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

The Word Barn, Exeter, NH
Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

Sunset Bliss- stylishly renovated, 3 min to beach
Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

One Level 2 bedroom suite on private cul-de-sac
Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

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!

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

#9 Modern Home 15 min to Boston w/ Yard & Parking
Stay in this stylish 2-story home with 3 Comfy Bedrooms + 1.5 Baths! Ideal for families or groups, it comfortably fits 6+ guests. Enjoy a fully stocked kitchen, dedicated workspace, and a private backyard with a BBQ & a fire pit. Perfectly located for exploring Boston, Cambridge, and Salem with free private parking. Your memorable stay with experienced Superhosts awaits! 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🌆 Easy Access to Local Attractions

Private, 2bd, 1st floor unit in historic Amesbury
Your family will be close to everything when you stay at this centrally-located Antique New England getaway . Recently renovated, but tastefully original. Everything you need is within walking distance; shopping, grocery, dining, lake, short drive/ride to beach. The space is about 900sqft; 1 bathroom, king bedroom, queen bedroom, queen pull-out couch, and an additional room in which a twin bed can be put (upon request). It will comfortably hold 4 adults, but will accommodate up to 7.

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.

The Concordian - Walk to White Park, Downtown, UNH
A quiet and beautiful updated second-floor apartment steps away from downtown Concord. The apartment is attached to a historic 1800’s New Englander home and has a fully renovated bathroom (as of 12/1/24!), full kitchen, one bedroom, a living/dining room with a pullout mattress with topper, plus two walk-in closets. Additionally, we provide air conditioning, high-speed internet, and Netflix for guests. The space is professionally cleaned AND linens are professionally laundered!

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

The Enchanted Garden | Pet Friendly Apartment
This Secret Garden-inspired studio apartment features a Bedgear queen-size bed, plush decorative pillows, and a desk & dresser. There is a 2-burner elective stove, mini fridge, microwave, and mini Keurig coffee maker. The bathroom and kitchenette are ADA-compliant. This studio is dog-friendly! A doggy bed can be made available upon request. There is also a fenced-in dog park. As much as we love cats, we do not allow cats or other animals aside of dogs at our property.

Winnie's Place - Freshly Renovated 1800s Farmhouse
Welcome to Winnie's! Set in the picturesque New Hampshire countryside, Winnie's is a charming traditional New England 3 bedroom, 2 bath 1890s farmhouse with modern amenities. The home is newly renovated and updated with WiFi and smart TVs, but retains its historic character. It is perfect for a family getaway, romantic weekend or change of pace for those working from home. It is a “get away” without getting too far!
Popular amenities for Windham pet-friendly home rentals
Pet-friendly house rentals

Cozy Stylish 4br3ba 3mins to Somerville Subway

Great for Families Modern Farmhouse Near Shopping

Sunny 3 bedroom on beach

Hillside Ocean View 2BR with Private Beach Access

Large, Comfortable & Conveniently located Home

Oceanfront 3BR/3BA near Salem + Boston w/ Views

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

A Spacious Modern Elegant Ranch (whole house)
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

Farm Living

Private Pool Retreat w/Fire Pit Near Singing Beach

Lux home near Rt 3/MHT/mountain/lake/ocean/Boston

Rye Poolhouse Oasis
Private, pet-friendly home rentals

Vineyard Loft @ Black Locust Manor (barn)

Beautiful Place to Stay In Salem

The Artist Suite by Toi Moi

Ponder Point waterfront cottage at Cobbetts Pond

Lake Cottage in Windham

Cozy Private Studio Near Boston & Tuscan

Private Guest House

Lakefront Purple Cottage
Quick stats about vacation rentals that are pet-friendly in Windham

Total vacation rentals
Explore 20 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at €86 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Windham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham rentals

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
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- Hampton Beach
- Fenway Park
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- Harvard University
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- Revere Beach
- Boston Seaport
- Boston University
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- Northeastern University
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- MIT Museum
- New England Aquarium
- Pats Peak Ski Area
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market





