Little Falls-South Windham Vacation Rentals from ￥19,408: Search Short-Term Rentals

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Vacation Rentals in Little Falls-South Windham

Escape to a serene forest retreat with a spacious deck and covered porch.

"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "

￥125,298 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy a serene forest view from the deck, complete with a barbecue grill and comfortable seating area.

"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"

￥343,128 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy cooking in this well-lit kitchen with a large island, refrigerator, and dishwasher.

"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "

￥129,456 total

includes taxes & fees

Jul 27 - Jul 28

Situated on a rocky shoreline, this house offers a scenic view of the surrounding forest and water.

"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 😃"

￥182,131 total

includes taxes & fees

Aug 5 - Aug 6

Relax by the fire pit in a cozy outdoor space with comfortable seating and lush greenery.

￥82,946 total

includes taxes & fees

Aug 13 - Aug 14

Enjoy serene views of lush green landscapes from this room's window.

"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"

￥54,729 total

includes taxes & fees

Jul 28 - Jul 29

"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! "

￥34,170 total

includes taxes & fees

Jul 28 - Jul 29

"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. "

￥77,205 total

includes taxes & fees

Aug 11 - Aug 12

￥134,422 total

includes taxes & fees

Aug 14 - Aug 15

￥63,705 total

includes taxes & fees

Jul 23 - Jul 24

Relax on the deck with two comfortable chairs and a small table, surrounded by lush greenery.

"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."

￥101,542 total

includes taxes & fees

Jul 23 - Jul 24

Enjoy cooking in this well-lit kitchen with ample counter space and a large window offering a view of the outdoors.

"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. "

￥64,439 total

includes taxes & fees

Jul 28 - Jul 29

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and dishwasher.

"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "

￥100,898 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy a serene outdoor space surrounded by lush greenery and a patio with seating area.

"Great location for proximity to Portland. Very clean and spacious."

￥75,593 total

includes taxes & fees

Aug 7 - Aug 8

Cozy retreat with a large bed, round table, and wall-mounted lamp, set against a rustic brick wall.

"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...

￥492,902 total

includes taxes & fees

Jul 23 - Jul 24

Enjoy a warm and inviting dining experience in this cozy cabin-style space, complete with a long dining table and comfortable seating area.

"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!"

￥418,430 total

includes taxes & fees

Aug 3 - Aug 4

Enjoy meals in this cozy dining area with a long table, comfortable seating, and a warm atmosphere.

￥631,457 total

includes taxes & fees

Jul 25 - Jul 26

Relax and socialize in this inviting outdoor space with a comfortable seating area and charming brick backdrop.

"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! "

￥144,093 total

includes taxes & fees

Jul 20 - Jul 21

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Find out more about Little Falls-South Windham

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Recent reviews of Little Falls-South Windham properties

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

5/5 Excellent

"Clean, great room. Most importantly, the reception staff was super friendly, practical and helpful. I would book with this hotel again. Thanks, S. Btw: Tv didn’t work."

A verified traveler stayed at Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Posted 23 hours ago

5/5 Excellent

"Beautiful historic hotel in the hip part of town! Best location- Walkable to everything .. Really cool lounge areas, offering bottles of water at all times, the airport pickup in a nice big black suv…friendly staff!! . Spa use of the jacuzzi steamroom and sauna… restaurants… Would choose this hotel again! "

A verified traveler stayed at Portland Regency Hotel & Spa

Posted 1 day ago

5/5 Excellent

"Good Morning to you wherever you are in the world the staff was exceedingly gracious and if it wasn’t a felony I would have kidnapped them all they were all so attentive in their own way!!!!! Please book your reservation today!!!"

A verified traveler stayed at Canopy by Hilton Portland Waterfront

Posted 1 day ago

La Quinta Inn & Suites by Wyndham Portland

5/5 Excellent

Definitely would come again

"This was a pleasant surprise. The room was very nice and comfortable. The lobby was clean and the staff very accommodating. The breakfast was a real breakfast, not just old fruit and granola bars. The airport shuttle is not always available and you need to call for pickup! I was very impressed for the price we paid."

A verified traveler stayed at La Quinta Inn & Suites by Wyndham Portland

Posted 2 days ago

5/5 Excellent

"I was blown away by the Portland Harbor Hotel! I loved the backyard, it was beautiful and cozy and such a nice touch! We enjoyed a beautiful evening out there sipping wine. The rooms and lobby were beautiful as well, and the complimentary coffee and tea was such a nice touch. The staff was so friendly and attentive, and shared lots of tips about the area! I wish we stayed here longer!"

A verified traveler stayed at Portland Harbor Hotel

Posted 2 days ago

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?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This vacation home rental outside of Little Falls-South Windham offers a garden, a selection of games, and a barbecue grill 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 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.

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Little Falls-South Windham Vacation Rentals

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Vacation Rentals in Little Falls-South Windham

Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

Modern Cottage with Peeks of Ocean Views

Willard Beach–Private Apt Near Portland & Parks

Charming Studio apartment with WiFi, AC in welcoming Portland

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

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

Mint Ocean Promenade Condo, Steps to Old Port

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

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

The Globe House on Munjoy Hill - Walk to Breweries

Oceanside escape 🌊 perfect family getaway!

Historic 1849 Sea Cpt. Mansion; Weddings, Groups

Historic Elegance in the Heart of Portland

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

Amazing West End apartment walkable to downtown and the waterfront.

Find out more about Little Falls-South Windham

Recent reviews of Little Falls-South Windham properties

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

Portland Regency Hotel & Spa

Tru by Hilton Portland Airport Area

Canopy by Hilton Portland Waterfront

La Quinta Inn & Suites by Wyndham Portland

Portland Harbor Hotel

Clarion Hotel Portland

Ramada Plaza by Wyndham Portland

Quality Inn & Suites

Frequently asked questions