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South Waterford Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for South Waterford vacation rentals

A room with a large window, a sofa with patterned cushions, a small table with a vase of flowers, and a radiator.

1. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.0 out of 10, Very good, (209 reviews)
"Great place, had an amazing time!"
United States
SHREOSHI
$124 nightly
The price is $135
Oct 25 - Oct 26
Total with taxes and fees
Evergreen Valley Inn by Coolvacay
A bedroom with a large bed, a fireplace, a hanging chair, and a view of a forest and stream.

2. Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass

Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
Norway
10.0 out of 10, Exceptional, (11 reviews)
"Such a great and cozy few days away from reality, highly recommend this warm, home away from home kind of place!"
United States
Elizabeth S.
$763 nightly
The price is $832
Oct 25 - Oct 26
Total with taxes and fees
Ultra Private, Crooked Reflections, Riverside Retreat, Hot Tub, Waterfront Glass
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

3. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$195 nightly
The price is $212
Oct 22 - Oct 23
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A wooden deck with outdoor seating, overlooking a lake with a view of trees and hills.

4. Perfect Maine Getaway - Waterfront w Sauna and Kayaks

Perfect Maine Getaway - Waterfront w Sauna and Kayaks
Waterford
9.6 out of 10, Exceptional, (5 reviews)
"Great house with stunning view and wonderful hosts! Super clean and has everything you could need in and outside of the house. "
United States
Amy B.
$699 nightly
The price is $762
Oct 22 - Oct 23
Total with taxes and fees
Perfect Maine Getaway - Waterfront w Sauna and Kayaks
A hot tub on a deck with a view of a sunset over a valley.

5. EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED

EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
Harrison
9.0 out of 10, Wonderful, (6 reviews)
"It felt like having a main lodge or cabin AND a 'campsite' down by the river. Enjoyed kayaking and canoeing. Perfect for what we needed, as far as lots of room for kids and dog to run around. Liked the decor inside, nice vibe. We were sad to leave."
United States
Alisa B.
$720 nightly
The price is $785
Nov 11 - Nov 12
Total with taxes and fees
EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
A dock with kayaks and a paddleboard, surrounded by trees and calm water.

6. Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️

Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
Norway
9.6 out of 10, Exceptional, (26 reviews)
"The cabin was very clean and cozy and relaxing, we had a wonderful time there!"
United States
Colby S.
$675 nightly
The price is $736
Oct 22 - Oct 23
Total with taxes and fees
Cedar🏡 Waterfront💦 Hot tub🔥 Pool🎱 Privacy 🕵️
A bedroom with a bed, a wooden staircase leading to a bathtub, and a wall-mounted heater.

7. Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.8 out of 10, Excellent, (38 reviews)
"Great place to stay"
United States
Hannah G.
$158 nightly
The price is $172
Oct 22 - Oct 23
Total with taxes and fees
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
An aerial view of a lakeside property with a house, a dock, and a boat.

8. Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn

Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
Bridgton
10.0 out of 10, Exceptional, (72 reviews)
"Cabin is thoughtfully furnished and equipped.We enjoyed listening to the bird song in the mornings, while sitting on the dock."
United States
Peggy P.
$512 nightly
The price is $558
Oct 24 - Oct 25
Total with taxes and fees
Closest Lakefront Log Cabin with Stunning Views & Expansive Private Lawn
A modern kitchen with a large island, built-in appliances, and large windows offering views of trees.

9. Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna

Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna
Sweden
10.0 out of 10, Exceptional, (20 reviews)
"We had a lovely and restful stay!"
United States
Anna B.
$377 nightly
The price is $411
Oct 27 - Oct 28
Total with taxes and fees
Waterfront Eco Friendly House Near White Mountains, fire pit, outdoor sauna
A view through a window of a lake surrounded by trees and a small house.

10. Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway

Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
Bridgton
10.0 out of 10, Exceptional, (66 reviews)
"This was our second stay at Windsor Cottage, and it was just as wonderful as the first! The cottage is always spotless, beautifully furnished, and truly feels like a home away from home. We love the lake access, the pet-friendly accommodations, and being just minutes from downtown Bridgton. We can’t wait to come back again!"
United States
Cortney C.
$343 nightly
The price is $374
Oct 28 - Oct 29
Total with taxes and fees
Lakefront haven near Pleasant Mt-central location-25 mi. to N.Conway
A covered outdoor dining area with a wooden bar, white railings, and a view of a garden and road.

