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 NZ$1,712
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 NZ$5,141
includes taxes & fees
4 Aug - 5 Aug
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 NZ$1,453
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 NZ$2,095
includes taxes & fees
4 Aug - 5 Aug
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

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 NZ$641
includes taxes & fees
20 July - 21 July
Willard Beach–Private Apt Near Portland & Parks

Willard Beach: Cozy Apartment with a King Size Bed

Willard Beach: Cozy Apartment with a King Size Bed

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 NZ$385
includes taxes & fees
28 July - 29 July
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 NZ$883
includes taxes & fees
12 Aug - 13 Aug
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

The price is NZ$760
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 NZ$942
includes taxes & fees
14 July - 15 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 NZ$1,099
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, (78)
"Great historic house in a terrific location. "
The price is NZ$1,136
includes taxes & fees
15 July - 16 July
The Globe House on Munjoy Hill - Walk to Breweries

Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

9.0 out of 10, Wonderful, (4)
"The halls echo badly and the people who wanted to party on our floor were very loud into the early morning "
The price is NZ$726
includes taxes & fees
21 July - 22 July
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

10.0 out of 10, Exceptional, (4)
"Awesome location. Look forward to returning in the summer!"
The price is NZ$795
includes taxes & fees
20 July - 21 July
Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

9.0 out of 10, Wonderful, (19)
"We had a great "
The price is NZ$730
includes taxes & fees
20 July - 21 July
Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!

Stylish Stay | Savor Seafood & Explore Portland’s History!

The price is NZ$795
includes taxes & fees
20 July - 21 July
Stylish Stay | Savor Seafood & Explore Portland’s History!

Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

The price is NZ$1,589
includes taxes & fees
20 July - 21 July
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!

2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art

The price is NZ$1,589
includes taxes & fees
20 July - 21 July
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art

4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District

The price is NZ$3,148
includes taxes & fees
21 July - 22 July
4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District

Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!

The price is NZ$2,378
includes taxes & fees
21 July - 22 July
Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!
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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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?

Charming 3 bedroom lake house on Damariscotta Lake.: This holiday home rental outside of Little Falls-South Windham has 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 Portland Observatory, 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.