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Little Falls-South Windham Vacation Rentals

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Our top choices for Little Falls-South Windham vacation rentals

1. 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 CA $557
CA $797 total
includes taxes & fees
Sep 7 - Sep 8
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

2. 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, (14 reviews)
"Fantastic property. Hosts were very communicative. Amazing stay. Great location! Thank you so much!"
United States
Laurie A.
The price is CA $391
CA $810 total
includes taxes & fees
Sep 7 - Sep 8
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

3. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (30 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is CA $156
CA $413 total
includes taxes & fees
Sep 7 - Sep 8
Serenity between the lakes and seashore

4. 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 CA $323
CA $398 total
includes taxes & fees
Sep 8 - Sep 9
THE LILLIPAD.Off-grid A frame. Sebago lake region!

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

Cozy 1-bedroom cottage in soothing Standish with AC
Standish
The price is CA $241
CA $489 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 1-bedroom cottage in soothing Standish with AC

6. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (11 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 CA $130
CA $229 total
includes taxes & fees
Sep 8 - Sep 9
Private Entrance Residential Portland

7. Sebago Lake studio-style condo with enclosed sunroom and sunset views

Sebago Lake studio-style condo with enclosed sunroom and sunset views
Standish
9.0 out of 10, Wonderful, (12 reviews)
The price is CA $211
CA $313 total
includes taxes & fees
Sep 9 - Sep 10
Sebago Lake studio-style condo with enclosed sunroom and sunset views

8. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is CA $263
CA $513 total
includes taxes & fees
Sep 6 - Sep 7
Fortland Island Campground

9. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.0 out of 10, Wonderful, (11 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is CA $198
CA $246 total
includes taxes & fees
Sep 8 - Sep 9
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

10. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 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 CA $341
CA $590 total
includes taxes & fees
Sep 16 - Sep 17
City Amenities, Casco Bay Sunrises and Natural Beauty

11. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (116 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $527
CA $678 total
includes taxes & fees
Sep 21 - Sep 22
The Weldon Hotel

12. 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 CA $310
CA $383 total
includes taxes & fees
Sep 20 - Sep 21
Cozy 2-bedroom house with shared beach access to Sebago Lake

13. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (146 reviews)
"Owner was so accommodating!"
United States
Kiernan
Adorable Portland getaway on the Eastern Promenade

14. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at Mat's place! Convenient location, very cute apartment with a lovely view of the water. Well equipped for a couple's weekend away. We appreciated the sharp knives for cooking and the comfy couch!"
United States
Charlotte B.
Casco Bay Vista

15. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (27 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is CA $248
CA $409 total
includes taxes & fees
Oct 5 - Oct 6
Charming Studio apartment with WiFi, AC in welcoming Portland

16. Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (40 reviews)
"Absolutely wonderful little place to stay in Scarborough! "
United States
Eric S.
The price is CA $242
CA $436 total
includes taxes & fees
Sep 18 - Sep 19
Pine Point Beach private, quaint, charming studio.

17. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (12 reviews)
"Cute, convenient spot!"
United States
Kelly S.
Peaceful & minutes from the Old Port with private parking

18. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (33 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
Sunny Spot with Private Parking.

19. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
10.0 out of 10, Exceptional, (111 reviews)
"Lovely home in a beautiful location and Dan is a fantastic host. Ask him about his hot sauce!"
United States
Elliott H.
The price is CA $414
CA $636 total
includes taxes & fees
Sep 16 - Sep 17
Ocean View East End Studio in a Historic Victorian

20. New Listing! AmongstTheAspens - Off-Grid Tiny Home

New Listing! AmongstTheAspens - Off-Grid Tiny Home
Saco
9.2 out of 10, Wonderful, (21 reviews)
"Had a great stay, very private property. House was very clean and user friendly. Would definitely stay again, thanks"
United States
Doug C.
The price is CA $384
CA $479 total
includes taxes & fees
Sep 7 - Sep 8
New Listing! AmongstTheAspens - Off-Grid Tiny Home
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 Little Falls-South Windham Hotel Reviews

Find out more about Little Falls-South Windham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Little Falls-South Windham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Little Falls-South Windham?

Yes, we offer vacation rentals near the most popular sights in Little Falls-South Windham, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Little Falls-South Windham has to offer?

Cozy Coastal House: This vacation home rental outside of Little Falls-South Windham is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Little Falls-South Windham?

While exploring the area, visit family-friendly sights like Maine Narrow Gauge Railroad, or get outside and enjoy nature at Thompson's Point. In the larger area, you’ll find St Josephs College and University of New England.

What are vacation rentals like in Little Falls-South Windham?

Vacation rentals are private properties you can reserve for a short or long stay in Little Falls-South Windham. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips.