North Windham Holiday Rentals

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Holiday Rentals in North Windham

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is NZ$507
includes taxes & fees
6 Nov - 7 Nov
The Weldon Hotel

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.0 out of 10, Wonderful, (14)
"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Romantic getaway for 2 PEAK fall foliage!!!

10.0 out of 10, Exceptional, (311)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 PEAK fall foliage!!!

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (48)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.6 out of 10, Exceptional, (12)
"After a looong drive, it was a pleasure to land in our cozy tiny home cove. Carley’s cabin made a perfect home base—clean, comfortable, and thoughtfully stocked with everything we needed. The amenities were excellent, and it’s easy to forget you’re actually off the grid!Although we didn’t get a chance to use it, the outdoor patio is a beautifully put-together space and would be a great spot for gathering or relaxing.Carley was incredibly helpful when we ran into a few small issues and gave us...
The price is NZ$522
includes taxes & fees
8 Oct - 9 Oct
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

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."
Private Lakefront Estate with 180 Degree Views

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

7.8 out of 10, Good, (14)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

In-town no frills 2 bedroom apt

8.0 out of 10, Very good, (11)
"We just needed a place to stay for one night ,4 people that was a good price. This was and they explain it very accurately . Interesting neighborhood , we felt very safe. "
The price is NZ$305
includes taxes & fees
20 Oct - 21 Oct
In-town no frills 2 bedroom apt

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

10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
The price is NZ$2,005
includes taxes & fees
5 Nov - 6 Nov
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is NZ$285
includes taxes & fees
20 Oct - 21 Oct
Studio Unit Walkable Everywhere

Private Entrance Residential Portland

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is NZ$287
includes taxes & fees
15 Oct - 16 Oct
Private Entrance Residential Portland

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (7)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (49)
"Great location, great house, great communication and beautiful area."
Serenity - Stunning Sebago Lake scenery

Great Place for a Family Retreat! Sleeps 10

9.6 out of 10, Exceptional, (13)
"Nice clean property close to everything."
Great Place for a Family Retreat! Sleeps 10

Knock on Wood | Airy Charm in Heart of Downtown

8.8 out of 10, Excellent, (24)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is NZ$668
includes taxes & fees
6 Nov - 7 Nov
Knock on Wood | Airy Charm in Heart of Downtown

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

10.0 out of 10, Exceptional, (6)
The price is NZ$4,726
includes taxes & fees
8 Oct - 9 Oct
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

8.8 out of 10, Excellent, (6)
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Back yard paradise

9.8 out of 10, Exceptional, (21)
"We had a wonderful weekend with family at this nicely appointed space that is close to downtown Portland. We all enjoyed swimming in the pool and hanging out on the deck."
Back yard paradise

Pine Point Beach - Private, quaint, charming space

10.0 out of 10, Exceptional, (24)
"Sweet place! "
The price is NZ$558
includes taxes & fees
8 Oct - 9 Oct
Pine Point Beach - Private, quaint, charming space
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

Find out more about North Windham

Find out more about North Windham

Everything you need to know about North Windham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Windham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Windham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

North Windham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Windham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Windham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Windham holiday rentals we have selected for you start as low as NZ$285 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on North Windham rentals

At Expedia, we put the best North Windham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Windham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in North Windham?

Yes, there are holiday rentals close to the most popular sights in North Windham, or you can select a more secluded option if you're looking for a relaxing stay. North Windham is known for its lake views.

What are some of the best holiday rentals that North Windham has to offer?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: This holiday home rental outside of 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 holiday rentals will I find in North Windham?

Expedia has 12 holiday 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 wider area, you’ll find St Josephs College and Little Sebago Lake.

What’s a holiday rental in North Windham like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in North Windham. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.