
House vacation rentals in Windham
Find and book unique houses on Airbnb
Top-rated house rentals in Windham
Guests agree: these houses are highly rated for location, cleanliness, and more.

Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Little Lake House, the Bungalow
Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

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.

Manchester’s home away from home
Welcome Home! A spacious colonial in the very quiet east side of Manchester NH. A Short 2 min drive to Route 93 close to airport (MHT) and downtown Manchester. The first floor features formal dining, large kitchen, eat-in, half-bath plus Laundry, and a large open living room. The second floor features a spacious and bright master bed as well 2 other large bedrooms and 2nd bath.The finished basement is setup with a new 4K projector. Outside you have an appealing space with grill. Turo available.

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.

Haven by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the hot tub, loft room, and lake access, The Haven by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Nothing Fancy Older Pet Friendly Home – near I-95
Enjoy your very own country living retreat! Our pet friendly home sleeps 8 with a large fenced in yard, so bring the kids & furry friends. There is a big backyard and lots of trees providing privacy. The fence is older but secure enough for your pets. Guests please know this is an older house inside. The finishes are older and cheaper. We are 1 min from I-95 & within 15 minutes of restaurants, golf course, & wedding venues. Guests that are very sensitive to smell should not book this place

Newly Renovated | Farm Stay | Near Portsmouth!
Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

Charming 4-Bedroom Colonial
Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

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.

Stunning urban hideaway nearby Harvard Square
Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!
Popular amenities for Windham house rentals
House rentals with a pool

Nana-tucket Inn

Beach Getaway Minutes from the Ocean!

Fantastic Kittery Home with Pool

Hopkinton Mass 3+ Bedrooms - Great location!

Midcentury retreat at Zulip Farm

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

Bauhaus Retreat in Nature Preserve w/ Pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
Weekly house rentals

Remodeled NH Lakefront home-Sunrise & Sunset Views

Pet-Friendly 2BR| Parking+Laundry | Prime Location

Extra large 1 bedroom apartment

Renovated Cozy City Getaway

A Spacious Modern Elegant Ranch (whole house)

Spacious Private Loft on Main Street (3rd FL)

Idyllic Small-Town Stay (2 Bed)

2 bedroom waterfront retreat all seasons
Private house rentals

Lane's Cove Bijou

Private Beach!

Vanprasth in Nashua

Great for Families Modern Farmhouse Near Shopping

Whole House | Garage | Fenced Yard | Sleep 11

The Grand Residence

2 Private Acres | Walk to Town | Fireplace | WiFi.

The Nest at The Neck
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,141 GYD | G$22,141 GYD | G$28,199 GYD | G$27,363 GYD | G$28,199 GYD | G$19,217 GYD | G$19,217 GYD | G$21,306 GYD | G$23,604 GYD | G$15,666 GYD | G$14,413 GYD | G$22,141 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
Quick stats about house rentals in Windham

Total vacation rentals
Explore 20 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at G$8,355 GYD per night before taxes and fees

Verified guest reviews
Over 1,570 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

4.8 Average rating
Windham stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a washer and dryer Windham
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- Pet-friendly rentals Windham
- Family-friendly rentals Windham
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- Hampton Beach
- TD Garden
- Fenway Park
- Ogunquit Beach
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- MIT Museum
- New England Aquarium
- Pats Peak Ski Area
- Long Sands Beach
- Boston University
- Monadnock State Park
- Freedom Trail
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Prudential Center




