Holiday Rentals in North Windham

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Holiday Rentals in North Windham

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (74)
"Absolutely beautiful place to stay. "
The price is €313
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Romantic getaway for 2 couple date's in July just opened up

10.0 out of 10, Exceptional, (307)
"Place is beautiful and well crafted with a perfect nature setting"
Romantic getaway for 2 couple date's in July just opened up

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

9.4 out of 10, Exceptional, (9)
The price is €218
includes taxes & fees
26 Aug - 27 Aug
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is €156
includes taxes & fees
1 Sept - 2 Sept
Studio Unit Walkable Everywhere

Elegant and efficient Island home 4 miles from downtown Portland

8.0 out of 10, Very good, (1)
"Historic and charming home in a most interesting setting-- the community was a former military fort and barracks. Chat with neighbors on the front porch or watch wildlife and hang out in the backyard picnic tables. Comfortable beds and two full baths makes it good for group of 4-6 people. The golf cart is a godsend but there are bicycles and kayaks for land and water exploration. We didn't make it to the lovely looking pool or rec center for gym/bowling but they look like lots of fun. Rental and...
Elegant and efficient Island home 4 miles from downtown Portland

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

8.0 out of 10, Very good, (11)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Waterfront Maine cottage! Next to Sebago Lake State Park!

9.4 out of 10, Exceptional, (26)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.0 out of 10, Wonderful, (9)
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (46)
"Cozy and fun cottage. All we needed for a weekend visit for our family of 4. Morning SUP and swim was wonderful. Great hosts! We would definitely stay here again."
Sebago Lake Cottage on Raymond Cape

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
The price is €1,403
includes taxes & fees
24 Sept - 25 Sept
Spacious Historic Home | 7BR West End for Groups

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

10.0 out of 10, Exceptional, (61)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
The price is €1,113
includes taxes & fees
3 Sept - 4 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

In-town no frills 2 bedroom apt

8.0 out of 10, Very good, (8)
The price is €183
includes taxes & fees
8 Sept - 9 Sept
In-town no frills 2 bedroom apt

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (53)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake

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

10.0 out of 10, Exceptional, (48)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is €157
includes taxes & fees
8 Sept - 9 Sept
Private Entrance Residential Portland

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
City Amenities, Casco Bay Sunrises and Natural Beauty

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (5)
Private Lakefront Estate with 180 Degree Views

Charming Brownstone Downtown Free St|Perfect Getaway for 2

10.0 out of 10, Exceptional, (27)
"Great location, in the property manager was a huge help in excellent communicator"
Charming Brownstone Downtown Free St|Perfect Getaway for 2

Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7

9.6 out of 10, Exceptional, (54)
"Hosts were so accommodating location was perfect just a few hiccups will be back again next year exact dates tbd"
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
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

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?

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.: This holiday home rental outside of North Windham is located on the beach, and offers a fireplace, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

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 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.