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House vacation rentals in Windham

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Top-rated house rentals in Windham

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Home in Conway

4.83 out of 5 average rating, 112 reviews

A Large Vacation Home with hot tub, game room +

My place is close to family-friendly activities, skiing, snowboarding, golf, shopping, hiking, restaurants, night life, shoe shoeing, ice skating, sleigh rides, tubing, Saco River tubing/canoeing, Echo Lake, Gondloa rides to summit, mini golf much more. You’ll love my place because of the quiet neighborhood, comfy beds, the kitchen, the hot tub and fireplaces and the space for large reunions and gatherings . My place is good for couples, business travelers, families (with kids), and big groups.

Home in Falmouth

4.88 out of 5 average rating, 223 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!

Home in Conway

4.84 out of 5 average rating, 334 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as I prefer to rent the entire house 1st and when we book this 1 bed it blocks the other rental. Directly in the village! yet tucked away, private YARD, HOT TUB, fire place, new furniture, cozy beds and & linens. WALK to restaurants, Saco river, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc

Home in Litchfield

4.92 out of 5 average rating, 133 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Home in Conway

4.87 out of 5 average rating, 126 reviews

Hot tub with country setting, close to village.

Must bring Bathing & hot tub towels We will supply everything else. ALL Major 3 day holiday weekends is a min of 3 nights!! Now close to the new Mt Washington Recreation Path. Country setting, quiet, three bedroom home close to village. All major ski resorts are minutes away. Hiking paths as well as TAX FREE OUTLETS. Brand new hot tub and wood stove works, wood is mostly supplied Storyland and Santa's village is also minutes away. Great country feeling in a good location.

Home in Scarborough

4.98 out of 5 average rating, 260 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.

Home in Intervale

4.95 out of 5 average rating, 154 reviews

Hot Tub|Wood Stove|Close to Ski|Firepit|Sleeps 12

The Skyline house is the perfect spot for families visiting the White Mountain. Nestled in a very quiet neighborhood, our home is ideal for a single family or a couple of families visiting for summer hikes, StoryLand, winter time skiing or anything else the valley has to offer. > 6 min drive to North Conway > 7 min drive to Storyland, Schouler Park & Conway Scenic Railroad > 8 min drive to Cranmore & Echo Lake State Park > 9 min drive to Diana's Baths

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Home in Kennebunk

4.76 out of 5 average rating, 101 reviews

Charming Kennebunk Cape - Walk to Dock Square!

Explore Kennebunk/Kennebunkport from this classic Cape style house, recently renovated and perfect for big groups! Originally built in the 1800s, charm and character abound in this 5 bedroom/3 bathroom home that can sleep up to 13 guests. Walk to the restaurants, cafes, and shops in Lower Village in 5 minutes or 10 minutes to Dock Square. Other highlights include the courtyard hot tub, relaxing sunroom, and backyard fire pit.

Home in Old Orchard Beach

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Home in Ogunquit

4.92 out of 5 average rating, 38 reviews

Ogunquit Beach House - New Listing -Great Location

Newly renovated in 2021. This unique property has a modern open floor plan with two master suites, plus guest bedroom with 2 twins and a private loft area upstairs with sofa bed. Ping pong table, foos ball tables, and tv located in lower level. This property is one block from downtown Ogunquit with a short walk to the beach. Park your car and walk to everything Ogt has to offer!

Home in Kennebunk

4.91 out of 5 average rating, 109 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

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

Home in Newry

4.95 out of 5 average rating, 42 reviews

Mountain Hideaway - Outdoor pool, hot tub

Home in Newry

4.79 out of 5 average rating, 132 reviews

Timber Ridge w/ Hot tub, Home Theatre

Home in Bartlett

4.81 out of 5 average rating, 117 reviews

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

Home in Portland

4.95 out of 5 average rating, 108 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Home in Windham

4.73 out of 5 average rating, 11 reviews

Gorgeous Maine House Close to Sebago Lake

Home in Portland

4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

Home in Barnstead

4.89 out of 5 average rating, 118 reviews

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

Home in Arundel

5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

Weekly house rentals

Home in Ogunquit

4.95 out of 5 average rating, 73 reviews

Ogunquit Available Christmas by Sea -13 to 15

Home in Newry

5 out of 5 average rating, 17 reviews

90 second, traffic-free drive to Sunday River

Home in Bethel

4.85 out of 5 average rating, 160 reviews

Sunday River - English Woods Chalet

Home in Intervale

4.97 out of 5 average rating, 171 reviews

Spacious 3 level family friendly home.Dog friendly

Home in Conway

4.84 out of 5 average rating, 109 reviews

North Conway House Close to Cranmore Ski

Home in Biddeford

4.98 out of 5 average rating, 51 reviews

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach

Home in Conway

5 out of 5 average rating, 12 reviews

Family sized, comfy, close to town & Story Land!

Home in Kennebunk

4.98 out of 5 average rating, 59 reviews

The Beach House - Oceanfront 5 BR

Private house rentals

Home in Lebanon

4.97 out of 5 average rating, 319 reviews

Beautiful, Peaceful, Maine Getaway House

Home in Tamworth

4.81 out of 5 average rating, 90 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

Home in Wells

4.99 out of 5 average rating, 76 reviews

Beach Home w/ Exclusive privacy in Southern Maine

Home in Wells

4.94 out of 5 average rating, 72 reviews

Beautiful House to Relax & Enjoy the Quiet!

Home in Wells

5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

Home in South Berwick

5 out of 5 average rating, 3 reviews

Beautiful Maine home overlooking pasture

Home in Portland

4.97 out of 5 average rating, 226 reviews

Entire House in Portland!

Home in Kennebunk

5 out of 5 average rating, 22 reviews

Kennebunk Cottage and Bunkhouse - 5 Bed, 3.5 Bath

Quick stats about house rentals in Windham

Total rentals
80 properties
Nightly prices starting at
G$12,539 GYD 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