
Vacation rentals in Windham
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Top-rated vacation rentals in Windham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Romantic A-Frame cabin in the woods
Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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.

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.

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.

Large Private Guest House with Lake Views in 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) with additional queen futon. Unit is clean & comfortable with 2 smart tv's, wifi, Keurig, microwave, minifridge/freezer. Explore the lake using 2 available kayaks. Two public beaches nearby. Parking for 3 cars. Minutes from Canobie Lake Park & Tuscan Village. 5 Wedding venues w/in 5 miles. Short drive to NH seacoast, white mountains &foliage.

My Dream house with views of the marsh and sunset
Our rental space has two bedrooms, living room, full bath and a mini kitchen. There is a full deck across the front of the house and a large patio off the bedrooms which is accessed though the sliders in each bedroom. This is all private space for our guests. The views from the front deck are of the great marsh along with the beautiful sunsets. With the Two bedrooms one with a queen size bed and the other with full size bed the house can have 2 to 4 people depending on sleeping arrangements.

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!

Adorable Carriage House with history & charm
Enjoy the natural beauty surrounding this historic getaway. This unique Carriage house built in early 1900’s, sits on the same property as the Chic Austin Estate. The Estate was built in 1743 & has housed many stars such as Frank Sinatra, Betty Davis & Houdini. The newly renovated carriage house is minutes from Cobbetts Pond, hiking, skiing, Tuscan Village, State parks, biking, Canobie Lake & shopping. Create a romantic getaway with someone special or create memories with your family.

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Little Lake House- Swimming, Fishing, Waterfront
Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Little Lake, Big Fish - Fire Pit & Pvt Beach
@DiamondHomeCollection on Insta Please read Other Details To Note 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 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. And spring

Smokey Pines Camp
Cozy, private cottage on the Suncook River. Great for kayaking, fishing, tubing, and swimming. Very private with meadow, outdoor picnic areas, and fire pits. Within walking distance to Bear Brook State Park. 40-minute drive to Portsmouth, Manchester, and Lake Winnepasakee. One hour away from the New Hampshire White Mountains and Boston.
Popular amenities for Windham vacation rentals
Other great vacation rentals in Windham

Great for Families Modern Farmhouse Near Shopping

Lakefront Orange Cottage

Waterfront Lake House on Cobbetts Pond!

Piscataquog Reservoir House - 26 Channel Ln

Village Hideaway

Quaint mountain top Bungalow

NH Lakeside Island Retreat

Downtown Haven
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,323 ZAR | R1,979 ZAR | R2,392 ZAR | R2,151 ZAR | R2,409 ZAR | R2,581 ZAR | R2,805 ZAR | R2,856 ZAR | R2,547 ZAR | R2,306 ZAR | R2,151 ZAR | R2,237 ZAR |
| 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
Where should I stay in Windham?
Make yourself at home in Windham by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in West Windham, and over 20 vacation rentals in Windham Depot.
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 20 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 30 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 cottage rentals in Windham?
Experience the best of Windham with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Windham have air conditioning?
Absolutely! We offer over 20 house 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.
Quick stats about vacation rentals in Windham

Total vacation rentals
Explore 50 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at R688 ZAR per night before taxes and fees

Verified guest reviews
Over 3,670 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Windham vacation rentals include wi-fi 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!
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- Canobie Lake Park
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- Museum of Fine Arts




