Some info is shown in its original language. Translate

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 £30 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.

1 of 1 pages1 / 1
Top guest favourite
A spacious home sits on a manicured lot, featuring a well-kept garden and an expansive driveway. The two-story structure boasts large windows and a welcoming entrance, with outdoor lighting enhancing its features during twilight. The attached garages are visible on the right.
Guest suite in Windham
4.99 out of 5 average rating, 319 reviews

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.

Top guest favourite
The exterior of the home and attached apartment is shown, featuring a light-colored facade with dark trim. A paved driveway leads to a two-car garage, surrounded by landscaping of shrubs and trees. An American flag is displayed, providing a welcoming touch.
Flat in Londonderry
4.97 out of 5 average rating, 167 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.

Guest favourite
An aerial view showcases a spacious property surrounded by lush trees, featuring a large private tennis court and half-basketball court. The well-manicured grounds are complemented by additional outdoor areas, highlighting a serene and inviting environment.
Home in Windham
4.93 out of 5 average rating, 324 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.

Top guest favourite
A serene view of the calm lake is presented, framed by trees and surrounding greenery. The water reflects the clear sky, while homes are visible along the bank, creating a peaceful landscape perfect for relaxation.
Guest house in Salem
4.93 out of 5 average rating, 138 reviews

Lake Front Private Guest House in So. NH

Just 36 miles north of Boston/Logan Airport. Enjoy lake views from this above garage private entrance guest house. Two private bedrooms (1 queen/1 full) w/additional queen futon. Unit is clean & comfortable with 2 smart tv's, wifi, Keurig, microwave, minifridge/freezer. Explore lake using 2 available kayaks. Two public beaches nearby. 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.

Guest favourite
A modern kitchen is presented with white cabinets and stainless steel appliances, including a refrigerator and oven. Granite countertops provide ample workspace, with a sink beneath a window. Natural light fills the area, enhancing the open and inviting atmosphere.
Flat in Windham
4.89 out of 5 average rating, 364 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!

Guest favourite
The dining area features a wooden table surrounded by four high-backed chairs. A large piece of artwork is displayed on the wall, and a potted plant adds a touch of greenery. The open kitchen is visible in the background, equipped with modern appliances.
Flat in Derry
4.88 out of 5 average rating, 133 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.

Guest favourite
The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.
Farm stay in North Andover
4.95 out of 5 average rating, 297 reviews

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

Superhost
An outdoor seating area features four blue chairs arranged around a fire pit, with cushions providing comfort. A red umbrella shades a nearby table for four, while a propane grill sits ready for use. A charming cottage is visible in the background, surrounded by trees.
Cabin in Windham
4.87 out of 5 average rating, 100 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.

Top guest favourite
A charming waterfront cottage is surrounded by lush greenery and tall trees, reflecting beautifully on the calm water. The structure features multiple large windows that invite natural light. A private dock is visible, enhancing access to the serene setting.
Cottage in Windham
4.89 out of 5 average rating, 35 reviews

Lakefront! Johnson Point Cottages - “Blueberry”

Canoe, fish and swim from a private dock and swimming area and then enjoy a BBQ on the patio. Take in the sunrise in the enclosed porch while sipping your morning coffee in this quintessential NH waterfront cottage. This two-bedroom cottage is equipped with a full kitchen, living room, enclosed porch, wifi, patio, 24 foot dock, private swimming area and a shared raft. Check our other listings! @johnsonpointcottages

Guest favourite
A light-filled living room is furnished with a large brown leather sectional and a circular coffee table. A flat-screen TV is mounted above a dark stone fireplace. Large windows offer views of the surrounding landscape, and plants add a touch of greenery to the space.
Home in Windham
4.87 out of 5 average rating, 118 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!

Top guest favourite
A sandy area leads to the calm waters of Big Island Pond, framed by a tree providing shade. Small boats are docked nearby, and the serene landscape is complemented by clear blue skies and distant greenery.
Cottage in Derry
4.9 out of 5 average rating, 221 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

Top guest favourite
An open living space features a comfortable sofa, a coffee table, and a twin bed with a white bedspread. Large windows allow natural light to fill the room. A dining table is visible in the adjacent area, enhancing the inviting layout.
Guest house in Windham
4.87 out of 5 average rating, 95 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.

Popular amenities for Windham holiday rentals

When is the best time to visit Windham?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£97£94£94£94£105£112£122£124£111£100£94£97
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°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 vacation rentals in Windham?

    Windham has more than 20 family-friendly stays. 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 house rentals in Windham have wifi?

    Absolutely! We offer over 20 house 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 wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.