
Pet-friendly vacation rentals in Middlesex County
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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, 143 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
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 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
Family Home + Near Downtown + Cool Backyard!
Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!
4.94 out of 5 average rating, 260 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 reviews
Unique Loft/ Studio Guesthouse (super convenient)
Unique, double-height loft / studio - with 1 queen bed, and one sleeping/pull-out couch; Super convenient to Lexington town center - 3 min walk to restaurants, Starbucks, all the historical attractions and buses to Alewife (last stop of subway to Boston). Minutes to Rt 2 and Hwy 95 for business travelers to get to other parts of metro Boston
4.74 out of 5 average rating, 274 reviews
Scandi-Modern Apartment
Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles.
4.98 out of 5 average rating, 396 reviewsPopular amenities for Middlesex County pet-friendly home rentals
Pet-friendly house rentals

Charming Large Entire Home Spacious 3 Bed 2.5 Bath
5.0 out of 5 average rating, 116 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
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, 239 reviews
Pretzel Factory Loft w/Peloton
4.93 out of 5 average rating, 178 reviews
Charming South End Farmhouse - Near Northeastern!
4.94 out of 5 average rating, 204 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
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
4.84 out of 5 average rating, 56 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 reviewsPrivate, pet-friendly home rentals

Just Renovated, Private & Quiet 2 Bedroom Condo
4.98 out of 5 average rating, 122 reviews
Vaughn Hill Hideaway & Sauna
4.97 out of 5 average rating, 207 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, 169 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
ThouArtHome, BC, DanaFarber, Parking, PetFriendly.
4.75 out of 5 average rating, 245 reviews
Modern Cozy 2 Bed Near Cambridge
4.93 out of 5 average rating, 106 reviewsDestinations to explore
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- Pet-friendly rentals Massachusetts
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
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