North Windham Holiday Rentals from €94: Search Short-Term Rentals

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

Charming 110-year former Inn 10' from the Ocean! : This holiday home rental outside of North Windham is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Our top choices for North Windham holiday rentals

A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

1. Waterfront Access with Kayaks, Private Deck and a Firepit

Gray

Matthew S.

includes taxes & fees

20 Oct - 21 Oct

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

2. Cozy 2-bedroom house with shared beach access to Sebago Lake

Raymond

includes taxes & fees

20 Oct - 21 Oct

A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

3. THE LILLIPAD.Off-grid A frame. Sebago lake region!

Standish

Alex D.

includes taxes & fees

20 Oct - 21 Oct

A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

4. Cozy Family Home w/ Beach Access

Raymond

includes taxes & fees

21 Oct - 22 Oct

A dirt path in a park with autumn foliage.

5. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

Genevieve W.

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

6. The Weldon Hotel

Downtown Portland

Victoria

includes taxes & fees

3 Nov - 4 Nov

A multi-story house with a dock and a children's play area.

7. Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Casco

loie H.

includes taxes & fees

21 Oct - 22 Oct

A small, single-story shed with a door and a window, surrounded by a wooden deck and a wooden fence.

8. Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake

Casco

Edward R.

includes taxes & fees

20 Oct - 21 Oct

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Top North Windham Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Great location! Everything was clean and staff was helpful."

Inn at St John Portland In-Town

10/10 Excellent

"Very classic inn vibe that was just a short drive away from the city center. Note there is no elevator for those of you with large suitcases and the stairs are a little steep and tight, but we had no issue getting our checked bag up and down from the third floor, and staff offered to help us both times. The shared bathroom was clean and the provided robes were a nice touch! Consider bringing shower shoes or flip flops to make it easier to use. Parking was easy, and if the small lot right next to the building fills up, they have a parking lot just a block away that was just as easy to use. Breakfast was also a nice touch although the area was a little tight. Expect bagels, toast, yogurt, and simpler stuff along those lines."

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Arived check in process was smooth staff was friendly and explained the in and outs. Got to the room heat was blasting and was quite warm so we turned on the ac on to cool the room down it ended up icing up but it was cool enough that we could open the windows to let some cold air in. A Breakfast was very simple there were bagkes yogurt and cereal dont expect a hearty meal. There are some EV chargers on site but the J1772 chargers cord was damaged and not sure it would be safe to use. I would recommend a tesla adaptor if you want to charge"

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 €94 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?

Charming 110-year former Inn 10' from the Ocean!: This holiday home rental outside of North Windham is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in North Windham?

Expedia has 13 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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Check prices for these dates

Our top choices for North Windham holiday rentals

1. Waterfront Access with Kayaks, Private Deck and a Firepit

2. Cozy 2-bedroom house with shared beach access to Sebago Lake