
Pet-friendly vacation rentals in Windham
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Windham

Total vacation rentals
Explore 10 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at €113 per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.8 Average rating
Windham stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Windham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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.
4.93 out of 5 average rating, 331 reviews
Linden Cottage - comfort, connection, convenience
Plenty of space at Linden Cottage. Built circa 1840. Restored and modernized in 2019-20. Home is a Greek Revival, New England style farmhouse with attached barn. Nestled in old Plaistow Village, in a safe, secure location near town hall and police station. Property has two connected, separate homes, and a large barn. Your accommodations are fully furnished. 4 bedrooms, 2 baths. 40 minutes to Boston. 20 minutes to Seacoast Beaches. A calming, spacious environment to unwind and be your best self.
4.98 out of 5 average rating, 116 reviews
2 bedroom waterfront retreat all seasons
Take it easy at this unique and tranquil getaway right on the lake. AMAZING lake views! Enjoy taking the canoe out for a day of fishing from your backdoor or lounge in the backyard with a good book. Feeling adventurous ? a quick drive and you can be at many nearby beaches ( Plum island, Salisbury, Hampton) or in downtown Newburyport or Portsmouth for a day of sightseeing/shopping. Lake Attitash is a popular fishing spot for largemouth Bass, Chain Pickerel, Brown Bullhead, or Sunfish. Welcome!
4.87 out of 5 average rating, 101 reviews
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.
4.87 out of 5 average rating, 612 reviews
A Spacious Modern Elegant Ranch (whole house)
Bring the whole family to this spacious modern Ranch conveniently located in South Nashua close to the highway. All the amenities and comforts of home. Have the whole house (3 Bedrooms, Master with King Bed) to yourself including a large fully fenced private yard with patio, BBQ and fire pit. Has large updated kitchen and well light bathroom with huge walk-in shower. Has a Garage with internal access and off street parking for up to 4 cars. Just down the road from Haywards ice cream store.
4.85 out of 5 average rating, 86 reviews
Gatsby's Corner | Pet Friendly Studio Apartment
We've got a grand ol' full-size bed here, decked out with a Bedgear Performance mattress and pillows that'll have you feeling like you're floating on air. Our kitchenette is equipped with all the fixin, including a two-burner electric stove, full-size microwave, mini-fridge, and Keurig coffee maker. This unit is Dog friendly. As much as we love cats, we do not allow cats or other animals aside of dogs at our property. NOTE: This cost-effective room has the potential for noise.
4.83 out of 5 average rating, 180 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
Winery Farmhouse w/ Private Hot Tub & Wine Tasting
Vineyard Retreat. Stay at the newly remodeled Ice House, a luxury farmhouse at historic Marble Ridge Farm (est. 1680). This light-filled 3-bedroom home is perfect for bachelorette weekends, bridal party get-ready, or group getaways. Enjoy the private hot tub, beautiful natural light, and a peaceful winery setting just minutes from top-rated restaurants, shopping, and major highways. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases.
4.97 out of 5 average rating, 135 reviews
Large, Comfortable & Conveniently located Home
You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.
4.99 out of 5 average rating, 136 reviews
Lake Cottage in Windham
Welcome to our lake cottage, the perfect family getaway! Just a short walk to a private beach on Cobbets Pond, enjoy sunbathing and swimming. For more adventure, Canobie Lake Park, Castaway Island, and Searles Castle are nearby. For even more adventure, Boston and Salem, MA are both under one hour away! Whether seeking relaxation or fun, our cottage offers the best of both worlds, plus local restaurants, shops, and friendly faces. Your ultimate escape awaits!
4.74 out of 5 average rating, 103 reviews
The Sanctuary ~ Central, Luxury New 2BR ~ King Bed
Come relax in this gorgeous & serene luxury 2-bedroom apartment, centrally located just minutes from downtown in the desirable North End. Featuring a modern, elegant design throughout that creates a peaceful & uplifting atmosphere. Enjoy a fully equipped kitchen and an apartment stocked with essentials and thoughtful extras for your comfort. The building underwent a complete renovation from interior to roof in 2023–2024, so everything is brand new and pristine
4.99 out of 5 average rating, 105 reviews
Big Fish, Little Lake - Fire Pit & Pvt Beach
Please read Other Details to Note @DiamondHomeCollection on Insta Come Fish & Kayak here! Our area is full of life and peace. Wake up to the loons early in the morning and go to bed listening to the owls. Watch the turkeys or fox cross the yard. Our homes are from the 1920's, we keep them alive and for the souls who love old homes. 45 minutes to the ski destinations ocean, lakes region, and hiking. Not waterfront, we own shares of waterfront.
4.87 out of 5 average rating, 105 reviewsPopular amenities for Windham pet-friendly home rentals
Pet-friendly house rentals

Newly Restored 1850’s farm house 3 bedroom 2 bath
5.0 out of 5 average rating, 120 reviews
Quick walk to the beach, dog friendly w/ full yard
4.92 out of 5 average rating, 142 reviews
The Brickhouz at Arlington !
4.99 out of 5 average rating, 118 reviews
Pirates Hideaway - Sanctuary on the Marsh
5.0 out of 5 average rating, 122 reviews
Oceanfront Retreat | Salem 7 min by train
4.93 out of 5 average rating, 144 reviews
Cozy en suite w/ high ceilings
4.98 out of 5 average rating, 143 reviews
Spacious 4 bedroom home with large yard
4.89 out of 5 average rating, 133 reviews
Home w/Yard+Parking & <15 Miles to Boston & Salem
4.95 out of 5 average rating, 306 reviewsPet-friendly home rentals with a pool

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
4.92 out of 5 average rating, 130 reviews
Private Pool Retreat w/Fire Pit Near Singing Beach
4.91 out of 5 average rating, 202 reviews
Charming 2-story private Guesthouse
4.94 out of 5 average rating, 257 reviews
Farm Living
4.95 out of 5 average rating, 424 reviews
Henniker Haven Carriage House-Stroll to Town, Pool
4.93 out of 5 average rating, 107 reviews
Fantastic Kittery Home with Pool
4.96 out of 5 average rating, 69 reviews
Most of Townhouse with Privacy to Host Travelers
5.0 out of 5 average rating, 12 reviews
Beautiful Spacious 4BRM House!
4.93 out of 5 average rating, 58 reviewsPrivate, pet-friendly home rentals

Peaceful little hide away close to the amenities
4.93 out of 5 average rating, 29 reviews
Cozy Private Studio Near Boston & Tuscan
4.89 out of 5 average rating, 38 reviews
Peaceful woods area suite.
4.86 out of 5 average rating, 70 reviews
3 Bedroom Lakefront Cottage on Family Campground.
4.94 out of 5 average rating, 68 reviews
Beautiful 3-Bed, 3-Bath in Central Location
4.96 out of 5 average rating, 28 reviews
Artist’s Retreat - fire pit, pets okay, parking
4.96 out of 5 average rating, 28 reviews
Family-Friendly Townhouse on the Merrimack River
4.85 out of 5 average rating, 46 reviews
Secluded Rustic Lakeside Cabin - Perfect Escape
4.94 out of 5 average rating, 84 reviewsDestinations to explore
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