Title: Windham Vacation Rentals from $117: Search Short-Term Rentals | Expedia.com

[Windham Travel Guide](https://expedia.com/Windham.dx10053)[Hotels in Windham](https://expedia.com/Windham-Hotels.d10053.Travel-Guide-Hotels)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d10053.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d10053.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d10053.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d10053.Destination-Travel-Guides)

![Windham](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/10053/e35578b1-da57-445e-877f-214e815ca305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windham vacation rentals

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122090000/122087100/122087049/a33bfb7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122090000/122087100/122087049/caf18681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/123000000/122090000/122087100/122087049/a4df08c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122090000/122087100/122087049/26cfe282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Studio Near Sebago Lake

[](https://www.expedia.com/Windham-Hotels-Spacious-Studio-With-Lots-Of-Natural-Light-In-Windham.h122087049.Hotel-Information)

Windham

10/10

Exceptional

(4 reviews)

"Host was very welcoming and check in was simple "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael C.

$155 nightly

$169 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-Spacious-Studio-With-Lots-Of-Natural-Light-In-Windham.h122087049.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/229581bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/6344b296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/fb18d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/b14a04d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windham Lakefront: Fire Pit and Modern Comforts

[](https://www.expedia.com/Windham-Hotels-Modern-Lakeview-Escape-3BR2BA.h123108140.Hotel-Information)

Windham

$603 nightly

$657 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Windham-Hotels-Modern-Lakeview-Escape-3BR2BA.h123108140.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/48575d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/8c387d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/26983b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/d6a93002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious, Cabin in the Woods - 17

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164446.Hotel-Information)

Freeport

10/10

Exceptional

(3 reviews)

"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Miranda K.

$269 nightly

$293 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164446.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/18a4ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/9e80e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Point Beach private, quaint, charming studio.

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

Blue Point

10/10

Exceptional

(28 reviews)

"A great location to see Portland and surroundings. A very clean and nice place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam B.

$204 nightly

$222 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/456eee4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/5c9e0f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/031f8225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/92b9303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### City Amenities, Casco Bay Sunrises and Natural Beauty

[](https://www.expedia.com/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

East Deering

9.8/10

Exceptional

(124 reviews)

"Perfect location and the host was immediately repsonsive and always friendly!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jon L.

$237 nightly

$258 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/6c7f415b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/2053e438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/dd3708d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/9cfa1f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Mi to Maine Street! Mcm-style Home in Brunswick

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

Brunswick

$247 nightly

$270 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/2736d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/78dcd112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Full sized home

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

Harpswell

9.8/10

Exceptional

(51 reviews)

"Super clean and lovely place to stay! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evan B.

$310 nightly

$338 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/c0051374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/70c2ba04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/d66d7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/102a2deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Spot with Private Parking.

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

Knightville

9.8/10

Exceptional

(25 reviews)

"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Giana

$168 nightly

$184 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/fc0ec0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/45a374cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/30c47fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/4e281185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean cozy cottage 1 mile from beach. 

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Clean-Cozy-Cottage-1-Mile-From-Beach.h78065792.Hotel-Information)

Old Orchard Beach

8.0/10

Very Good

(11 reviews)

"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa F.

$324 nightly

$353 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Clean-Cozy-Cottage-1-Mile-From-Beach.h78065792.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/d3a33614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/6953608f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/b2133a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/76f0b7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Coastal Gem with a 5 Min Drive to Ocean Fun

[](https://www.expedia.com/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.Hotel-Information)

Old Orchard Beach

10/10

Exceptional

(6 reviews)

"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terry

$352 nightly

$356 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Charming-3-Bedroom-House-In-Old-Orchard-Beach.h110869938.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/a67d235a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/f6a06df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/8dfb9a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/687cf518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & minutes from the Old Port with private parking

[](https://www.expedia.com/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

Knightville

9.8/10

Exceptional

(7 reviews)

"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn E.

$180 nightly

$197 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/a894b763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/66ba29b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/df3cba67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/8cf1f09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Getaway by the Sea

[](https://www.expedia.com/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

South Portland

10/10

Exceptional

(2 reviews)

"Had a nice stay! House was great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen T.

