
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.

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.

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.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of 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. 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. Safe walkable neighborhood.

New Super Modern 3 Bed in Waltham
A tastefully decorated unit on the 3rd floor. Just across from Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 3 bedrooms and 2 bathrooms. Private deck. In unit washer/dryer. Parking spot#2. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot. Crib available upon request.

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

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.

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!

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 a guest. Visit Nashoba Valley Winery, get coffee at Harvard General Store, go apple-picking at a local orchard, or hike Vaughn Hill trails. *Wood-fired backyard sauna available by request with $20 firing fee *Well-behaved dogs (non-destructive, house-broken) welcome! Sorry - no cats, due to prior experiences.

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

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.

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.

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.
Popular amenities for Middlesex County pet-friendly home rentals
Pet-friendly house rentals

Home w/Yard+Parking & <15 Miles to Boston & Salem

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Cozy Stylish 4br3ba 3mins to Somerville Subway

Family Friendly City Oasis! 2 Free Parking Spots!

Pretzel Factory Loft w/Peloton

Harvard House-The Gathering Place.

Comfortable house w parking, close to T

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
Pet-friendly home rentals with a pool

Bauhaus Retreat in Nature Preserve w/ Pool

Boston Family Suite: Pool, Gym & Paid Parking

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Shared Hot Tub: Historic Cottage, Walk to Elm Park

Luxury Apt Heart of Seaport with Gym

Entire one bedroom apartment

Peaceful New England Retreat Close to It All
Private, pet-friendly home rentals

New 2BR/2BA LUXE Harvard & MIT w/Parking Red Line

Spacious Victorian Home | Family + Pet Friendly

Charming, Family-Friendly Apt @ Tavern 33

Cozy High-ceiling Apartment

3 Bedroom Boston-area Gem

The Outlaw's In-Law

Penthouse Views / Near Boston + New Build

Family Friendly Lexington Single House
Destinations to explore
- House rentals Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with a home theater Middlesex County
- Beachfront rentals Middlesex County
- Guesthouse rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with an accessible height bed Middlesex County
- Rentals with a fireplace Middlesex County
- Condo rentals Middlesex County
- Serviced apartment rentals Middlesex County
- Waterfront rentals Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with beach access Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with lake access Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a hot tub Middlesex County
- Loft rentals Middlesex County
- Apartment rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Townhouse rentals Middlesex County
- Private suite rentals Middlesex County
- Cottage rentals Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with an accessible height toilet Middlesex County
- Hotel rooms Middlesex County
- Fitness-friendly rentals Middlesex County
- Boutique hotels Middlesex County
- Rentals with pools Middlesex County
- Smoking-friendly rentals Middlesex County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Duxbury Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Boston College
- Things to do Middlesex County
- Art and culture Middlesex County
- Tours Middlesex County
- Sports activities Middlesex County
- Food and drink Middlesex County
- Sightseeing Middlesex County
- Nature and outdoors Middlesex County
- Things to do Massachusetts
- Art and culture Massachusetts
- Sports activities Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Entertainment United States





