North Windham Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select North Windham Vacation Homes

Our top choices for North Windham vacation 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 CA $145
CA $246 total
includes taxes & fees
Aug 26 - Aug 27
Private Entrance Residential Portland
30 Acres with Woodland Trails and Playground
Fridge, microwave, oven, stovetop

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 CA $122
CA $618 total
includes taxes & fees
Aug 26 - Aug 27
30 Acres with Woodland Trails and Playground
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 CA $143
CA $349 total
includes taxes & fees
Sep 8 - Sep 9
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 CA $242
CA $514 total
includes taxes & fees
Sep 7 - Sep 8
Sauna & fire table near Portland's Back Cove
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 CA $145
CA $246 total
includes taxes & fees
Sep 1 - Sep 2
Studio Unit Walkable Everywhere
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 CA $209
CA $260 total
includes taxes & fees
Sep 9 - Sep 10
THE LILLIPAD.Off-grid A frame. Sebago lake region!
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 CA $173
CA $316 total
includes taxes & fees
Aug 26 - Aug 27
Charming Studio apartment with WiFi, AC in welcoming Portland
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 CA $176
CA $479 total
includes taxes & fees
Sep 1 - Sep 2
Serenity between the lakes and seashore
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 CA $510
CA $961 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $1,072
CA $1,811 total
includes taxes & fees
Aug 27 - Aug 28
Waterfront, Luxury, Spacious home in Freeport!
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 CA $189
CA $463 total
includes taxes & fees
Sep 2 - Sep 3
Mint Ocean Promenade Condo, Steps to Old Port
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 CA $261
CA $491 total
includes taxes & fees
Sep 3 - Sep 4
The Barnhouse with hot tub
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 CA $311
CA $688 total
includes taxes & fees
Aug 26 - Aug 27
Luxury on Back Cove - Three Gables
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 CA $311
CA $647 total
includes taxes & fees
Aug 29 - Aug 30
Entire Modern Chic Home in Windham
Adorable Beach House Across the Street From Beach!
Exterior

Adorable Beach House Across the Street From Beach!

9.8 out of 10, Exceptional, (14)
"Lovely home. Clean and inviting. Great location. Wished there were more options for parking when family members are coming from other places."
Adorable Beach House Across the Street From Beach!
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 CA $400
CA $1,100 total
includes taxes & fees
Sep 7 - Sep 8
5 Bedroom Lake House + Guest House with Hot Tub & Sauna!
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 CA $346
CA $913 total
includes taxes & fees
Sep 4 - Sep 5
Lakefront cottage with Private Dock and Kayaks
Waterfront Spacious Luxury Home, 5 min to LL Bean!
Exterior

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (20)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
Waterfront Spacious Luxury Home, 5 min to LL Bean!
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 CA $330
CA $816 total
includes taxes & fees
Aug 26 - Aug 27
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Walkable near downtown 1 Bedroom
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Walkable near downtown 1 Bedroom

The price is CA $145
CA $247 total
includes taxes & fees
Sep 10 - Sep 11
Walkable near downtown 1 Bedroom
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

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

10/10 Excellent
"This Days Inn is a great place to stay. "
Robert 2-night trip
Posted 10 hours ago
Days Inn by Wyndham Airport/Maine Mall