$477 nightly

$509 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/d4c429bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/7e249362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/87d254cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/ad6007d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Entrance Residential Portland

[](https://www.expedia.com/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

Deering Center

8.8/10

Excellent

(6 reviews)

"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ameleah B.

$133 nightly

$135 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/w1242h824x0y0-696915fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/77f4a25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/57361e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74600000/74599700/74599676/1626f54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Victorian beach house 5 bedrooms. 50 steps to the beach

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Charming-Victorian-Beach-House-5-Bedrooms-50-Steps-To-The-Beach.h74599676.Hotel-Information)

Old Orchard Beach

9.6/10

Exceptional

(18 reviews)

"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert D.

$847 nightly

$923 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Charming-Victorian-Beach-House-5-Bedrooms-50-Steps-To-The-Beach.h74599676.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/05e180b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/eb286d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/40abc57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/c781e65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

[](https://www.expedia.com/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.Hotel-Information)

East Deering

10/10

Exceptional

(67 reviews)

"Yes, the host was very welcoming. Just a great place overall!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$969 nightly

$1,056 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.Hotel-Information)

![3 bedrooms, premium bedding, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/b3e0c59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services, offices](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/41859515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/0e5f2f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/607e9f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3BR | Pet Friendly | Near Portland | Parking

[](https://www.expedia.com/Westbrook-Hotels-Brookside-Bliss-A-Cozy-Westbrook-Getaway.h74870831.Hotel-Information)

Westbrook

10/10

Exceptional

(12 reviews)

"We had a great stay here. It was very clean and conveniently located."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela B.

$344 nightly

$375 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Westbrook-Hotels-Brookside-Bliss-A-Cozy-Westbrook-Getaway.h74870831.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126430000/126429500/126429416/7291e820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126430000/126429500/126429416/629aa292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126430000/126429500/126429416/b248dcb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126430000/126429500/126429416/53c04d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New - 2-bedroom townhome in charming Brunswick #1 w/ garage

[](https://www.expedia.com/Brunswick-Hotels-New-2-Bedroom-Townhome-In-Charming-Brunswick-With-Garage-1.h126429416.Hotel-Information)

Brunswick

$257 nightly

$280 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-New-2-Bedroom-Townhome-In-Charming-Brunswick-With-Garage-1.h126429416.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71930000/71924100/71924045/2068f501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/72000000/71930000/71924100/71924045/846903cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71930000/71924100/71924045/f7d1a0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71930000/71924100/71924045/bf10505a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A historic treasure in Southern Maine, very unique and spacious 

[](https://www.expedia.com/Biddeford-Hotels-The-Sealander-House-In-Southern-Maine.h71924045.Hotel-Information)

Biddeford

10/10

Exceptional

(44 reviews)

"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanne C.

$925 nightly

$1,008 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Biddeford-Hotels-The-Sealander-House-In-Southern-Maine.h71924045.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/e3612991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/d20c1720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/8c431c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/f571f42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious Cabin in the Woods - 03

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164444.Hotel-Information)

Freeport

10/10

Exceptional

(6 reviews)

"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris B.

$283 nightly

$308 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164444.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/517137ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/28017515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/8ed93f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/ba12bdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

[](https://www.expedia.com/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

Pine Point

9.4/10

Exceptional

(32 reviews)

"Cute place; clean and inviting. Would happily stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly M.

$279 nightly

$305 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&regionId=10053&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Windham%2C+Maine%2C+United+States+of+America&regionId=10053&latLong=43.758858%2C-70.398704&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VILLA)

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## Top Windham Hotel Reviews

![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Great place, everyone is super friendly. Definitely will be going back."

