We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

House vacation rentals in Windham

Find and book unique houses on Airbnb

Top-rated house rentals in Windham

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Home in Falmouth

4.87 out of 5 average rating, 213 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Guest favourite

Home in Acton

4.98 out of 5 average rating, 159 reviews

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Guest favourite

Home in Windham

4.93 out of 5 average rating, 114 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Guest favourite

Home in Saco

5 out of 5 average rating, 145 reviews

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Guest favourite

Home in Standish

4.95 out of 5 average rating, 111 reviews

Lake House with a View!

Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

Guest favourite

Home in Lebanon

4.96 out of 5 average rating, 207 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Guest favourite

Home in Albany

4.82 out of 5 average rating, 422 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Guest favourite

Home in Bath

4.9 out of 5 average rating, 315 reviews

Gorgeous Fall Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Guest favourite

Home in Scarborough

4.98 out of 5 average rating, 256 reviews

Swim spa under the starry night pool/hot tub/sauna

Dreams do come true! Stay here and experience the pleasure of your own private Solar powered and Eco friendly spa resort getaway in Maine! Experience your own private spa in a four season sunroom with a heated indoor fitness pool of 90 degrees and a hot tub at 101 degrees. Boost your immune system with hydrotherapy. With an outdoor sauna steps away, and a fire pit this is truly a treat. We are close to beaches, lighthouses and Portland's Old Port just minutes away.

Guest favourite

Home in Hollis

4.98 out of 5 average rating, 399 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Guest favourite

Home in Cumberland

4.95 out of 5 average rating, 292 reviews

Rustic charm close to Portland

Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Just voted the safest town to live in Maine, located close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking, my home has many options. It's a great spot for a family to stay and the rental is the entire home.

Home in Falmouth

4.86 out of 5 average rating, 160 reviews

Beautiful +Nostalgic + Coastal Maine Cottage

Conveniently located 15 minutes from Portland Jetport and 10 minutes from Old Port in downtown Portland, this newly renovated, charming, and sunny historic home is perfect for your Maine getaway. It is a fantastic home-base for exploring Southern and Midcoastal Maine while enjoying close proximity to Portland's award-winning restaurants and attractions as well as beautiful beaches, islands, museums, lighthouses, and much more.

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Windham house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Fryeburg

4.96 out of 5 average rating, 24 reviews

The Lodge at Hidden Pines

Guest favourite

Home in Bartlett

4.81 out of 5 average rating, 117 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

Home in Windham

4.73 out of 5 average rating, 11 reviews

Gorgeous Maine House Close to Sebago Lake

Guest favourite

Home in Portland

4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

Guest favourite

Home in Bartlett

4.92 out of 5 average rating, 171 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Home in Barnstead

4.89 out of 5 average rating, 115 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

Guest favourite

Home in Conway

4.91 out of 5 average rating, 207 reviews

The Sugar Shack - A sweet spot in the Village

Guest favourite

Home in Old Orchard Beach

5 out of 5 average rating, 77 reviews

OOB Oasis - 5BR private Retreat w/ Pool

Weekly house rentals

Guest favourite

Home in Standish

4.97 out of 5 average rating, 65 reviews

Sebago Lake, ME *Lakeside*Hot Tub* just renovated

Guest favourite

Home in Gorham

4.96 out of 5 average rating, 57 reviews

Beautifully, Gambrel style home

Guest favourite

Home in Windham

5 out of 5 average rating, 20 reviews

Maine Vacation Home on the Water

Guest favourite

Home in Gray

4.97 out of 5 average rating, 62 reviews

cozy 3 bedroom ranch with deck and screen porch

Guest favourite

Home in Cumberland

4.94 out of 5 average rating, 32 reviews

Forest Lake Cottage

Guest favourite

Home in Windham

4.89 out of 5 average rating, 37 reviews

The Lake House

Guest favourite

Home in Raymond

5 out of 5 average rating, 13 reviews

Cozy Cottage on Big Sebago Lake

Guest favourite

Home in Windham

4.92 out of 5 average rating, 25 reviews

Lakehouse on Highland Lake

Private house rentals

Guest favourite

Home in Falmouth

4.95 out of 5 average rating, 76 reviews

Beautiful lake-side home close to Portland Maine

Guest favourite

Home in Gray

4.93 out of 5 average rating, 56 reviews

Year Round Lake House!

Home in Windham

4.9 out of 5 average rating, 41 reviews

Enjoy Sunsets at Welcoming Lake Front Property

Guest favourite

Home in Westbrook

4.9 out of 5 average rating, 69 reviews

Quaint farmhouse master suite w/private bath

Guest favourite

Home in Naples

4.99 out of 5 average rating, 89 reviews

LUX Designer Private Waterfront

Guest favourite

Home in Windham

4.8 out of 5 average rating, 5 reviews

Lakeside Modern Retreat

Guest favourite

Home in New Gloucester

5 out of 5 average rating, 17 reviews

The Old Bell Tavern - Luxury in the Country

Guest favourite

Home in Falmouth

5 out of 5 average rating, 27 reviews

Modern Maine Lake House near Portland

Quick stats about house rentals in Windham

Total rentals
80 properties
Nightly prices starting at
$83 CAD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore