North Windham Holiday Rentals

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Holiday Rentals in North Windham

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is NZ$481
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

Cabin in Raymond

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

Holiday Home in Poland

9.8 out of 10, Exceptional, (15)
"Great location on Thompson lake! Nice dock and swim platform plus sandy beach area. "
United States
Julie W.
Waterfront, dog-friendly home on 12+ acres with dock, hot tub & sunset views

Holiday Home in Grand Beach

2.0 star property
9.0 out of 10, Wonderful, (17)
"Incredibly wonderful beach house. Plenty of room for 8 adults, 6 children. Would recommend for any group with lots of ages and preferences. Helped to create wonderful family reunion."
United States
Ina-Lee B.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Holiday Home in Munjoy Hill

9.8 out of 10, Exceptional, (6)
"Clean, comfortable. "
United States
Nick P.
The price is NZ$1,585
includes taxes & fees
8 Dec - 9 Dec
Spacious 4-bedroom house located in the heart of Portland, ME.

Holiday Home in East Deering

10.0 out of 10, Exceptional, (65)
"Nice stay. Good amenities. "
United States
Laura H.
The price is NZ$1,873
includes taxes & fees
1 Dec - 2 Dec
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Apartment in Deering Center

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland

Apartment in West Bayside

5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is NZ$272
includes taxes & fees
3 Dec - 4 Dec
Studio Unit Walkable Everywhere

Cabin in Standish

9.8 out of 10, Exceptional, (7)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
United States
Danny B.
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Holiday Home in Munjoy Hill

10.0 out of 10, Exceptional, (92)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries

Cottage in Long Island

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

Cabin in Naples

10.0 out of 10, Exceptional, (313)
"Peaceful and relaxing it was the perfect getaway"
United States
melissa d.
Romantic getaway for 2 PEAK fall foliage!!!

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is NZ$272
includes taxes & fees
7 Dec - 8 Dec
In-town no frills 2 bedroom apt

Holiday Home in Raymond

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

Holiday Home in 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

Condo in Munjoy Hill

9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
The price is NZ$640
includes taxes & fees
29 Dec - 30 Dec
Cozy, Elegant and Bright 2 bed in the East End

Holiday Home in Old Orchard Beach

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

Cabin in Saco

9.2 out of 10, Wonderful, (15)
" Nice place. "
United States
Peter M.
The price is NZ$533
includes taxes & fees
2 Dec - 3 Dec
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Apartment in Parkside

8.8 out of 10, Excellent, (25)
"Clean and comfortable in a great location. Walking distance to the Portland Farmer’s Market on Saturdays. Easy to access and very handy off street parking. Team was very easy to work with. "
United States
Natalie R.
The price is NZ$518
includes taxes & fees
1 Dec - 2 Dec
Knock on Wood | Airy Charm in Heart of Downtown

Cottage in Standish

8.6 out of 10, Excellent, (21)
"Beautiful cabin in a super scenic location, clean and cozy and the air conditioning was a huge plus for the hot days"
United States
Amelia E.
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
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

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$272 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 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 Seacoast Adventure and St Josephs College.

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.