
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, 145 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, 104 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
Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!
4.89 out of 5 average rating, 170 reviews
Winery Bungalow w/ Vineyard Views & Wine Tasting
Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.
4.94 out of 5 average rating, 189 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, 117 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, 263 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, 119 reviews
Quiet Oasis In The City
Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.
4.83 out of 5 average rating, 121 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, 306 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

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
4.86 out of 5 average rating, 176 reviews
Cozy, Spacious Home in the Heart of Cambridge
5.0 out of 5 average rating, 233 reviews
Lakefront, view of ski mtn, fireplace, sauna
4.89 out of 5 average rating, 240 reviews
Across the Subway · TD Garden · Concerts · Games F
4.89 out of 5 average rating, 104 reviews
Charming South End Farmhouse - Near Northeastern!
4.94 out of 5 average rating, 204 reviews
Pretzel Factory Loft w/Peloton
4.93 out of 5 average rating, 178 reviews
LuxuryHaven: Cosy Palace
4.93 out of 5 average rating, 123 reviews
Harvard House-The Gathering Place.
4.94 out of 5 average rating, 111 reviewsPet-friendly home rentals with a pool

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
4.92 out of 5 average rating, 130 reviews
Charming 2-story private Guesthouse
4.94 out of 5 average rating, 257 reviews
Beautiful Spacious 4BRM House!
4.93 out of 5 average rating, 59 reviews
Brand New Luxury Retreat w/ Pool & Fitness Center
4.91 out of 5 average rating, 11 reviews
the house of id; vintage shop, accessible space
4.98 out of 5 average rating, 82 reviews
“Luxury 2BR Cambridge | Pool + Parking”
4.93 out of 5 average rating, 27 reviews
Luxury 2BR 2BA Condo Fenway Boston Washer&Dryer in
4.85 out of 5 average rating, 34 reviews
Lux 2BR w Gym Pool sleep 7 in Assembly Square
4.67 out of 5 average rating, 12 reviewsPrivate, pet-friendly home rentals

Modern Cozy 2 Bed Near Cambridge
4.93 out of 5 average rating, 106 reviews
Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 260 reviews
Dixie’s House, 1BD in Arlington
4.88 out of 5 average rating, 234 reviews
Vaughn Hill Hideaway & Sauna
4.97 out of 5 average rating, 208 reviews
Absolutely Gorgeous 3 Bedroom Close to Boston
4.95 out of 5 average rating, 161 reviews
Luxury Spacious 2BR • King & Queen Beds • 2 Baths
4.81 out of 5 average rating, 120 reviews
Centrally Located Apartment in Worcester
4.96 out of 5 average rating, 114 reviews
Quiet country apartment in farmland setting.
4.96 out of 5 average rating, 144 reviewsDestinations to explore
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- Pet-friendly rentals Massachusetts
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- Fenway Park
- Hampton Beach
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