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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Windham holiday homes

TV, offices

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
The price is £479
includes taxes & fees
2 Apr - 3 Apr
Windham Lakefront: Fire Pit and Modern Comforts
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is £329
includes taxes & fees
16 Apr - 17 Apr
Mere Point Sunrise Views at Eastern Shore!
3 bedrooms, desk, iron/ironing board, travel cot

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, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is £303
includes taxes & fees
1 Apr - 2 Apr
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Exterior

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 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
Jeanne C.
The price is £753
includes taxes & fees
5 Apr - 6 Apr
A historic treasure in Southern Maine, very unique and spacious
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is £276
includes taxes & fees
1 Apr - 2 Apr
Full sized home
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is £375
includes taxes & fees
1 Apr - 2 Apr
Modern Getaway by the Sea
Exterior detail

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

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (70 reviews)
"Had a really nice stay. "
United States
John F.
The price is £903
includes taxes & fees
1 Apr - 2 Apr
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Exterior

New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2

New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Properly was a cozy temporary home base while at a weekend long swim meet. The house was well-equipped in every way, and the host was very responsive and extremely accommodating. The kitchen had everything we needed and we could play games or watch movies in the downtime with a cozy fire. The close proximity to Bowdoin was also a plus. Would definitely rent again."
United States
emily p.
The price is £156
includes taxes & fees
1 Apr - 2 Apr
New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2
Exterior

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
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 £560
includes taxes & fees
15 Apr - 16 Apr
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Beach nearby

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

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 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
Robert D.
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Interior

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is £377
includes taxes & fees
1 Apr - 2 Apr
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
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 £209
includes taxes & fees
1 Apr - 2 Apr
Charming 1-bedroom ADU in wonderful Portland neighborhood
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
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 £417
includes taxes & fees
1 Apr - 2 Apr
Modern Cottage with Peeks of Ocean Views
Beach towels

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
9.8 out of 10, Exceptional, (10 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is £508
includes taxes & fees
1 Apr - 2 Apr
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Interior

The Gregory House in Southern Maine close to many beaches & popular destinations

The Gregory House in Southern Maine close to many beaches & popular destinations
Downtown Saco
9.6 out of 10, Exceptional, (19 reviews)
"Lots to do. Great location"
United States
Bob Z.
The price is £682
includes taxes & fees
1 Apr - 2 Apr
The Gregory House in Southern Maine close to many beaches & popular destinations
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
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 £265
includes taxes & fees
13 Apr - 14 Apr
The Barnhouse with hot tub
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
Willard Square Family Home
Outdoor dining

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, (39 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
The price is £284
includes taxes & fees
2 Apr - 3 Apr
Modern & Sunny House Steps from the Promenade. Private Parking!
Dining

Lake Front Cabin on Desirable Highland Lake

Lake Front Cabin on Desirable Highland Lake
Bridgton
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place to stay with all the amenities."
United States
Paul J.
The price is £288
includes taxes & fees
13 Apr - 14 Apr
Lake Front Cabin on Desirable Highland Lake
Outdoor dining

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (95 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is £345
includes taxes & fees
1 Apr - 2 Apr
The Globe House on Munjoy Hill - Walk to Breweries
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

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

8/10 Good
"Bathroom of our room was not clean. Black hair everywhere (I am blonde). Beds were clean. Found a full prescription pill bottle from prior guests under the couch. Slightly concerning with two toddlers. Staff was amazing! Breakfast was amazing! Hot tub was clean, but the pool was not. Unknown floaties all in the pool. And the floor around the pool had black hair all over it. Was definitely not clean. "
Lauren 1-night trip
Posted 1 hour ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Windham

Windham Holiday Homes information

Number of reviews
408
Accommodation
868 Holiday Homes
Lowest Price
£156
Highest Price
£903