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Little Falls-South Windham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Little Falls-South Windham vacation rentals

A dirt path in a park with autumn foliage.

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 ￥69,219
￥93,450 total
includes taxes & fees
Sep 28 - Sep 29
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

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 ￥32,038
￥72,465 total
includes taxes & fees
Sep 28 - Sep 29
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
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!

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 ￥36,804
￥43,545 total
includes taxes & fees
Sep 28 - Sep 29
THE LILLIPAD.Off-grid A frame. Sebago lake region!
A bedroom with a large bed, white curtains, and a view through the windows.

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is ￥30,512
￥72,002 total
includes taxes & fees
Oct 5 - Oct 6
Cozy 3BR | Pet Friendly | Near Portland | Parking
A gym with treadmills, elliptical machines, and exercise balls.

5. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (19 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
The price is ￥22,593
￥28,055 total
includes taxes & fees
Sep 30 - Oct 1
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

6. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.0 out of 10, Very good, (13 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 ￥13,212
￥16,641 total
includes taxes & fees
Sep 28 - Sep 29
Portland 1-bedroom with enclosed porch & parking
A street lined with buildings, one with a red door and a sign that reads "MINATO".

7. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (148 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is ￥26,337
￥41,565 total
includes taxes & fees
Sep 28 - Sep 29
Adorable Portland getaway on the Eastern Promenade
A modern living room with a sofa, a coffee table, a TV, and a window with blinds.

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

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (44 reviews)
"Great vacation rental. Convenient to all we wanted to do in the area. Very clean and very livable property!"
United States
Thomas M.
The price is ￥29,883
￥49,716 total
includes taxes & fees
Sep 28 - Sep 29
Pine Point Beach private, quaint, charming studio.
A two-story house with a covered front porch and a brick foundation.

9. Luxury on Back Cove - Three Gables

Luxury on Back Cove - Three Gables
Rosemont
10.0 out of 10, Exceptional, (14 reviews)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
The price is ￥36,011
￥87,769 total
includes taxes & fees
Oct 20 - Oct 21
Luxury on Back Cove - Three Gables
A black console table with a mirror above it, a lamp, and a potted plant beside it.

10. 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, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is ￥38,848
￥58,802 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful & minutes from the Old Port with private parking
A building with a brick facade, large windows, and a covered outdoor seating area.

11. Spacious 3 BR in Portland's Libbytown!

Spacious 3 BR in Portland's Libbytown!
Portland
9.4 out of 10, Exceptional, (61 reviews)
"Very clean and has a lot of amenities"
United States
Philip
The price is ￥47,027
￥72,860 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 3 BR in Portland's Libbytown!
A living room with a sofa, armchairs, a coffee table, and a potted plant.

12. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥13,668
￥27,756 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful 1st Floor Apartment & Amazing Shower
A compact kitchen with a wooden ceiling, a built-in stove, and a large window.

13. 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 ￥43,787
￥51,157 total
includes taxes & fees
Sep 28 - Sep 29
New Listing! AmongstTheAspens - Off-Grid Tiny Home
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

14. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (34 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is ￥30,984
￥48,345 total
includes taxes & fees
Sep 29 - Sep 30
Sunny Spot with Private Parking.

15. 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, (112 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
The price is ￥47,184
￥68,403 total
includes taxes & fees
Sep 28 - Sep 29
Ocean View East End Studio in a Historic Victorian
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

16. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (44 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ￥47,860
￥75,655 total
includes taxes & fees
Sep 28 - Sep 29
Modern & Sunny House Steps from the Promenade.
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

17. 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, (28 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is ￥23,277
￥39,087 total
includes taxes & fees
Oct 20 - Oct 21
Charming Studio apartment with WiFi, AC in welcoming Portland
A street lined with buildings, one with a red door and a sign that reads "MINATO".

18. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (184 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is ￥39,705
￥60,765 total
includes taxes & fees
Sep 28 - Sep 29
Glorious getaway on Portland's Eastern Promenade.
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

19. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (122 reviews)
"Really nice room and location"
United States
Victoria
The price is ￥56,643
￥73,537 total
includes taxes & fees
Oct 25 - Oct 26
The Weldon Hotel
A dining table with chairs, a potted plant, and decorative items.

20. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
The price is ￥25,778
￥51,756 total
includes taxes & fees
Sep 29 - Sep 30
Willard Beach–Apartment Near Portland & Parks
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Great location. Comfortable rooms"
Barbara 3-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

Find out more about Little Falls-South Windham

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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?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat: This vacation home rental outside of Little Falls-South Windham is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.