Title: Windham Vacation Rentals from $156: 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

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=10053&startDate=2026-06-05&endDate=2026-06-07&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)

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122090000/122087100/122087049/15f6f4af.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)

### 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 15 - Feb 16

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)

![TV, offices](https://images.trvl-media.com/lodging/124000000/123110000/123108200/123108140/fb18d307.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)

![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

$608 nightly

$663 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/89000000/88080000/88071500/88071438/de948436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88071500/88071438/8168dbff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88080000/88071500/88071438/501b5064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books, stereo](https://images.trvl-media.com/lodging/89000000/88080000/88071500/88071438/5545a515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rock Cabin #thewaylifeshouldbe

[](https://www.expedia.com/Freeport-Hotels-NEW-LISTING-Cozy-Rock-Cabin-Thewaylifeshouldbe.h88071438.Hotel-Information)

Freeport

10/10

Exceptional

(9 reviews)

"Very private property, was a great little retreat. Such a thoughtfully designed space, and loved being surrounded by nature, including breakfast with deer!"

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

Dan M.

$467 nightly

$509 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-NEW-LISTING-Cozy-Rock-Cabin-Thewaylifeshouldbe.h88071438.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) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/c2926970.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)

![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)

### 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

$211 nightly

$230 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)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.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)

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

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/b6e21af4.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

(26 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 17 - Feb 18

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377196/aa1f059b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377196/51b48978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377196/6ff8bd6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93380000/93377200/93377196/362dcd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, luxurious cabin in the woods - 21

[](https://www.expedia.com/Freeport-Hotels-Modern.h93377196.Hotel-Information)

Freeport

10/10

Exceptional

(1 review)

$302 nightly

$329 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Modern.h93377196.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124470000/124463700/124463678/294060cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/125000000/124470000/124463700/124463678/c2c04d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124470000/124463700/124463678/cbe62f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124470000/124463700/124463678/dcac2217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Views and Modern Flair | New Renovation

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Ocean-Views-And-Modern-Flair-New-Renovation.h124463678.Hotel-Information)

Old Orchard Beach

$277 nightly

$302 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Ocean-Views-And-Modern-Flair-New-Renovation.h124463678.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)

![Interior](https://images.trvl-media.com/lodging/79000000/78070000/78065800/78065792/34adb56f.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.

$361 nightly

$393 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/9c8aae9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/db8d316e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/f8dd2fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/7cd3b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home w/ Office Year Round in town Brunswick next to Bowdoin

[](https://www.expedia.com/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

Brunswick

9.0/10

Wonderful

(25 reviews)

"Great host communication, arrival and access were easy, house was very clean and comfortable. Will definitely stay again and recommend to fellow Bowdoin families. House is in a great family neighborhood- enjoyed seeing how creative neighbors were with Halloween- would be a great place for kids! Close to town, Bowdoin and so much midcoast has to offer and explore! Thank you!"

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

Alison O.

[](https://www.expedia.com/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/1aae08b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/3ee8df8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/13df5443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76610000/76603200/76603180/e0cc7143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.Hotel-Information)

Old Orchard Beach

8.0/10

Very Good

(24 reviews)

"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"

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

Maria H.

$199 nightly

$217 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Old-Orchard-Beach-Hotels-Updated-2-BD-Cottage-10-Min-Walk-To-Pier-Beach-Sleeps-5.h76603180.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)

![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)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/e076ac1e.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.

$361 nightly

$383 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/99959de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1d71d218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h675x0y3-f2ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/9b63f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Sunny House Steps from the Promenade. Private Parking!

[](https://www.expedia.com/Portland-Hotels-Modern.h100134127.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(38 reviews)

"Perfect stay for a quick trip to Portland! "

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

stacey p.

$337 nightly

$367 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Modern.h100134127.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)

![Smart TV, books](https://images.trvl-media.com/lodging/111000000/110870000/110870000/110869938/5cc37f2e.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

[](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)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/e5356195.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)

![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)

### 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.

$179 nightly

$195 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/3e269932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/c625bf28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/16af6902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107090000/107088500/107088424/f7e6a760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Access with Kayaks, Private Deck and a Firepit

[](https://www.expedia.com/Gray-Hotels-Waterfront-Access-With-Kayaks.h107088424.Hotel-Information)

Gray

10/10

Exceptional

(4 reviews)

" The place was wonderful!! Very peaceful and beautiful!! "

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

Anonymous traveler

$628 nightly

$692 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Gray-Hotels-Waterfront-Access-With-Kayaks.h107088424.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1917h1645x3y0-1a82cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/fe48c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Portland getaway on the Eastern Promenade

[](https://www.expedia.com/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(129 reviews)

"Tidy place in a great location! "

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

Mary M.

$187 nightly

$204 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.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)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/031f8225.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)

![Marina](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/ca8a7544.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)

"Great location for an our trip; laundry in basement "

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

maria h.

$255 nightly

$278 total

Feb 15 - Feb 16

Total with taxes and fees

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

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/36361af0.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)

### 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.

$289 nightly

$315 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/b3ca2cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/6c6c5960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/e16b1551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114768500/114768499/a62b9a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Studio apartment with WiFi, AC in welcoming Portland

[](https://www.expedia.com/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

Munjoy Hill

9.6/10

Exceptional

(11 reviews)

"A great location and a comfortable place to stay!"

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

Andrew K.

$197 nightly

$214 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Charming-Studio-Apartment-With-WiFi.h114768499.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/133c96e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/fbd48f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/9b5214f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/ee8a8461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Barnhouse with hot tub

[](https://www.expedia.com/New-Gloucester-Hotels-The-Barnhouse-With-Hot-Tub.h111885988.Hotel-Information)

New Gloucester

9.8/10

Exceptional

(6 reviews)

"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "

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

Jen V.

$276 nightly

$301 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/New-Gloucester-Hotels-The-Barnhouse-With-Hot-Tub.h111885988.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=2026-02-27&endDate=2026-02-28&regionId=10053&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_10053)

## 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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CONDO)

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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=VILLA)

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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=APART_HOTEL)

Chalets

[](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=2026-05-14&d1=2026-05-14&endDate=2026-05-17&d2=2026-05-17&lodging=CHALET)

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## Top Windham Hotel Reviews

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg)

### DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Nice quiet comfortable room. Friendly staff and shuttle was great"

[](https://expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.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

"Great staff, amenities and location!"

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

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

### Portland Harbor Hotel

10/10 Excellent

"Nice decor and amenities (pantry)"

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

"Clean, spacious room, great staff amd the beds were so comfy! We missed breakfast but thats ok."

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

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Good locarion with fruendly staff and ckeab, comfortable room"

[](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"Loved the sauna / spa! Will definitely make this a regular getaway destination. "

[](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)

![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

"Everyone was very helpful from the front desk to valet. Great stay!"

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

![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg)

### LivAway Suites Portland-Scarborough

10/10 Excellent

"Great Staff"

[](https://expedia.com/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.Hotel-Information)

![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg)

### Long Creek Hotel by IHG

10/10 Excellent

"Clean rooms, cozy. Wonderful friendly staff. "

[](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.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 $156 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

- Trending destinations on Expedia.com
- All accommodation types in Windham

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [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?

### How many vacation rentals are there in Windham?

### What can I see and do in Windham?

### What are vacation rentals like in Windham?

### Expedia's Latest Trends

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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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