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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Vacation Homes in Windham

Living area
Serene 1-bedroom house in Windham with Babbling Brook

Serene 1-bedroom house in Windham with Babbling Brook

Windham
Serene 1-bedroom house in Windham with Babbling Brook
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AED 298
AED 585 total
includes taxes & fees
9 Dec - 10 Dec
The Outlet Studio, Rustic Comfort w Fireplace
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

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

Old Orchard Beach
10.0 out of 10, Exceptional, (5)
"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
Terry
The price is AED 400
AED 1,305 total
includes taxes & fees
9 Dec - 10 Dec
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Brunswick
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AED 496
AED 1,289 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
1 bedroom, iron/ironing board, WiFi, bed sheets
Ell Suite walk to town beach

Ell Suite walk to town beach

Bridgton
10.0 out of 10, Exceptional, (1)
"Great spot as advertised "
United States
mark l.
The price is AED 231
AED 512 total
includes taxes & fees
9 Dec - 10 Dec
Ell Suite walk to town beach
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

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

Brunswick
8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AED 496
AED 1,401 total
includes taxes & fees
10 Dec - 11 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AED 521
AED 1,785 total
includes taxes & fees
9 Dec - 10 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
Exterior
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

Casco
10.0 out of 10, Exceptional, (14)
"We are a group of 4 that spend one week a year staying in a vacation home and playing golf. This was one of the best places we have stayed. Two buildings, lakefront, all amenities including hot tub and sauna. We highly recommend this vacation rental. Communication with property managers was first class."
United States
Bill G.
The price is AED 672
AED 2,474 total
includes taxes & fees
9 Dec - 10 Dec
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"We had a good stay. We enjoyed the home, it was clean, the housekeeper was there when we arrived though. I wish it was more lighting downstairs. Very quiet area. "
United States
Mika C.
The price is AED 494
AED 1,739 total
includes taxes & fees
15 Dec - 16 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is AED 428
AED 1,408 total
includes taxes & fees
9 Dec - 10 Dec
Huge Historic Downtown Townhome
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
The price is AED 514
AED 841 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
Fridge, microwave, oven, stovetop
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Biddeford
10.0 out of 10, Exceptional, (8)
"We have stayed three times and will be back"
United States
Michael W.
The price is AED 818
AED 2,541 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Private kitchen
Classic New England Waterfront

Classic New England Waterfront

Harpswell
10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
The price is AED 918
AED 2,606 total
includes taxes & fees
9 Dec - 10 Dec
Classic New England Waterfront
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 606
AED 2,130 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Portland Home + Parking
Interior
Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!

Freeport
9.6 out of 10, Exceptional, (15)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
The price is AED 547
AED 1,710 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Country Home Freeport, Only 5 min to LL Bean!
Microwave, oven, stovetop, dishwasher
The Barnhouse with hot tub

The Barnhouse with hot tub

New Gloucester
9.8 out of 10, Exceptional, (6)
"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
Jen V.
The price is AED 694
AED 1,305 total
includes taxes & fees
9 Dec - 10 Dec
The Barnhouse with hot tub
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

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

Munjoy Hill
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 584
AED 1,213 total
includes taxes & fees
9 Dec - 10 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
Fridge, microwave, oven, stovetop
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Freeport
10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
United States
David H.
The price is AED 901
AED 2,522 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 918
AED 1,630 total
includes taxes & fees
9 Dec - 10 Dec
Modern Getaway by the Sea
Sun loungers, beach towels
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Bridgton
10.0 out of 10, Exceptional, (58)
"It was a quick weekend trip, but the house was very comfortable and close to the town of Bridgton. Check in/out was extremely easy and communication with the host was seamless. The house isn't right on the water, but there are still nice lake-views and a short walk down to the shared beach access."
United States
Eileen D.
The price is AED 503
AED 1,297 total
includes taxes & fees
15 Dec - 16 Dec
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
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.
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Top Windham Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Very nice staff. Good morning coffee. "
Gwen 2-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med