
Holiday rentals in Windham
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Windham

Total holiday rentals
Explore 50 holiday rentals in Windham

Nightly prices starting at
Windham holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 3,710 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Windham holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Windham rentals

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

Sunny, private and peaceful apartment!
Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.
4.99 out of 5 average rating, 319 reviews
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, 332 reviews
The Birch Suite: Large, Cozy NH Themed Apartment
Our home and attached apartment is tucked away in a quiet neighborhood in southern NH, just minutes from major N/S highway Route 93. We are thrilled to offer our New Hampshire-themed apartment to individuals, couples and families. Each room is decorated to represent the most interesting aspects of our state: the purple lilac bathroom, the maple bedroom, the white birch living room and a large second bedroom/playroom we call "the state room" - a fun, educational room of all things New Hampshire.
4.97 out of 5 average rating, 176 reviews
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!
4.87 out of 5 average rating, 119 reviews
Lake Front Cottage
Just 36 miles north of Boston/Logan Airport. Enjoy our cottage on this quiet & peaceful So NH lake. Two private bedrooms (1 full&1 full - w/single bunk over) w/additional queen sofa bed. Unit is clean & comfortable with wifi, smart tv & fully equipped kitchen. Explore lake using available kayaks. Swim from private dock or public beach. Parking for 3 cars. Minutes from Canobie Lake Park, Tuscan Village & 5 popular wedding venues. Short drive to So Maine, NH Seacoast, White Mountains & foliage.
5.0 out of 5 average rating, 16 reviews
The Cozy Corner Apartment
Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers!
4.89 out of 5 average rating, 375 reviews
3 Bedroom Apartment in Downtown Derry
Cozy up during your next trip to southern NH! Built in 1910, this apartment has been completely renovated. Meadowview is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.
4.87 out of 5 average rating, 150 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
Lakefront! Johnson Point Cottages-“Morningside”
Canoe, fish and swim from the private beach and swimming area and then enjoy a BBQ on the patio. Take in the sunrise on the deck while sipping your morning coffee in this charming NH waterfront cottage. Boasting hard wood floors, ceiling beams, and a bonus room upstairs with a second floor balcony, this cottage fills all the dots for a refreshing getaway. Week not available? Check out our two other listings! To learn more visit us on social media @johnsonpointcottages
5.0 out of 5 average rating, 28 reviews
Updated Farmhouse Retreat
Relax with the whole family at this modern house looking out over a local farm. Enjoy pest-free evenings on the screened-in patio, or eat around the spacious island in the kitchen. Experience the fresh air of spring, the gorgeous reds and oranges of autumn, or the novelty of winter and its holidays from a house that does them all!
4.88 out of 5 average rating, 130 reviews
Little Red Lake House
My place is Located at Big Island Pond (with lake access), Manchester Airport & Boston Logan Airport are within an hour drive. Also local are The NH Seacoast, NH Lakes Region & White Mountains.. My place is good for couples and families (with kids). Follow me on Instagram Little_Red_Lake_House
4.91 out of 5 average rating, 229 reviews
Private Guest House
Very convenient location. Close to 93 N/S. Minutes from Canobie Lake Park, Castleton Banquet Conference Center, and Searles Castle, Comman Man and Lobster Tail Restaurants, 5 minute walk to Windham Town Beach, 20 Minutes to Manchester Airport, and 40 minutes to Boston Logan Airport.
4.88 out of 5 average rating, 99 reviewsPopular amenities for Windham holiday rentals
Other great holiday rentals in Windham

Quaint Cottage near Cobbetts Pond
4.99 out of 5 average rating, 83 reviews
5BR Luxury Lakehouse: Gym, Spa, Bar, Garage
4.74 out of 5 average rating, 43 reviews
A Spacious Modern Elegant Ranch (whole house)
4.85 out of 5 average rating, 86 reviews
NH Lakeside Island Retreat
5.0 out of 5 average rating, 14 reviews
Luxury Lakefront - Private Beach, Dock & She Shed
4.97 out of 5 average rating, 36 reviews
Private King Bed/Lake Views/Cozy Romantic Getaway
5.0 out of 5 average rating, 48 reviews
Cozy Private Studio Near Boston & Tuscan
4.89 out of 5 average rating, 38 reviews
The Hideaway Carriage House with History & Charm
4.9 out of 5 average rating, 20 reviewsWhen is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €113 | €109 | €109 | €107 | €131 | €147 | €142 | €145 | €129 | €117 | €109 | €113 |
| 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 20 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Windham?
Windham has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Windham?
Experience the best of Windham with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Windham have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Windham. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Windham have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windham have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Windham?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- New York Holiday rentals
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- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
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- Fenway Park
- Ogunquit Beach
- Hampton Beach
- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- Short Sands Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- MIT Museum
- Cape Neddick Beach





