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.

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Guest favorite

Guest suite in Weston

5 out of 5 average rating, 137 reviews

FLOWER FARM GETAWAY 2BR 15MIN 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 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Guest favorite

Home in Westminster

4.9 out of 5 average rating, 155 reviews

Lakefront; view of ski mtn, firepit, dock, kayaks

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

Guest favorite

Rental unit in Arlington

4.98 out of 5 average rating, 184 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Guest favorite

Rental unit in Boston

4.9 out of 5 average rating, 821 reviews

AKBrownstone: cozy private studio by T

🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Guest favorite

Barn in Carlisle

4.88 out of 5 average rating, 407 reviews

✨Private Studio w/ Loft Center Historic Carlisle✨

ENTIRE PLACE. This is a private charming studio completely separate with no shared areas located in the center of beautiful Carlisle. Close proximity to Routes 128, 495 and 3. Just 25 mins from Cambridge, Somerville, Boston. A pleasant 10 min to historic downtown Concord's lively events, shops and restaurants. 1.6 miles to Hiking/bike trails of Great Brook Farm State Park. Explore nearby hiking, conservation land and farms. *Only a 15 min drive to Lowell via the Lowell Connector*

Guest favorite

Guest suite in Worcester

4.88 out of 5 average rating, 414 reviews

Private Suite with separate entrance in Worcester

This private suite allows a maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance gate. The living room has a mini library for guests, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The suite also has a mini kitchen with a refrigerator, a freezer, a microwave, air fryer, omelet egg maker and coffee maker. It also has fully stocked linen closet and electric pump air mattress if necessary.

Guest favorite

Home in Chelmsford

5 out of 5 average rating, 163 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.

Guest favorite

Farm stay in North Andover

4.98 out of 5 average rating, 221 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Guest favorite

Rental unit in Holden

4.91 out of 5 average rating, 107 reviews

Wachusett region 1 bedroom apartment.

1st floor, 1 BR apartment w/ private access & easy parking in a 1850 mill rooming house. Semi-rural setting on the outskirts of Holden, MA. Convenient to Wachusett Reg. High School, Assumption College, Worcester State, WPI. Great alternative to Worcester. An easy 20 min (12 mi.) drive to Wachusett Mountain Ski Area. Convenient to rail trails for hiking, biking and nature walks. The hosts live in an adjoining unit for security & convenience.

Guest favorite

Guest suite in Bolton

4.97 out of 5 average rating, 145 reviews

Vaughn Hill Hideaway & Sauna

Tucked into the slope of Vaughn Hill on 3 wooded acres, the entire lower level of our home is yours to enjoy. Cozy 2-bedroom unit with “the BEST BEDS at an Air BNB ever!" to quote one guest. Visit Nashoba Valley Winery (5 min away), get coffee at Harvard General Store (8 min), go apple-picking at a local orchard, or hike Vaughn Hill trails. *Our backyard wood-fired sauna is available by request at $20 per firing*

Guest favorite

Rental unit in Concord

4.95 out of 5 average rating, 194 reviews

Mema's Place --Lovely apartment in private home

This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried).

Guest favorite

Guest suite in Arlington

4.91 out of 5 average rating, 231 reviews

Modern and comfortable studio apartment

Cozy modern walk-in studio apartment with on-site parking. Located in the Captain Wyman-Pichette House dating from 1840, across from Spy Pond and in Arlington's Historic Pleasant Street district. Steps from public transit to downtown Boston, a short walk to Arlington Center shops, great restaurants and Minuteman Bike Trail. Access to garden patio.