
House vacation rentals in Windham
Find and book unique houses on Airbnb
Quick stats about house rentals in Windham

Total vacation rentals
Explore 110 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
110 of Windham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham rentals

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Windham
Guests agree: these houses are highly rated for location, cleanliness, and more.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Perched at the summit with complete privacy and sweeping views of Mount Washington, the White Mountains, and Woods Pond, Mainely Mountain Views is a 4-bedroom Maine retreat that earns its name the moment you step onto the deck. Perfect for large groups with easy access to Pleasant Mountain, Long Lake, Sebago Lake, and the Saco River - plus hiking, mountain biking, and snowmobile trails. Watch the sun set over the mountains from the hot tub. The kind of place you come to relax, unwind, and enjoy.

Cozy Maine Cottage • Near Jetport & Coast
Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Beautiful lake-side home close to Portland Maine
A peaceful & charming renovated old home with private dock on Highland Lake, Falmouth Maine, 20 mins from Portland. *Contact us for longer winter availability! **June/July/Aug, Sat-Sat 7 day min Enjoy beautiful sunsets, canoeing, kayaking, paddle-boarding or fishing on the lake. Or take a short drive to downtown Portland, visit Old Port restaurants & bars, local breweries, Freeport outlet shopping, ski resorts, hiking and walking trails, golf courses, indoor/outdoor cinemas, and more!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

New and Spacious Family Home Close to Sebago Lake
Full of light and thoughtful touches, this giant five bedroom home is perfect for your Sebago Lake getaway. Spend your evenings relaxing or entertaining on the spacious deck and days on the water. Perfect for family fun and couples' retreats, this home is a fantastic home base to explore the Sebago Lake Region. Enjoy a fully air conditioned home with mini splits in every room. Bedrooms include 4 King, 1 Full, and 5 Twin beds. Bathrooms include 2 walk in showers and one bathtub.

Beautiful Home In Gorham, ME. (& no booking fees!)
Well appointed, bright and sunny apartment for two people in a quiet neighborhood. Large private back yard, formal gardens and pond, elevated deck, well stocked kitchen. 25 mins. to downtown Portland and the seacoast area. Minutes to local nature trails, swimming, kayaking, dining, supermarket & bakeries. ** NO PROFILE/REVIEWS? please provide a little info about whose coming, ie, name/age/occupation, reason of visit, etc, and any other info you wish to provide. Thank you!

Fore River Getaway
A rich and restful oasis for a small group or family traveling through or with Portland as destination. Our second story suite features views of a waterfall and the tidal river on Casco Bay. Consider our suite the perfect calm home base for all your adventures. The “Fore River Getaway” is an expanded version of our popular "Fore River Suite" space and accommodates up to 4 guests. We hope to host people looking for peace and quiet, and will not host loud, rowdy groups.

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.
Popular amenities for Windham house rentals
House rentals with a pool

OOB Oasis: 6BR Home w/ Private Pool Near Beach

There's No Place Like Home

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Bear Brook House

Faith Lane with community pool

Downtown North Conway private pool-hot tub

River Access|Gas stove|Min to N. Conway, Attitash

Top Notch Inn | Mt. Moriah Cottage
Weekly house rentals

Maine Vacation Home on the Water

Enjoy Sunsets at Welcoming Lake Front Property

Windham Lakefront: Fire Pit and Modern Comforts

Lakefront, Dock, Kayaks, & SUPs-Windham Wind Down

cozy 3 bedroom ranch with deck and screen porch

Serene Modern Lakefront Escape l 20 min Portland

Lakehouse on Highland Lake

Cozy Camp on the lake
Private house rentals

Golden Hour Getaway- A Sebago Stay in the Basin

Arthur's Place • Sebago Lakefront • Near Windham

Rise & Shine - Breathtaking Sebago Lake view

Private Beach Retreat on Sebago Lake w/ Bungalow

The Lazy Hummingbird - Little Sebago Home w/ Sauna

Tiny House retreat with sauna and lake access

The Lake House

Lakeside Modern Retreat
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 918 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,344 | ﺩ.ﺇ 1,469 | ﺩ.ﺇ 1,414 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 925 |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
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- Pet-friendly rentals Windham
- Rentals with lake access Windham
- Rentals with beach access Windham
- Rentals with a fire pit Windham
- Waterfront rentals Windham
- Rentals with a patio Windham
- Rentals with a kayak Windham
- Beachfront rentals Windham
- Cottage rentals Windham
- Family-friendly rentals Windham
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Long Sands Beach
- Popham Beach, Phippsburg
- Willard Beach
- Short Sands Beach
- York Harbor Beach
- Scarborough Beach
- Footbridge Beach
- Pemaquid Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- East End Beach
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Cranmore Mountain Resort
- King Pine Ski Area
- Hills Beach
- Popham Beach State Park
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Crescent Beach State Park





