Little Falls-South Windham Vacation Rentals from $147: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Little Falls-South Windham has to offer?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat : This vacation home rental outside of Little Falls-South Windham is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Little Falls-South Windham vacation rentals

A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

1. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Westbrook

Bianca L.

$436 nightly

Oct 26 - Oct 27

Total with taxes and fees

A bedroom with a large bed, white curtains, and a view through the windows.

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

Westbrook

Angela B.

$443 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

3. The Weldon Hotel

Downtown Portland

Victoria

$272 nightly

Nov 3 - Nov 4

Total with taxes and fees

A dirt path in a park with autumn foliage.

4. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

Genevieve W.

$577 nightly

Oct 22 - Oct 23

Total with taxes and fees

A wooden cabin with a deck, outdoor seating, and a portable toilet in a forest.

5. THE LILLIPAD.Off-grid A frame. Sebago lake region!

Standish

Alex D.

$264 nightly

Oct 22 - Oct 23

Total with taxes and fees

A multi-story building with a stone facade, large windows, and a corner entrance.

6. Evalina Hotel

Downtown Portland

Rick

$402 nightly

Nov 17 - Nov 18

Total with taxes and fees

A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

7. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

$99 nightly

Oct 22 - Oct 23

Total with taxes and fees

A two-story house with a covered front porch and a brick foundation.

8. Luxury on Back Cove - Three Gables

Rosemont

Carly B.

$472 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Little Falls-South Windham Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Very nice place to stay."

Portland Harbor Hotel

10/10 Excellent

"Excellent, well-situated hotel. Front desk personnel were helpful and courteous. Sean and Simone were so kind in finding us the perfect room to suit our needs. Olivia at the bar in the evening was professional; we enjoyed our conversations with her. Great coffee-nook with perfect additions for a continental breakfast. Thanks to all who helped make our stay so enjoyable."

Hampton Inn Portland Downtown - Waterfront

8/10 Good

"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."

Fireside Inn & Suites Portland

10/10 Excellent

"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."

Find out more about Little Falls-South Windham

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Little Falls-South Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Little Falls-South Windham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Little Falls-South Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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

At Expedia, we put the best Little Falls-South Windham vacation 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 vacation.

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 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?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat: This vacation home rental outside of Little Falls-South Windham is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.

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Our top choices for Little Falls-South Windham vacation rentals

1. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

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

3. The Weldon Hotel

4. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

5. THE LILLIPAD.Off-grid A frame. Sebago lake region!

6. Evalina Hotel

7. Portland 1-bedroom with enclosed porch & parking

8. Luxury on Back Cove - Three Gables

9. Great suburban location close to town!

10. Cozy 1-bedroom cottage in soothing Standish with AC

11. Glorious getaway on Portland's Eastern Promenade.

12. Spacious 3 BR in Portland's Libbytown!

13. Waterfront Access with Kayaks, Private Deck and a Firepit

14. Adorable Portland getaway on the Eastern Promenade

15. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

16. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

17. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

18. Sunny Spot with Private Parking.

19. Cozy 2-bedroom house with shared beach access to Sebago Lake

20. Modern & Sunny House Steps from the Promenade.

Find vacation rentals that suit your style

Top Little Falls-South Windham Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

Ramada Plaza by Wyndham Portland

Holiday Inn Portland-By the Bay by IHG

Portland Harbor Hotel

Tru by Hilton Portland Airport Area

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

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Grand Beach Inn

Find out more about Little Falls-South Windham

Frequently asked questions

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