Holiday Homes in North Windham

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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in North Windham

Our top choices for North Windham holiday homes

Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is AU$277
includes taxes & fees
26 Aug - 27 Aug
Private Entrance Residential Portland
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Property grounds

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

10.0 out of 10, Exceptional, (2)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
The price is AU$293
includes taxes & fees
9 Sept - 10 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Willard Beach–Private Apt Near Portland & Parks
Interior

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AU$401
includes taxes & fees
8 Sept - 9 Sept
Willard Beach–Private Apt Near Portland & Parks
Sauna & fire table near Portland's Back Cove
Terrace/patio

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is AU$580
includes taxes & fees
7 Sept - 8 Sept
Sauna & fire table near Portland's Back Cove
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is AU$743
includes taxes & fees
26 Aug - 27 Aug
Luxury on Back Cove - Three Gables
Serenity between the lakes and seashore
Interior

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (21)
"Good location near lots of hiking and not far from Portland "
The price is AU$550
includes taxes & fees
1 Sept - 2 Sept
Serenity between the lakes and seashore
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

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 AU$357
includes taxes & fees
26 Aug - 27 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
The Barnhouse with hot tub
Microwave, oven, stovetop, dishwasher

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 price is AU$553
includes taxes & fees
3 Sept - 4 Sept
The Barnhouse with hot tub
Entire Modern Chic Home in Windham
Fridge, microwave, oven, stovetop

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is AU$729
includes taxes & fees
29 Aug - 30 Aug
Entire Modern Chic Home in Windham
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is AU$277
includes taxes & fees
1 Sept - 2 Sept
Studio Unit Walkable Everywhere
Mint Ocean Promenade Condo, Steps to Old Port
Private kitchen

Mint Ocean Promenade Condo, Steps to Old Port

10.0 out of 10, Exceptional, (1)
The price is AU$524
includes taxes & fees
2 Sept - 3 Sept
Mint Ocean Promenade Condo, Steps to Old Port
Coastal Escape | Hot Tub Fire Pit Chef Kitchen
Outdoor spa tub

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

9.4 out of 10, Exceptional, (3)
"Really nice place. Beds are comfortable. Had nice hot tub with propane fire. Lovely back patio. "
The price is AU$1,083
includes taxes & fees
7 Sept - 8 Sept
Coastal Escape | Hot Tub Fire Pit Chef Kitchen
Waterfront, Luxury, Spacious home in Freeport!
Terrace/patio

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (27)
"We had a great time staying at this property. Very clean, big, and great accommodations for a group of 12 females. The hosts were excellent, and super responsive. We would definitely recommend this house to others! "
The price is AU$2,233
includes taxes & fees
1 Sept - 2 Sept
Waterfront, Luxury, Spacious home in Freeport!
Walkable near downtown 1 Bedroom
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Walkable near downtown 1 Bedroom

The price is AU$317
includes taxes & fees
16 Sept - 17 Sept
Walkable near downtown 1 Bedroom
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
1 bedroom, free WiFi, bed sheets

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

9.6 out of 10, Exceptional, (35)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
The price is AU$920
includes taxes & fees
26 Aug - 27 Aug
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Exterior

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

9.8 out of 10, Exceptional, (9)
"Great family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "
The price is AU$1,241
includes taxes & fees
7 Sept - 8 Sept
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
Lakefront House
Interior

Lakefront House

9.8 out of 10, Exceptional, (29)
"Beautiful house and location. Host is very responding and accommodating.We had incredible time.Thank you,Zehra"
The price is AU$1,398
includes taxes & fees
21 Sept - 22 Sept
Lakefront House
Lakefront cottage with Private Dock and Kayaks
Property grounds

Lakefront cottage with Private Dock and Kayaks

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It met our expectations fully, and the scenery was a bonus."
The price is AU$1,028
includes taxes & fees
3 Sept - 4 Sept
Lakefront cottage with Private Dock and Kayaks
Spacious Country Home Freeport, Only 5 min to LL Bean!
Interior

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

9.6 out of 10, Exceptional, (15)
"We had a great time here. It was great."
Spacious Country Home Freeport, Only 5 min to LL Bean!
Two Beautiful apartment
Fridge, microwave, oven, stovetop

Two Beautiful apartment

10.0 out of 10, Exceptional, (21)
"Lovely place and well appointed!"
Two Beautiful apartment
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 North Windham Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

10/10 Excellent
"The property was nice. Clean and the staff were friendly. It was a quick one night stay for us but we had no complaints."
Donna 1-night trip
Posted 18 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection