North Windham Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for North Windham holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is NZ$222
includes taxes & fees
15 Jan - 16 Jan
Spacious Studio Near Sebago Lake

Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
The price is NZ$264
includes taxes & fees
3 Feb - 4 Feb
Studio Apartment in Freeport

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is NZ$446
includes taxes & fees
2 Feb - 3 Feb
The Weldon Hotel
8.4 out of 10, Very good, (7 reviews)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is NZ$234
includes taxes & fees
15 Jan - 16 Jan
Studio Apartment near downtown Walkable!
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$275
includes taxes & fees
19 Jan - 20 Jan
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
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 NZ$316
includes taxes & fees
15 Jan - 16 Jan
Sunny Spot with Private Parking.
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is NZ$318
includes taxes & fees
15 Jan - 16 Jan
Adorable Portland getaway on the Eastern Promenade
10.0 out of 10, Exceptional, (1 review)
"Loved staying at your Nest! All was great but maybe a couple of cozy blanks in living room for lounging? Thanks again-Ruth"
United States
Ruth R.
The price is NZ$387
includes taxes & fees
19 Jan - 20 Jan
Port City Nest: Beautiful 2bd w/ Balcony & Parking
10.0 out of 10, Exceptional, (1 review)
"Fun place with all amenities. Had an excellent time!"
United States
Andrew L.
The price is NZ$663
includes taxes & fees
15 Jan - 16 Jan
Large, luxurious geodesic dome - 07
10.0 out of 10, Exceptional, (16 reviews)
"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."
United States
Emily Jeanne B.
The price is NZ$400
includes taxes & fees
16 Jan - 17 Jan
Waterfront Private Apartment, minutes from LLBean!
2.0 star property
10.0 out of 10, Exceptional, (25 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is NZ$359
includes taxes & fees
15 Jan - 16 Jan
Pine Point Beach private, quaint, charming studio.
8.0 out of 10, Very good, (4 reviews)
"Everything was perfect."
United States
Edward J.
The price is NZ$256
includes taxes & fees
19 Jan - 20 Jan
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
10.0 out of 10, Exceptional, (1 review)
"Nicely set up and had everything needed for a comfortable stay. The entrance stairs were dingy but inside was newly decorated and well appointed. Appreciated the coffee supplies."
United States
Martha and William P.
The price is NZ$523
includes taxes & fees
15 Jan - 16 Jan
Peaceful 1BR | Reading Nook | Near Portland
10.0 out of 10, Exceptional, (13 reviews)
"The apartment was very clean and well appointed with everything you might need. The host was very friendly and attentive and check in and check out were very simple. Any questions I had were answered promptly. I would definitely stay here again!"
United States
Diana T.
The price is NZ$1,066
includes taxes & fees
27 Jan - 28 Jan
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is NZ$372
includes taxes & fees
20 Jan - 21 Jan
Peaceful & minutes from the Old Port with private parking
8.4 out of 10, Very good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
The price is NZ$276
includes taxes & fees
19 Jan - 20 Jan
Bright & Spacious Apartment with Amazing Shower
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
The price is NZ$642
includes taxes & fees
18 Jan - 19 Jan
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Holiday Home in Cape Elizabeth

Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is NZ$748
includes taxes & fees
15 Jan - 16 Jan
Modern Cottage with Peeks of Ocean Views
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is NZ$658
includes taxes & fees
17 Jan - 18 Jan
Entire ideally located home in Cape Elizabeth’s coveted seaside community
9.8 out of 10, Exceptional, (32 reviews)
"Our rental was perfect in every way and walking distance to everything! Very comfortable beds too and certainly enjoyed the coffee station! Thank you and was my very first trip to Portland and will never forget this place!! "
United States
Harriett C.
The price is NZ$656
includes taxes & fees
17 Jan - 18 Jan
East end. Walk to food, beer and downtown fun.
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.
Save an average of 15% on thousands of hotels when you're signed in

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$235 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?

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!: This holiday home rental outside of North Windham is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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.