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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Windham holiday homes

TV, offices

Holiday Home in Windham

Modern Lakeview Escape | 3BR/2BA
2.0 star property
The price is HK$1,396
HK$5,389 total
includes taxes & fees
16 Jan - 17 Jan
Modern Lakeview Escape | 3BR/2BA
Smart TV

Holiday Home in Brunswick

Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is HK$1,014
HK$2,669 total
includes taxes & fees
18 Jan - 19 Jan
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Interior

Holiday Home in Cape Elizabeth

Entire ideally located home in Cape Elizabeth’s coveted seaside community
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is HK$1,266
HK$2,995 total
includes taxes & fees
17 Jan - 18 Jan
Entire ideally located home in Cape Elizabeth’s coveted seaside community
1 bedroom, iron/ironing board, WiFi, bed sheets

Holiday Home in Bridgton

Ell Suite walk to town beach
10.0 out of 10, Exceptional, (1 review)
"Great spot as advertised "
United States
mark l.
The price is HK$540
HK$1,141 total
includes taxes & fees
20 Jan - 21 Jan
Ell Suite walk to town beach
Interior

Holiday Home in Brunswick

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
9.0 out of 10, Wonderful, (25 reviews)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is HK$1,092
HK$3,017 total
includes taxes & fees
25 Jan - 26 Jan
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Exterior

Holiday Home in Casco

5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
10.0 out of 10, Exceptional, (14 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is HK$1,279
HK$5,086 total
includes taxes & fees
19 Jan - 20 Jan
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Beach nearby, sun-loungers, beach towels

Holiday Home in Old Orchard Beach

Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (55 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is HK$1,105
HK$3,763 total
includes taxes & fees
18 Jan - 19 Jan
Beach House ∆ Prime Location ∆ Steps to the Ocean
Terrace/patio

Holiday Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is HK$1,404
HK$2,626 total
includes taxes & fees
27 Jan - 28 Jan
Full sized home
TV

Holiday Home in Munjoy Hill

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
The price is HK$1,327
HK$2,926 total
includes taxes & fees
18 Jan - 19 Jan
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Beach towels

Holiday Home in Biddeford

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
10.0 out of 10, Exceptional, (9 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is HK$1,556
HK$5,138 total
includes taxes & fees
19 Jan - 20 Jan
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Property grounds

Holiday Home in Cape Elizabeth

Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is HK$2,222
HK$3,410 total
includes taxes & fees
16 Jan - 17 Jan
Modern Cottage with Peeks of Ocean Views
Smart TV

Holiday Home in Saco

Huge New Townhome 10mins from the Beach
8.0 out of 10, Very good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is HK$1,305
HK$4,126 total
includes taxes & fees
19 Jan - 20 Jan
Huge New Townhome 10mins from the Beach
Exterior

Holiday Home in Willard Beach

Willard Square Family Home
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is HK$1,649
HK$3,782 total
includes taxes & fees
16 Jan - 17 Jan
Willard Square Family Home
1 bedroom, Internet, bed sheets

Holiday Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
The price is HK$1,092
HK$1,786 total
includes taxes & fees
18 Jan - 19 Jan
Charming 1-bedroom ADU in wonderful Portland neighborhood
Microwave, oven, stovetop, dishwasher

Holiday Home in New Gloucester

The Barnhouse with hot tub
9.8 out of 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
Jen V.
The price is HK$1,474
HK$2,762 total
includes taxes & fees
22 Jan - 23 Jan
The Barnhouse with hot tub
Interior

Holiday Home in Scarborough

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
10.0 out of 10, Exceptional, (8 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is HK$1,754
HK$4,488 total
includes taxes & fees
19 Jan - 20 Jan
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Interior

Holiday Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is HK$2,534
HK$4,242 total
includes taxes & fees
21 Jan - 22 Jan
Modern Getaway by the Sea
Interior

Holiday Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.4 out of 10, Very good, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is HK$1,097
HK$2,360 total
includes taxes & fees
18 Jan - 19 Jan
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

Holiday Home in Freeport

Spacious Country Home Freeport, Only 5 min to LL Bean!
9.8 out of 10, Exceptional, (16 reviews)
"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 HK$1,567
HK$4,104 total
includes taxes & fees
16 Jan - 17 Jan
Spacious Country Home Freeport, Only 5 min to LL Bean!
Living area

Holiday Home in Old Orchard Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
9.4 out of 10, Exceptional, (14 reviews)
"Awesome place lots of room very much enjoyed "
United States
Anthony M.
The price is HK$1,187
HK$3,886 total
includes taxes & fees
19 Jan - 20 Jan
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Clean room, desk staff was welcoming and offered welcome bottles of water as I checked in (after a long winter travel day of delays, canceled flights)."
Robert 1-night trip
Posted 19 hours ago
Embassy Suites by Hilton Portland Maine

Find out more about Windham

Windham Vacation Homes information

Number of reviews
266
Accommodation
868 Vacation Homes
Lowest Price
HK$1,141
Highest Price
HK$5,138

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