Holiday Homes in Windham

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Featured Holiday Homes in Windham

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is NZ$790
includes taxes & fees
21 Aug - 22 Aug
Entire Modern Chic Home in Windham

Windham Wind Down-Dock, Kayaks, SUPs, Fishing Rods

10.0 out of 10, Exceptional, (1)
"Wyndham Wind Down is the perfect getaway for those looking for a quietly relaxing place to stay within minutes of any amenity you can imagine. Set on a peaceful lake shore with a dock, a firepit, and upper and lower decks with breathtaking views. Its less than 20 minutes from downtown Portland and Old Port with wonderful restaurants with local fare to suit anyone's tastes. It's also located well within driving distance of beautiful mountain forest and coastal island parks that are a must see.We...
The price is NZ$1,319
includes taxes & fees
13 Sept - 14 Sept
Windham Wind Down-Dock, Kayaks, SUPs, Fishing Rods

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
The price is NZ$985
includes taxes & fees
26 Aug - 27 Aug
30 Acres with Woodland Trails and Playground

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (2)
"This apartment is great- the furnishings are cute and the bed is comfy. It has a kitchen with all of the cookware I needed, and off-street parking is awesome. I liked that it was really convenient to downtown, but outside of the busy, touristy parts of town. The owners were communicative, but not intrusive. It was overall a great experience. I would definitely stay here again."
The price is NZ$343
includes taxes & fees
17 Aug - 18 Aug
Private Entrance Residential Portland

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is NZ$387
includes taxes & fees
20 Aug - 21 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is NZ$445
includes taxes & fees
15 Sept - 16 Sept
Willard Beach–Private Apt Near Portland & Parks

THE LILLIPAD.Off-grid A frame. Sebago lake region!

10.0 out of 10, Exceptional, (1)
The price is NZ$486
includes taxes & fees
17 Aug - 18 Aug
THE LILLIPAD.Off-grid A frame. Sebago lake region!

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet neighborhood. Nice place"
The price is NZ$467
includes taxes & fees
8 Sept - 9 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Full sized home

9.8 out of 10, Exceptional, (32)
"Very clean and comfortable. Great care has gone into making it feel like a home well loved."
The price is NZ$612
includes taxes & fees
19 Aug - 20 Aug
Full sized home

Two-story dog-friendly house with enclosed yard, grill, patio, W/D

2.0 star property
9.4 out of 10, Exceptional, (11)
"Nice place. Recommended. "
The price is NZ$866
includes taxes & fees
12 Sept - 13 Sept
Two-story dog-friendly house with enclosed yard, grill, patio, W/D

Comfortable Motel Room–2 Full Beds, Pool & Parking

10.0 out of 10, Exceptional, (1)
"Great place for us to use as a base as we made our way through Maine!"
The price is NZ$288
includes taxes & fees
27 Aug - 28 Aug
Comfortable Motel Room–2 Full Beds, Pool & Parking

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is NZ$632
includes taxes & fees
21 Aug - 22 Aug
Sauna & fire table near Portland's Back Cove

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

10.0 out of 10, Exceptional, (4)
"Very clean "
The price is NZ$759
includes taxes & fees
11 Sept - 12 Sept
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

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

9.2 out of 10, Wonderful, (5)
"Had a great stay here, the property was clean and came as advertised"
The price is NZ$947
includes taxes & fees
17 Aug - 18 Aug
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (2)
"We had a good time. Plenty of parking for our 3 vehicles. Bedrooms small and 1 that is only large enough for the bed and connected to a very small toilet and sink. Downstairs lovely space and a short ealk to the beach. Overall very good "
The price is NZ$678
includes taxes & fees
2 Sept - 3 Sept
Bright 3 bedroom located in the heart of OOB

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is NZ$723
includes taxes & fees
17 Aug - 18 Aug
Elegant condo - walk to Portland's best restaurants & Old Port

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

9.0 out of 10, Wonderful, (20)
"Nice place, I'd stay again!"
The price is NZ$836
includes taxes & fees
20 Aug - 21 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

The Barnhouse with hot tub

10.0 out of 10, Exceptional, (2)
"Thank you Bethany for a most wonderful stay. What a beautiful property you have here. We really loved the opportunity to enjoy the barn house. Hope you and your family have an awesome summer. "
The Barnhouse with hot tub

Mint Ocean Promenade Condo, Steps to Old Port

10.0 out of 10, Exceptional, (1)
The price is NZ$589
includes taxes & fees
2 Sept - 3 Sept
Mint Ocean Promenade Condo, Steps to Old Port

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is NZ$926
includes taxes & fees
9 Sept - 10 Sept
Luxury on Back Cove - Three Gables
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