North Windham Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for North Windham vacation rentals

Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is ￥22,716
￥40,863 total
includes taxes & fees
May 27 - May 28
Sunny Spot with Private Parking.
Outdoor dining

Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is ￥28,164
￥49,053 total
includes taxes & fees
May 25 - May 26
Modern, Luxurious, Cabin in the Woods - 17
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Great little place in south Portland! Close to many parks, lighthouses, and driving distance to downtown. Parking downtown and in the old port area can be tricky and expensive though. "
United States
Christopher R.
The price is ￥23,351
￥43,633 total
includes taxes & fees
May 25 - May 26
Peaceful & minutes from the Old Port with private parking
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is ￥35,741
￥60,601 total
includes taxes & fees
May 26 - May 27
Large, luxurious geodesic dome - 04
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is ￥15,011
￥26,590 total
includes taxes & fees
May 26 - May 27
Private Entrance Residential Portland
Smart TV

Willard Beach–Private Apt Near Portland & Parks

Willard Beach–Private Apt Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
The price is ￥19,918
￥44,394 total
includes taxes & fees
May 27 - May 28
Willard Beach–Private Apt Near Portland & Parks
Flat-screen TV, Netflix, books, streaming services

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (83 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
The price is ￥16,346
￥60,065 total
includes taxes & fees
May 27 - May 28
Walk to Old Port ♦ West End Condo ♦ Parking
Beach nearby, sun loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (38 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is ￥20,100
￥54,332 total
includes taxes & fees
May 27 - May 28
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Exterior

Cozy Rock Cabin #thewaylifeshouldbe

Cozy Rock Cabin #thewaylifeshouldbe
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Very private property, was a great little retreat. Such a thoughtfully designed space, and loved being surrounded by nature, including breakfast with deer!"
United States
Dan M.
The price is ￥55,598
￥98,867 total
includes taxes & fees
May 25 - May 26
Cozy Rock Cabin #thewaylifeshouldbe
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥19,856
￥36,707 total
includes taxes & fees
May 25 - May 26
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (33 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is ￥33,739
￥59,039 total
includes taxes & fees
Jun 2 - Jun 3
East end. Walk to food, beer and downtown fun.
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, (41 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ￥42,890
￥75,146 total
includes taxes & fees
May 28 - May 29
Modern & Sunny House Steps from the Promenade. Private Parking!
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (29 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ￥27,163
￥49,693 total
includes taxes & fees
May 22 - May 23
Pine Point Beach private, quaint, charming studio.
Exterior

Luxury on Back Cove - Three Gables

Luxury on Back Cove - Three Gables
Rosemont
10.0 out of 10, Exceptional, (9 reviews)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
The price is ￥27,621
￥69,065 total
includes taxes & fees
May 26 - May 27
Luxury on Back Cove - Three Gables
Fitness facility

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
10.0 out of 10, Exceptional, (1 review)
"We really appreciated our stay!"
United States
Anonymous traveler
The price is ￥24,169
￥29,980 total
includes taxes & fees
May 24 - May 25
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
Interior

NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is ￥31,611
￥66,834 total
includes taxes & fees
Jun 1 - Jun 2
NEW 1 BDR-Heart of Munjoy Hill
Living area

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (1 review)
"Beautiful new boutique hotel in Portland! Easy access to the Old Port and everything Portland has to offer. Very quiet, clean and well appointed rooms. The kitchen makes all the difference, even for a short stay! We loved our visit so much that we've booked a second trip!"
United States
Allison
The price is ￥34,779
￥61,737 total
includes taxes & fees
May 25 - May 26
Evalina Hotel
Exterior detail

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (100 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is ￥16,512
￥41,374 total
includes taxes & fees
May 25 - May 26
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is ￥57,520
￥62,697 total
includes taxes & fees
Jun 21 - Jun 22
Fortland Island Campground
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"Our stay was very enjoyable. Stayed Wednesday through Saturday. My only complaint is cleaning crew always came around 3pm to our room when we were back taking a break before going to dinner. So our room never got cleaned during the stay."
Samantha 3-night trip
Posted 12 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about North Windham

Search for holiday rentals in North Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in North Windham using one of the methods below:

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Look no further and take a look at our great range of rental properties in North Windham!

Frequently asked questions

Can I find vacation rentals in North Windham?

Yes, there are vacation rentals close to well known points of interest in North Windham, or you can go with a more remote option if you'd like a relaxing place to stay. North Windham is known for its lake views.

What are some of the best vacation rentals in North Windham?

Rare West End Home • Walk to Old Port, Harbor View: This vacation home near North Windham offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in North Windham?

Expedia has 12 vacation rentals for your stay in North Windham.

What can I see and do in North Windham?

Sebago Lake Basin and Sebago Lake are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find St Josephs College and Little Sebago Lake.

What’s a vacation rental in North Windham like?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in North Windham. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.