Little Falls-South Windham Holiday Rentals

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Our top choices for Little Falls-South Windham holiday rentals

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is AU$335
includes taxes & fees
16 Dec - 17 Dec
Modern, Luxurious Cabin in the Woods - 03

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is AU$247
includes taxes & fees
14 Dec - 15 Dec
Adorable Portland getaway on the Eastern Promenade

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (24)
"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
The price is AU$277
includes taxes & fees
14 Dec - 15 Dec
Sunny Spot with Private Parking.

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (24)
"Sweet place! "
United States
Lisa G.
The price is AU$303
includes taxes & fees
14 Dec - 15 Dec
Pine Point Beach private, quaint, charming studio.

The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AU$242
includes taxes & fees
15 Dec - 16 Dec
The Outlet Studio, Rustic Comfort w Fireplace

In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt
West Bayside
8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is AU$237
includes taxes & fees
14 Dec - 15 Dec
In-town no frills 2 bedroom apt

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is AU$230
includes taxes & fees
14 Dec - 15 Dec
Beautiful 1st Floor Apartment & Amazing Shower

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, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is AU$297
includes taxes & fees
14 Dec - 15 Dec
Peaceful & minutes from the Old Port with private parking

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is AU$329
includes taxes & fees
15 Dec - 16 Dec
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

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, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is AU$322
includes taxes & fees
14 Dec - 15 Dec
Charming Studio apartment with WiFi, AC in welcoming Portland

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AU$731
includes taxes & fees
14 Dec - 15 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
2.0 star property
Windham
10.0 out of 10, Exceptional, (2)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is AU$205
includes taxes & fees
14 Dec - 15 Dec
Spacious Studio Near Sebago Lake

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
The price is AU$417
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (97)
"Great location with easy parking"
United States
Lauren J.
The price is AU$403
includes taxes & fees
14 Dec - 15 Dec
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
2.0 star property
Saco
10.0 out of 10, Exceptional, (8)
"Was blown away by the charm, decor and how welcoming the property was. Peaceful, quiet, clean. Will be returning at some point in the future!"
United States
Robert H.
The price is AU$414
includes taxes & fees
13 Jan - 14 Jan 2026
Welcome to our BoHo Treehouse!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (15)
"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"
United States
Ryan S.
The price is AU$424
includes taxes & fees
15 Dec - 16 Dec
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (62)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
The price is AU$493
includes taxes & fees
15 Dec - 16 Dec
Arlie`s Digs! - One Block To Willard Beach!

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is AU$528
includes taxes & fees
5 Jan - 6 Jan 2026
The Weldon Hotel

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is AU$299
includes taxes & fees
11 Jan - 12 Jan 2026
Cheerful 1 bedroom cottage only 50ft from beach

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (171)
"Great location, clean and cute."
United States
Erin M.
The price is AU$350
includes taxes & fees
14 Dec - 15 Dec
Glorious getaway on Portland's Eastern Promenade.
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

Everything you need to know about Little Falls-South Windham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Little Falls-South Windham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Little Falls-South Windham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Little Falls-South Windham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Falls-South Windham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Falls-South Windham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Little Falls-South Windham holiday rentals we have selected for you start as low as AU$213 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Little Falls-South Windham rentals

At Expedia, we put the best Little Falls-South Windham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Little Falls-South Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Little Falls-South Windham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Falls-South Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in Little Falls-South Windham, or you can select a more secluded option if you're looking for a relaxing stay.

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

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!: This holiday home rental outside of Little Falls-South Windham is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

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

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

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

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Little Falls-South Windham. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.