North Windham Vacation Rentals

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Check prices for these dates

Tonight
Oct 31 - Nov 1
Tomorrow
Nov 1 - Nov 2
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in North Windham

Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel
The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
The price is ￥28,436
￥42,555 total
includes taxes & fees
Nov 9 - Nov 10
The Weldon Hotel
1 bedroom, in-room safe, free WiFi, bed sheets
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
2.0 star property
10.0 out of 10, Exceptional, (5)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
United States
Tamerra J.
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
Exterior
Romantic getaway for 2 PEAK fall foliage!!!
Romantic getaway for 2 PEAK fall foliage!!!
10.0 out of 10, Exceptional, (313)
"Outstanding…..beautiful place!! Well kept!"
United States
bo d.
Romantic getaway for 2 PEAK fall foliage!!!
Exterior
Sebago Lake Cottage on Raymond Cape
Sebago Lake Cottage on Raymond Cape
10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape
Fridge, microwave, oven, stovetop
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
9.2 out of 10, Wonderful, (15)
"All good. Nice stay."
United States
Nate S.
The price is ￥38,145
￥47,290 total
includes taxes & fees
Nov 4 - Nov 5
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
1 bedroom, bed sheets
Studio Unit Walkable Everywhere
Studio Unit Walkable Everywhere
5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is ￥11,221
￥22,182 total
includes taxes & fees
Nov 16 - Nov 17
Studio Unit Walkable Everywhere
Exterior
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
7.8 out of 10, Good, (14)
"This was the perfect place for my boyfriend and I to spend a lovely, relaxing weekend. The cabin is super tiny but the view is spectacular and there are massive windows with screens so, even when you're inside, you get some outside magic. We spent hours around the fire pit and got to experience a huge thunderstorm over the lake with the windows wide open. We were even able to check in two hours early! A few things to note: this place is small — a single room, really — and the bed is a pullout...
United States
Rebecca S.
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Private kitchen
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
2.0 star property
9.2 out of 10, Wonderful, (15)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
United States
Matthew D.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
On the beach, sun loungers
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
9.8 out of 10, Exceptional, (44)
"Great house with lots of room for a big family. So close to the beach with great views. Great outdoor spaces as well! "
United States
Moria B.
Best house in Old Orchard Beach..STEPS/BEACH, surf!!!! 4 bedroom
TV
In-town no frills 2 bedroom apt
In-town no frills 2 bedroom apt
8.4 out of 10, Very Good, (14)
"Beds were very comfortable. Parking was a little difficult. 3rd floor was a little tough on my 83 year old mother. But it was clean and roomy and close to downtown shopping and touristy attractions."
United States
Betsy Jean
The price is ￥12,022
￥22,983 total
includes taxes & fees
Nov 16 - Nov 17
In-town no frills 2 bedroom apt
Property grounds
Private Lakefront Estate with 180 Degree Views
Private Lakefront Estate with 180 Degree Views
10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
United States
Brian C.
Private Lakefront Estate with 180 Degree Views
Interior
Serenity - Stunning Sebago Lake scenery
Serenity - Stunning Sebago Lake scenery
10.0 out of 10, Exceptional, (50)
"We had an amazing stay at this property and will book again! Owner is responsive and helped us with a few questions we had during our stay. Beds were comfortable and the house was clean. Great vacation filled with great memories! "
United States
Anonymous traveler
Serenity - Stunning Sebago Lake scenery
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland
Private Entrance Residential Portland
9.2 out of 10, Wonderful, (5)
"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."
United States
Wendy K.
Private Entrance Residential Portland
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage
Updated Long Island Maine Cottage
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage
Terrace/patio
Large, light filled 4 bedroom house - walk to ocean and ferry
Large, light filled 4 bedroom house - walk to ocean and ferry
9.8 out of 10, Exceptional, (36)
"I stayed here for a weekend with a group of friends and it was a dream! So lovely!"
United States
Abby P.
Large, light filled 4 bedroom house - walk to ocean and ferry
Beach
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
10.0 out of 10, Exceptional, (6)
"We rented the whole property for a long weekend with 21 people (12 adults and 9 children). It was a great home base to feed everyone before and recover after a day at the beach. The hosts were wonderful to deal with and extremely helpful and attentive when called upon."
United States
Jonathan N.
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Terrace/patio
Back yard paradise
Back yard paradise
9.8 out of 10, Exceptional, (22)
"I live in California, but my son was married in Portland (our home state). We spent a long weekend close to family and wedding activities. This is a comfortable home, in a great location. I feel fortunate to have chosen the perfect VRBO."
United States
Tracey C.
Back yard paradise
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown
Knock on Wood | Airy Charm in Heart of Downtown
8.8 out of 10, Excellent, (24)
"stayed for one night to celebrate prom, it was a great central location, parking was a bit difficult to find though. Also the sheets were wet, not sure if the humidifier was broken. Overall good stay! would book again"
United States
Sabrina C.
The price is ￥24,468
￥54,053 total
includes taxes & fees
Dec 1 - Dec 2
Knock on Wood | Airy Charm in Heart of Downtown
Property grounds
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Outdoor dining
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (194)
"We loved watching from the back deck the tide going in and out. The kitchen was very well stocked. Convenient to shopping. Having access to a washer and dryer was a plus. "
United States
Sharon
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"Location of hotel and quiet at night"
David 6-night trip
Posted 2 days ago
Tru by Hilton Portland Airport Area

Find out more about North Windham

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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?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: This vacation home rental near North Windham is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 and Sebago Lake Basin 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.