Default HTG hotel image

North Windham Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for North Windham vacation rentals

Terrace/patio

Sebago Basin Retreat | Sleeps 12 | Beach Access | Mooring | Kayaks | Fire Pit

Sebago Basin Retreat | Sleeps 12 | Beach Access | Mooring | Kayaks | Fire Pit
Windham
The price is ￥117,486
￥207,722 total
includes taxes & fees
Jul 13 - Jul 14
Sebago Basin Retreat | Sleeps 12 | Beach Access | Mooring | Kayaks | Fire Pit
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very Good, (7 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is ￥16,941
￥28,525 total
includes taxes & fees
Jul 8 - Jul 9
Private Entrance Residential Portland
Cottage (2 Bedrooms) | Interior

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is ￥64,010
￥99,507 total
includes taxes & fees
Jul 19 - Jul 20
'osprey Cottage' South Freeport Home on Casco Bay!
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥17,570
￥32,517 total
includes taxes & fees
Jul 8 - Jul 9
Beautiful 1st Floor Apartment & Amazing Shower
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.0 out of 10, Very Good, (9 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is ￥17,866
￥29,501 total
includes taxes & fees
Jul 8 - Jul 9
Studio Apartment near downtown Walkable!
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (35 reviews)
"Absolutely wonderful little place to stay in Scarborough! "
United States
Eric S.
The price is ￥37,108
￥62,430 total
includes taxes & fees
Jul 8 - Jul 9
Pine Point Beach private, quaint, charming studio.
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is ￥50,317
￥82,931 total
includes taxes & fees
Jul 9 - Jul 10
City Amenities, Casco Bay Sunrises and Natural Beauty
Outdoor dining

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, (10 reviews)
"Great view of the pond and nice accommodations for a single guest."
United States
Brian M.
The price is ￥23,394
￥29,017 total
includes taxes & fees
Jul 8 - Jul 9
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Interior

Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
The price is ￥55,480
￥135,918 total
includes taxes & fees
Jul 8 - Jul 9
Three bedroom in United States of America, Freeport
Interior

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."
United States
Stuart R.
The price is ￥123,280
￥199,268 total
includes taxes & fees
Jul 9 - Jul 10
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (178 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is ￥45,667
￥72,286 total
includes taxes & fees
Jul 8 - Jul 9
Glorious getaway on Portland's Eastern Promenade.
Beach nearby, sun loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful, clean place to stay and dogs welcome "
United States
Anonymous traveler
The price is ￥23,523
￥59,053 total
includes taxes & fees
Jul 8 - Jul 9
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Terrace/patio

•Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
The price is ￥49,070
￥110,715 total
includes taxes & fees
Jul 12 - Jul 13
•Peaceful Private Freeport 2 BR Home on the Ocean•
Shower, towels, soap, toilet paper

Cozy West End apartment

Cozy West End apartment
West End
The price is ￥40,335
￥61,727 total
includes taxes & fees
Jul 8 - Jul 9
Cozy West End apartment
TV

The Coastal Connection

The Coastal Connection
Thorton Heights
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient, comfortable, and bright apartment. We appreciated that dogs were allowed as well."
United States
Sheryl S.
The price is ￥30,319
￥67,868 total
includes taxes & fees
Jul 14 - Jul 15
The Coastal Connection
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (73 reviews)
"This is such a great house and it was perfect for our group! We would definitely stay there again "
United States
Catherine T.
The price is ￥226,870
￥313,173 total
includes taxes & fees
Aug 7 - Aug 8
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is ￥32,913
￥71,223 total
includes taxes & fees
Jul 10 - Jul 11
Tranquility between the Lakes & Sea
Outdoor dining

'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!
Freeport
8.8 out of 10, Excellent, (22 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
United States
John J.
The price is ￥53,314
￥104,379 total
includes taxes & fees
Jul 19 - Jul 20
'Osprey Cottage' South Freeport Home on Casco Bay!
Property grounds

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 ￥65,197
￥93,223 total
includes taxes & fees
Jul 8 - Jul 9
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Front of property

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (5 reviews)
"Spacious, clean, and in the perfect location in Old Port."
United States
Celine
The price is ￥86,633
￥118,738 total
includes taxes & fees
Jul 13 - Jul 14
Evalina Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Windham Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"The airport shuttle was easy to find and prompt."
Autumn 1-night trip
Posted 2 hours ago
Spark by Hilton Portland Airport Maine Mall

Find out more about North Windham

Search for holiday rentals in North Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in North Windham using one of the methods below:

  • View our selection of featured holiday rentals in North Windham
  • Use the map to find apartments and other holiday homes in the North Windham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in North Windham while they last

Look no further and take a look at our great range of rental properties in North Windham!

Frequently asked questions

Can I find vacation rentals in North Windham?

Yes, there are vacation rentals close to well known points of interest in North Windham, or you can go with a more remote option if you'd like a relaxing place to stay. North Windham is known for its lake views.

What are some of the best vacation rentals in North Windham?

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”: This vacation home rental near North Windham is located on the beach and offers a fireplace, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle.

How many vacation rentals will I find in North Windham?

Expedia has 12 vacation 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 larger area, you’ll find St Josephs College and Little Sebago Lake.

What’s a vacation rental in North Windham like?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in North Windham. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.