Default HTG hotel image

Little Falls-South 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Little Falls-South Windham vacation rentals

Property grounds

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 AED 1,484
AED 2,146 total
includes taxes & fees
17 Aug - 18 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Dining

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, (13 reviews)
"Fantastic property. Hosts were very communicative. Amazing stay. Great location! Thank you so much!"
United States
Laurie A.
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
3 bedrooms, premium bedding, iron/ironing board, travel crib

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is AED 573
AED 1,629 total
includes taxes & fees
24 Aug - 25 Aug
Cozy 3BR | Pet Friendly | Near Portland | Parking
Outdoor dining

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, (14 reviews)
"Had a wonderful overnight - was perfect weekend getaway. Was great being in nature!"
United States
Alex D.
The price is AED 859
AED 1,073 total
includes taxes & fees
17 Aug - 18 Aug
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Front of property

5. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is AED 1,983
AED 2,712 total
includes taxes & fees
31 Aug - 1 Sep
Evalina Hotel
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

6. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (110 reviews)
"Really nice room and location"
United States
Victoria
The price is AED 1,060
AED 1,431 total
includes taxes & fees
1 Sep - 2 Sep
The Weldon Hotel
Outdoor dining

7. 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, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is AED 907
AED 1,473 total
includes taxes & fees
15 Sep - 16 Sep
Peaceful & minutes from the Old Port with private parking
Interior

8. 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 AED 2,066
AED 3,665 total
includes taxes & fees
17 Aug - 18 Aug
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Exterior detail

9. 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, (78 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is AED 3,232
AED 4,780 total
includes taxes & fees
9 Sep - 10 Sep
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

10. 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 AED 1,209
AED 1,919 total
includes taxes & fees
7 Sep - 8 Sep
Fortland Island Campground
Interior

11. 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, (24 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is AED 749
AED 1,209 total
includes taxes & fees
6 Sep - 7 Sep
Charming Studio apartment with WiFi, AC in welcoming Portland
Exterior

12. Spacious 3 BR in Portland's Libbytown!

Spacious 3 BR in Portland's Libbytown!
Portland
9.4 out of 10, Exceptional, (54 reviews)
"Really cute, clean place that was a short drive to everything!"
United States
Annalise E.
The price is AED 1,098
AED 1,826 total
includes taxes & fees
31 Aug - 1 Sep
Spacious 3 BR in Portland's Libbytown!
Exterior

13. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (110 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is AED 1,102
AED 1,717 total
includes taxes & fees
31 Aug - 1 Sep
Ocean View East End Studio in a Historic Victorian
Exterior detail

14. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is AED 724
AED 1,153 total
includes taxes & fees
15 Sep - 16 Sep
Adorable Portland getaway on the Eastern Promenade
Interior

15. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is AED 1,098
AED 2,010 total
includes taxes & fees
17 Aug - 18 Aug
NEW 1 BDR-Heart of Munjoy Hill
Smart TV

16. Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Stylish Brownstone Downtown Free St|Perfect Getaway for 2
Downtown Portland
10.0 out of 10, Exceptional, (44 reviews)
"What a great stay! The rental property was absolutely fantastic! Can't wait to come back! Highly recommend staying here. "
United States
Ken C.
The price is AED 1,598
AED 2,562 total
includes taxes & fees
21 Aug - 22 Aug
Stylish Brownstone Downtown Free St|Perfect Getaway for 2
Beach nearby

17. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (68 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is AED 1,365
AED 2,500 total
includes taxes & fees
7 Sep - 8 Sep
Arlie`s Digs! - One Block To Willard Beach!
Interior

18. Brand New 1 Bedroom Apartment in Portland

Brand New 1 Bedroom Apartment in Portland
West End
10.0 out of 10, Exceptional, (46 reviews)
"Great host communication, super clean and good location!"
United States
Lorraine V.
The price is AED 1,061
AED 1,962 total
includes taxes & fees
17 Aug - 18 Aug
Brand New 1 Bedroom Apartment in Portland
Exterior

19. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (11 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is AED 1,102
AED 2,220 total
includes taxes & fees
23 Aug - 24 Aug
Willard Square Family Home
Outdoor dining

20. Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape
Raymond
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful location and wonderful hosts. Made us feel right at home."
United States
Donna
The price is AED 292
AED 704 total
includes taxes & fees
8 Sep - 9 Sep
Sebago Lake Cottage on Raymond Cape
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 Little Falls-South Windham Hotel Reviews

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

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

10/10 Excellent
"Clean room and friendly staff. A little disappointed in the room cleaning every 3 days and the unvaried breakfast, but the $100/night I saved over the fancier hotels was still worth it. (And most of those don't include any breakfast.)"
Richard 5-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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?

New Listing. 2BR+Bonus Sleeping Room in OOB. Walk to Beach & Amusement Park.: This vacation home rental outside of Little Falls-South Windham is located near the beach and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.