
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.

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.

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.

Direct Waterfront A-Frame, Close to 3 Ski Areas!
My direct waterfront, year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s located on a small 32-acre pond near Franklin Pierce Lake with over 100 feet of waterfront. There is a 6 foot main dock to load kayaks, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! The property sits on 1/3 of an acre, on a sloped hill. It's located between Keene and Concord, and nearby many great hiking and snowmobile trails

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

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.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.

awesome private cabin
please note: WE DO NOT PROVIDE WIFI. Old world craftsmanship and charm with incredible 50' diameter stone courtyard with huge fireplace, satellite bar, swinging chairs, private deck with custom grill. 2 person hot tub set under a stunning mature cluster of white paper birches with ambient lighting for an amazing nitetime experience. This is a true post and beam cabin. when you see the palm trees you have arrived. read the reviews!

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

Beverly Beach House- Upper Deck

Hillside Ocean View 2BR with Private Beach Access

Linden Cottage - comfort, connection, convenience

Large, Comfortable & Conveniently located Home

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

A Spacious Modern Elegant Ranch (whole house)

Private Sunny Apartment in hip Portsmouth West End

Lakefront, view of ski mtn, fireplace, sauna
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool

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

The Shoreline

Rye Poolhouse Oasis
Private, pet-friendly home rentals

Hillside Hideaway – Relax & Recharge in Vanprasth

Lake Attitash Waterfront home w/ private dock

Piscataquog Reservoir House - 26 Channel Ln

Cozy 2 story guest house.

Whispering Pines: Nearby Kingston Lake | Monthly

Riverbarn Treehouse

Cozy Private Studio Near Boston & Tuscan

The Elms - 3 Bedroom Ranch Style Near Town
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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- Revere Beach
- Boston Seaport
- Boston University
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- Northeastern University
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- Pats Peak Ski Area
- York Harbor Beach
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- Crane Beach
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market





