North Windham Holiday Rentals from €276: Search Short-Term Rentals

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

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub : This holiday home rental outside of North Windham is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

Check North Windham holiday rental availability

Holiday Rentals in North Windham

"Great property located on an amazing lake sebago great amenities."

"Beautiful place , had everything you need . Very comfortable bed . Great shower & Kitchen . Also a great location! "

"Property was as described, communication was easy and fast, property was clean, spacious, and felt homey. We will be back! "

includes taxes & fees

1 Dec - 2 Dec

"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "

includes taxes & fees

2 Dec - 3 Dec

"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"

"Repeat visit. Short walk to beach. Convenient to stores if you want to shop. Cottage comfortable. We’ll be back!"

"This was the perfect location to get away for the weekend and celebrate my wife and I’s 10 year anniversary. The property was clean, private, and had great views being on the pond. The hot tub was an added bonus. I would definitely recommend this home and stay here again! "

"Four friends (65+) met for our annual reunion. The unit was very centrally located to explore Old Port. It was clean, well equipped and we had excellent communication with property manager. Fabulous restaurants within easy walking distance, had a great time! Definitely would book again! 5 stars!"

"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...

"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "

includes taxes & fees

1 Dec - 2 Dec

"Excellent location and very clean apartment"

includes taxes & fees

16 Dec - 17 Dec

"Good location near lots of hiking and not far from Portland "

includes taxes & fees

13 Dec - 14 Dec

" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "

includes taxes & fees

4 Dec - 5 Dec

"We loved the cottage, moved in very late day so didn’t notice the floors till sunny next morning…..the floors had never been vacuumed. Other than that, we really liked the cottage."

"A lovely conferable place"

"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "

includes taxes & fees

2 Dec - 3 Dec

"It was a wonderful home for a birthday celebration with friends that wanted to experience Maine. The grounds were expansive with lovely water views. The host were very responsive."

"We were two couples (in our 60’s) in Portland for a couple days visiting. John’s place was wonderful! We had plenty of space for the four of us with room to spare. Very comfortable and relaxing. We absolutely LOVED the front porch/deck. Very spacious and an amazing view of the beach and ocean! Bathroom and kitchen were not “updated” but it’s a 110 year old home so we really didn’t mind - everything worked and that’s what’s important. The apartment is upstairs and John lives downstairs. ...

"We would absolutely book this house again. Super peaceful location. Loons in the morning were a stellar start to each day. "

"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."

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Other types of properties in North Windham you may be interested in

"Clean quiet room with no frills and free parking. "

includes taxes & fees

1 Dec - 2 Dec

"The rooms were very comfortable they had hardwood flooring which keeps the floors cleaner than carpets. The staff was extremely helpful. All in all we felt the hotel was excellent. We would definitely stay there next time we are in Portland "

includes taxes & fees

14 Dec - 15 Dec

"Great hotel, second stay and would come again!"

includes taxes & fees

3 Dec - 4 Dec

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, apart-hotels, 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 €276 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.

Recent reviews of North Windham properties

Casco Bay Hotel, Ascend Hotel Collection

5/5 Excellent

Waiting for Chargers

"Nice property, with a great So.Po location. Like 6 minutes to the airport, so great for early/late flights. No EV chargers, though, which is hard to excuse these days. Would likely choose another place based on the lack of charging, but otherwise a perfect hotel!"

A verified traveller stayed at Casco Bay Hotel, Ascend Hotel Collection

Posted 1 day ago

5/5 Excellent

"Beautiful older hotel in a perfect location for walking around the Old Port. So much to do in this area. Staff were very friendly; valet guys went above and beyond. The hotel has two bars and beautiful lounge just off the main entry. Wallpaper could use some updating and lower floors do not have great city views, but overall we were very happy with our stay and the late check out was awesome. Will stay again! "

A verified traveller stayed at Portland Regency Hotel & Spa

Posted 2 days ago

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 & Sunny 4 Bedroom Close to Downtown, hot tub: This holiday home rental outside of North Windham is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals will I find in North Windham?

Expedia has 8 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.

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Holiday Rentals in North Windham

Check North Windham holiday rental availability

Holiday Rentals in North Windham

Sensational House on Sebago Lake, Raymond, ME

Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Cozy, Elegant and Bright 2 bed in the East End

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

Lakefront home with lovely lake views - one mile from the casino

Incredible Location! Heart of Old Port|Roomy Condo

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Glorious getaway on Portland's Eastern Promenade.

Serenity between the lakes and seashore

Lakefront House

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Romantic getaway for two Thanksgiving at Trickey pond early check in

Elegant condo - walk to Portland's best restaurants & Old Port

Beautiful oceanside Castle with private beach and seasonal swimming pool

Charming 110-year former Inn 10' from the Ocean!

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Rent a room in the gorgeous Holt House

Other types of properties in North Windham you may be interested in

La Quinta Inn & Suites by Wyndham Portland

Casco Bay Hotel, Ascend Hotel Collection

Portland Harbor Hotel

Find out more about North Windham

Recent reviews of North Windham properties

Casco Bay Hotel, Ascend Hotel Collection

Aloft Portland Downtown Waterfront ME

Hilton Garden Inn Portland Downtown Waterfront

Holiday Inn Portland-By the Bay, an IHG Hotel

Embassy Suites by Hilton Portland Maine

Portland Regency Hotel & Spa

Comfort Inn Airport

Portland Harbor Hotel

Tru by Hilton Portland Airport Area

Frequently asked questions