Little Falls-South Windham Holiday Rentals

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Holiday Rentals in Little Falls-South Windham

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (18)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is AU$1,313
includes taxes & fees
21 July - 22 July
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (26)
"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"
The price is AU$3,750
includes taxes & fees
27 July - 28 July
Waterfront, Luxury, Spacious home in Freeport!

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
The price is AU$1,359
includes taxes & fees
27 July - 28 July
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

9.8 out of 10, Exceptional, (31)
"I spent summers on Long Island in Casco Bay always dreaming of staying at Peak’s Island to see what all the hype was about… Well, it exceeded my expectations at this location! The communication with the owner, to the comfort of the cottage and view was priceless. We are already planning for next summer 😃"
The price is AU$1,914
includes taxes & fees
5 Aug - 6 Aug
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

Modern Cottage with Peeks of Ocean Views

The price is AU$872
includes taxes & fees
13 Aug - 14 Aug
Modern Cottage with Peeks of Ocean Views

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is AU$504
includes taxes & fees
22 July - 23 July
Willard Beach–Private Apt Near Portland & Parks

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$357
includes taxes & fees
18 Aug - 19 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

6.0 out of 10, (1)
"The location was very convenient. I missed the part that said it was on second floor with a curved stair case. The actual apartment was clean, but in need of a few repairs. "
The price is AU$642
includes taxes & fees
12 Aug - 13 Aug
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Spacious 4-bedroom house located in the heart of Portland, ME.

The price is AU$1,413
includes taxes & fees
14 Aug - 15 Aug
Spacious 4-bedroom house located in the heart of Portland, ME.

Mint Ocean Promenade Condo, Steps to Old Port

The price is AU$653
includes taxes & fees
23 July - 24 July
Mint Ocean Promenade Condo, Steps to Old Port

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."
The price is AU$1,068
includes taxes & fees
23 July - 24 July
Modern & Sunny House Steps from the Promenade. Private Parking!

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is AU$677
includes taxes & fees
28 July - 29 July
Elegant condo - walk to Portland's best restaurants & Old Port

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (79)
"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "
The Globe House on Munjoy Hill - Walk to Breweries

Oceanside escape 🌊 perfect family getaway!

9.8 out of 10, Exceptional, (11)
"Great location for proximity to Portland. Very clean and spacious."
The price is AU$735
includes taxes & fees
30 July - 31 July
Oceanside escape 🌊 perfect family getaway!

Historic 1849 Sea Cpt. Mansion; Weddings, Groups

10.0 out of 10, Exceptional, (2)
"We stayed in this beautiful property from Thanksgiving thru the weekend and had a great time. There were 13 adults and 2 kids, which encompassed my family along with my brothers and their families. The house with its separate units worked out perfectly for all our families. Steve was a great host and even set up a large table and chairs in the lower unit for our big Thanksgiving dinner. The house and units were all very nice and had everything we needed. We loved the proximity to downtown...
The price is AU$5,176
includes taxes & fees
23 July - 24 July
Historic 1849 Sea Cpt. Mansion; Weddings, Groups

Historic Elegance in the Heart of Portland

10.0 out of 10, Exceptional, (1)
"Our son got married in Portland and our large family came to celebrate and participate. The location of this property is superb. It’s funky in the best way. The house was built in 1800! We thoroughly enjoyed our stay. Thank you!"
The price is AU$4,394
includes taxes & fees
3 Aug - 4 Aug
Historic Elegance in the Heart of Portland

Large Historic Downtown Gathering House w/Pvt Yard & Event Barn - Groups/Reunion

The price is AU$6,631
includes taxes & fees
25 July - 26 July
Large Historic Downtown Gathering House w/Pvt Yard & Event Barn - Groups/Reunion

Amazing West End apartment walkable to downtown and the waterfront.

10.0 out of 10, Exceptional, (1)
"We really enjoyed our visit! The apartment was very charming, with spacious bedrooms, and it included everything we needed for our vacation. We would certainly rent this unit again! "
The price is AU$1,514
includes taxes & fees
20 July - 21 July
Amazing West End apartment walkable to downtown and the waterfront.
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

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?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This holiday home rental outside of Little Falls-South Windham offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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

While exploring the area, visit family-friendly sights like Aquaboggan Water Park, 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.