
Holiday houses 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 $57 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Windham holiday 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!
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.
FamilyValueHospitality

Gorgeous Lakefront Suite Apartment (Unit 3)
Get away to a lakefront retreat in beautiful southern NH! Enjoy our 1 bedroom unit that is part of a gorgeous 3 family waterfront home. This suite comes complete with a thoughtfully decorated living room, a stocked kitchen, and furnished with a queen-sized bed and an air mattress upon request. Enjoy free shared lake access! It is 8 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.
FamilyLocationQuiet

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.
LocationFamilySleep quality

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.
LocationFamilyAccess

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!
LocationFamilyAccess

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.
LocationFamilyHiking

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
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Lake Cottage in Windham
Welcome to our lake cottage, the perfect family getaway! Just a short walk to a private beach on Cobbets Pond, enjoy sunbathing and swimming. For more adventure, Canobie Lake Park, Castaway Island, and Searles Castle are nearby. For even more adventure, Boston and Salem, MA are both under one hour away! Whether seeking relaxation or fun, our cottage offers the best of both worlds, plus local restaurants, shops, and friendly faces. Your ultimate escape awaits!
FamilyValueAccuracy

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.
FamilyValueAir conditioning

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.
LocationValueHot tub

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!
FamilyValueTV

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
ValueLocationWi-Fi
Popular amenities for Windham holiday rentals
Other great holiday rentals in Windham

Lakefront! Johnson Point Cottages - “Blueberry”
LocationFamilyComfort

Quaint Cottage near Cobbetts Pond
ValueLocationAccuracy

NH Lakeside Island Retreat
LocationFamilyNearby

Big Island Pond Lake House Hampstead
ValueLocationKitchen

4 Bedroom Wooded Gemstone Retreat
FamilyLocationHospitality

Idyllic Small-Town Stay (2 Bed)
ValueFamilyHospitality

Private King Bed/Lake Views/Cozy Romantic Getaway
FamilyLocationBreakfast

The NEW Damon Pond Log Cabin
FamilyLocationQuiet
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 AUD | $177 AUD | $177 AUD | $174 AUD | $212 AUD | $239 AUD | $231 AUD | $235 AUD | $209 AUD | $190 AUD | $177 AUD | $184 AUD |
| 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 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 cottage rentals in Windham?
Experience the best of Windham with our cottage rentals, starting at about $170 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.
What are the most popular amenities for House Rentals in Windham?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Fenway Park
- Ogunquit Beach
- Harvard University
- Hampton Beach
- Wells Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Canobie Lake Park
- Pats Peak Ski Area
- York Harbor Beach
- MIT Museum
- Northeastern University
- North Hampton Beach
- Monadnock State Park
- Crane Beach





