautiful Spacious 4BRM House!
4.93 out of 5 average rating, 58 reviews
Brand New Luxury Retreat w/ Pool & Fitness Center
4.91 out of 5 average rating, 11 reviews
“Luxury 2BR Cambridge | Pool + Parking”
4.93 out of 5 average rating, 27 reviews
Billerica Colonial - 5 Bedroom Home
5.0 out of 5 average rating, 6 reviews
Luxury Stay in Somerville | River & City View
5.0 out of 5 average rating, 18 reviews
Luxury 2BR 2BA Condo Fenway Boston Washer&Dryer in
4.85 out of 5 average rating, 34 reviewsPrivate, pet-friendly home rentals

Vaughn Hill Hideaway & Sauna
4.97 out of 5 average rating, 207 reviews
Dixie’s House, 1BD in Arlington
4.88 out of 5 average rating, 234 reviews
Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 260 reviews
Beautiful, Bright, 3 BR Close to Boston w/Parking.
4.96 out of 5 average rating, 208 reviews
Designer 3-BR Apt in Historic Charlestown, Boston
4.98 out of 5 average rating, 105 reviews
Newly Finished Guest Haven in Woburn
4.89 out of 5 average rating, 168 reviews
Modern Cozy 2 Bed Near Cambridge
4.93 out of 5 average rating, 106 reviews
Luxury Spacious 2BR • King & Queen Beds • 2 Baths
4.81 out of 5 average rating, 120 reviewsDestinations to explore
- Rentals with a hot tub Middlesex County
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- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
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- Boston College
- Northeastern University
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- Duxbury Beach
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- MIT Museum
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- Tufts University
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- Crane Beach
- Quincy Market
- Snhu Arena
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