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North Windham Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for North Windham holiday rentals

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

1. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is AU$646
includes taxes & fees
25 Oct - 26 Oct
Cozy Family Home w/ Beach Access
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

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

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
The price is AU$1,035
includes taxes & fees
2 Nov - 3 Nov
Waterfront Access with Kayaks, Private Deck and a Firepit
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

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

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is AU$391
includes taxes & fees
22 Oct - 23 Oct
Cozy 2-bedroom house with shared beach access to Sebago Lake
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

4. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (16 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is AU$146
includes taxes & fees
22 Oct - 23 Oct
Portland 1-bedroom with enclosed porch & parking
A rustic interior with a wooden dining table, bar stools, a sofa, and a television.

5. Cozy 1-bedroom cottage in soothing Standish with AC

Cozy 1-bedroom cottage in soothing Standish with AC
Standish
10.0 out of 10, Exceptional, (4 reviews)
"Amazing property & so many things to do around the area, we will definitely try to come back!!"
United States
Alyssa
The price is AU$424
includes taxes & fees
22 Oct - 23 Oct
Cozy 1-bedroom cottage in soothing Standish with AC
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

6. Great suburban location close to town!

Great suburban location close to town!
Deering Center
9.6 out of 10, Exceptional, (4 reviews)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is AU$141
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!
A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

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

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Standish
9.8 out of 10, Exceptional, (16 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is AU$406
includes taxes & fees
22 Oct - 23 Oct
THE LILLIPAD.Off-grid A frame. Sebago lake region!
A geodesic dome structure in a forest setting with a visible interior space.

8. Modern dome w/ full bath | Hot tub add-on - 04

Modern dome w/ full bath | Hot tub add-on - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is AU$603
includes taxes & fees
28 Oct - 29 Oct
Modern dome w/ full bath | Hot tub add-on - 04
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

9. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (23 reviews)
"Location was convenient to everything and building was super secure."
United States
Rose
The price is AU$218
includes taxes & fees
25 Oct - 26 Oct
Studio Apartment near downtown Walkable!
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

10. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Westbrook
10.0 out of 10, Exceptional, (16 reviews)
"Excellent location, the hosts are very responsive and an absolute pleasure to work with. The home was clean, inviting and easy to check in."
United States
Bianca L.
The price is AU$628
includes taxes & fees
28 Oct - 29 Oct
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A dirt path in a park with autumn foliage.

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

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is AU$897
includes taxes & fees
22 Oct - 23 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A multi-story house with a dock and a children's play area.

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

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
9.8 out of 10, Exceptional, (17 reviews)
"We loved the houses and esp the hot tub!"
United States
loie H.
The price is AU$1,051
includes taxes & fees
25 Oct - 26 Oct
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
A wooden staircase leading to a room with a white tiled wall and a door with a towel rack.

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

Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
Casco
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy"
United States
Edward R.
The price is AU$427
includes taxes & fees
26 Oct - 27 Oct
Cozy 2-bedroom Tiny Home with sauna, A/C, boat ramp access to quiet lake
A bedroom with a large bed, white curtains, and a view through the windows.

14. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (15 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is AU$669
includes taxes & fees
25 Oct - 26 Oct
Cozy 3BR | Pet Friendly | Near Portland | Parking
A cabin with a fire pit and outdoor seating.

15. Modern cabin w/ full bath | Hot tub add-on - 19

Modern cabin w/ full bath | Hot tub add-on - 19
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Great place, the Desert of Maine campground. The entire cabin was spotless. Great communication from the host, Doug. So wonderful for pets also. Quiet, clean & perfect. 5 stars. What a wonderful stay! If you are looking for a beautiful and peaceful get away, this is the place for you! You will not be disappointed. Doug is an awesome host!"
United States
Kim L.
The price is AU$469
includes taxes & fees
22 Oct - 23 Oct
Modern cabin w/ full bath | Hot tub add-on - 19
A modern interior with a dining area, a living room, and a kitchen.

16. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
The price is AU$228
includes taxes & fees
2 Nov - 3 Nov
Studio Apartment in Freeport
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

17. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (127 reviews)
"Really nice room and location"
United States
Victoria
The price is AU$389
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
A cozy living room with a grey sofa, a wooden coffee table with a charcuterie board, and two glasses of white wine on a side table.

18. 2BR Apt | Full Kitchen | 10 Min to Old Port

2BR Apt | Full Kitchen | 10 Min to Old Port
Oakdale
10.0 out of 10, Exceptional, (3 reviews)
"Our stay in Portland was great. Ride & Shine accommodations were great. The unit was clean and met our expectations, the location was perfect for us. We were able to explore the area in Portland. Rise & Shine hosts were great - their communication was great, they explained the check-in and check-out process and were attentive to our needs. We highly recommend others looking for a place to stay in Portland, ME."
United States
Victor M.
The price is AU$638
includes taxes & fees
27 Oct - 28 Oct
2BR Apt | Full Kitchen | 10 Min to Old Port
A multi-story building with a stone facade, large windows, and a corner entrance.

19. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (16 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is AU$687
includes taxes & fees
10 Nov - 11 Nov
Evalina Hotel
A modern kitchen with a bar area, wooden ceiling, and skylights.

20. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is AU$497
includes taxes & fees
26 Oct - 27 Oct
The Barnhouse with hot tub
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good
"The room is clean and well maintained. Not many choices for the breakfast."
Xiaojun 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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 favourite 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 depend 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 AU$146 per night. Entering your travel dates in the search wizard might find you 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.