[](https://expedia.com/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"The hotel was beautiful and my room so nice and clean. The staff was top notch and really helped me with how to get around and what to see. I had a fabulous stay and will be back. "

[](https://expedia.com/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![Comfort Inn & Suites Scarborough - Portland](https://images.trvl-media.com/lodging/3000000/2220000/2213300/2213298/408a3e09_y.jpg)

### Comfort Inn & Suites Scarborough - Portland

10/10 Excellent

"Everything was good"

[](https://expedia.com/Portland-Hotels-Comfort-Inn-Suites-Scarborough-Portland.h2213298.Hotel-Information)

![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg)

### Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"Very accommodating. The valet is 24 hours and the front desk workers made everything seemless"

[](https://expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"The room was spotless, the staff were polite. The bonus of having an accessible indoor pool- PERFECT! "

[](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Spotless room, super comfortable bed! The only thing is that we reserved a room with “city view” and our view consisted of a long stone building as far left and right as we could see. Definitely needed to have curtains pulled at all times for privacy as people were sitting in their rooms straight out our window. I wish when reserving “city view” that it doesn’t mean looking straight into the neighboring hotel. This label should likely be removed unless it looks out the back or front of the hotel. "

[](https://expedia.com/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Room was clean and had all the correct furnishings. "

[](https://expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Everything"

[](https://expedia.com/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Courteous staff, a clean and quiet room"

[](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

## Find out more about Windham

**Everything you need to know about Windham vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Windham vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Windham rentals**

At Expedia, we put the best Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Windham ](https://expedia.com/Windham-Private-Vacation-Homes.d10053-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Windham ](https://expedia.com/Windham-Apartments.d10053-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Windham ](https://expedia.com/Windham-Cottages.d10053-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Windham ](https://expedia.com/Windham-Condos.d10053-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Windham ](https://expedia.com/Windham-Cabins.d10053-aaCabins.Travel-Guide-Accommodation)
- [Motels in Windham ](https://expedia.com/Windham-Motels.d10053-aaMotels.Travel-Guide-Accommodation)
- [Villas in Windham ](https://expedia.com/Windham-Villas.d10053-aaVillas.Travel-Guide-Accommodation)
- [B&B in Windham ](https://expedia.com/Windham-Bed-And-Breakfast.d10053-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Windham ](https://expedia.com/Windham-Agritourism.d10053-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Windham ](https://expedia.com/Windham-Apart-Hotels.d10053-aaApartHotels.Travel-Guide-Accommodation)
- [RV Parks in Windham ](https://expedia.com/Windham-RV-Parks.d10053-aaRVParks.Travel-Guide-Accommodation)
- [Chalets in Windham ](https://expedia.com/Windham-Chalets.d10053-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Windham ](https://expedia.com/Windham-Lodges.d10053-aaLodges.Travel-Guide-Accommodation)
- [Inns in Windham ](https://expedia.com/Windham-Inns.d10053-aaInns.Travel-Guide-Accommodation)
- [Resorts in Windham ](https://expedia.com/Windham-Resorts.d10053-aaResorts.Travel-Guide-Accommodation)
- [Guest Houses in Windham ](https://expedia.com/Windham-Guest-Houses.d10053-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Windham?

### What are some of the best vacation rentals in Windham?

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### What are vacation rentals like in Windham?

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- [Hotels in Bangor](https://expedia.com/Bangor-Hotels.d6050918.Travel-Guide-Hotels)
- [Hotels in Camden](https://expedia.com/Camden-Hotels.d6051128.Travel-Guide-Hotels)
- [Oceanfront Hotels in Portland](https://expedia.com/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Portland](https://expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [Hotels in Wells](https://expedia.com/Wells-Hotels.d56045.Travel-Guide-Hotels)
- [Hotels in Old Orchard Beach](https://expedia.com/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels)
- [Oceanfront Hotels in York Beach](https://expedia.com/York-Beach-Hotels-Oceanfront-Hotels.0-0-d183307-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Freeport](https://expedia.com/Freeport-Hotels.d180773.Travel-Guide-Hotels)
- [Cheap Hotels in Portland](https://expedia.com/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Augusta](https://expedia.com/Augusta-Hotels.d452.Travel-Guide-Hotels)
- [Hotels in South Portland](https://expedia.com/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Hotels in Rockland](https://expedia.com/Rockland-Hotels.d3004.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Bangor](https://expedia.com/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights)
- [Cheap Flights to Portland](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Cheap Flights to Bar Harbor](https://expedia.com/Cheap-Flights-To-Bar-Harbor.d561.Travel-Guide-Flights)

Cars

- [Car rentals in Bangor](https://expedia.com/Car-Rentals-In-Bangor.d6050918.Car-Rental-Guide)
- [Car rentals in Portland](https://expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)

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