
House vacation rentals in Windham
Find and book unique houses on Airbnb
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$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 1,600 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!
Top-rated house rentals in Windham
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sanctum 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 large pool, hot tub, and lake access, The Sanctum 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.

Extra large 1 bedroom apartment
This spacious place to stay is perfect for work or vacation! Our huge bedroom basically has a 2nd living room in it complete with a pull out bed under the sofa for extra sleeping room and a desk for working. The kitchen is complete with a brand new stove, full size refrigerator, dishwasher and microwave. The living room has a dining table for 3 and another pull out couch suitable for sleeping. In unit washer dryer and a shower you dream of! 8 min drive to Tuscan Village, 8 mins to Canobie Lake!

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.

River's View Cozy Getaway
Secluded, tranquil, woodland retreat. Unique home overlooks river-cathedral ceilings and large windows throughout. Stay cozy indoors by the wood stove or explore acres of conservation land abutting the property. All you need for quiet getaway or ski vacation. Sleeps 6 in winter months; extra bed on sleeping porch overlooking river in warmer months. Master bath has deep soaking jacuzzi tub. Skiing 20 minutes away at Pat's Peak & Crotched Mt. Trails nearby for hiking, snowshoeing & x-country.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

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.

HotTub FirePit Games Huge Backyard Family Friendly
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

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.

Private Waterfront • Views, Hot Tub, King Bed
Escape to a modern post-and-beam farmhouse set right on the water, with rustic charm and upscale comfort. Cook in the fully equipped kitchen then unwind in the outdoor hot tub under the stars. Sleep soundly in the king bed after exploring the pond with kayaks, getting active in our gym room or lofted yoga room. Serene views with wildlife visits from deer, beavers, eagles and more. Great location close to hiking, skiing, waterfalls, and great local dining.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!
Popular amenities for Windham house rentals
House rentals with a pool

Summer heated Pool ~Easy Boston Access! STR-25-22

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Fantastic Kittery Home with Pool

Bauhaus Retreat in Nature Preserve w/ Pool

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

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town
Weekly house rentals

Hillside Hideaway – Relax & Recharge in Vanprasth

Canobie Lake Retreat - 2 Bed 1.5 Bath All the Fun!

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Lake Attitash Waterfront home w/ private dock

Pond-Front Passive Solar Architectural House

Piscataquog Reservoir House - 26 Channel Ln

Idyllic Small-Town Stay (2 Bed)

A Spacious Modern Elegant Ranch (whole house)
Private house rentals

Modern Luxury in a Spectacular Natural Setting

Fabulous Lake house!

Harmony Cove Cottage

Maplewood Retreat: Nearby Kingston Lake | Monthly

Perfection on Pleasant Lake

Beautiful home on Baxter lake!

Spacious 5BR Family Home | Yard & Playground

Quiet Lakeside Escape
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,603 GYD | G$27,191 GYD | G$36,603 GYD | G$27,400 GYD | G$28,237 GYD | G$19,243 GYD | G$19,243 GYD | G$21,334 GYD | G$23,635 GYD | G$15,687 GYD | G$27,818 GYD | G$27,191 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 |
Destinations to explore
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- Family-friendly rentals Windham
- Rentals with a washer and dryer Windham
- Rentals with outdoor seating Windham
- Pet-friendly rentals Windham
- Condo rentals Windham
- Rentals with lake access Windham
- Rentals with a patio Windham
- House rentals Rockingham County
- House rentals New Hampshire
- House rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- Long Sands Beach
- MIT Museum
- York Harbor Beach
- Pats Peak Ski Area
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market