11. Peaceful 2-bedroom apartment In updated farmhouse!

Peaceful 2-bedroom apartment In updated farmhouse!
Lovell
10.0 out of 10, Exceptional, (4 reviews)
"Nicely updated while having an old cozy farmhouse feel. Check in and check out was very easy."
United States
Harrison P.
$192 nightly
The price is $209
Nov 2 - Nov 3
Total with taxes and fees
Peaceful 2-bedroom apartment In updated farmhouse!
A wooden cabin with a sloped roof, surrounded by snow-covered trees and a clear sky.

12. Manor Suite,cozy newly renovated,downtown & beach

Manor Suite,cozy newly renovated,downtown & beach
Bridgton
9.0 out of 10, Wonderful, (4 reviews)
"The Manor Suite was cozy and charming. It was walking distance from restaurants and shops. I would have loved to stay longer to explore the area.I hope to stay there again if I return to Bridgton next summer."
United States
Jennifer
$141 nightly
The price is $154
Oct 26 - Oct 27
Total with taxes and fees
Manor Suite,cozy newly renovated,downtown & beach
A white door with a window, two potted plants, and a welcome mat.

13. Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!

Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Bridgton
10.0 out of 10, Exceptional, (4 reviews)
"The house was clean and beautiful! The host made sure we had everything we needed including items for our doggie. We would definitely recommend staying here!"
United States
Jacqueline R.
$553 nightly
The price is $603
Oct 22 - Oct 23
Total with taxes and fees
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Terrace/patio

14. Little Acorn Landing

Little Acorn Landing
Norway
10.0 out of 10, Exceptional, (2 reviews)
"Great place clean and comfortable great host"
United States
phillip D.
$194 nightly
The price is $211
Oct 22 - Oct 23
Total with taxes and fees
Little Acorn Landing
A cozy living room with a sofa, a fireplace, a TV, and a window with blinds.

15. The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi

The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
Bridgton
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing. Great spot in Bridgton!"
Canada
Joshua
$360 nightly
The price is $392
Oct 26 - Oct 27
Total with taxes and fees
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
A spacious living room with a brown leather sofa, a flat-screen TV, and a wooden ceiling.

16. NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table

NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
Norway
10.0 out of 10, Exceptional, (2 reviews)
"We had a great couple of nights here, plenty of space for 6 adults and 3 kids. Everything was clean, worked well, and easy to find what we needed. Great location to drive back to after skiing and we'd definitely stay again if in the area. We all loved the hot tub!"
United States
Irene S.
$743 nightly
The price is $810
Nov 1 - Nov 2
Total with taxes and fees
NEW! Modern Getaway - Hot Tub/Fire Pit/Pool table
A rustic cabin with a wooden deck, surrounded by trees and fallen leaves.

17. Secluded 2BR Log Cabin on 52 Wooded Acres

Secluded 2BR Log Cabin on 52 Wooded Acres
Norway
$434 nightly
The price is $473
Oct 26 - Oct 27
Total with taxes and fees
Secluded 2BR Log Cabin on 52 Wooded Acres
Terrace/patio

18. Secluded A-Frame Cabin Retreat in Oxford

Secluded A-Frame Cabin Retreat in Oxford
Oxford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay."
United States
Justin P.
$352 nightly
The price is $384
Oct 22 - Oct 23
Total with taxes and fees
Secluded A-Frame Cabin Retreat in Oxford
A wooden deck with a kitchen area, including a grill, bar stools, and stainless steel appliances, overlooking a forest.

19. Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Modern Forest Cabin w/ Private Hot Tub & Fire Pit
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay, we took advantage of all the amenities. Cooked in the outdoor kitchen, used the fire pit every night, swam, floated and fished to the pond, hot tub and sauna were wonderful as well. Everything was very clean and new, all cabins have their own space and it was so quiet and peaceful. Already planning another trip!"
United States
Shawn
$352 nightly
The price is $384
Oct 22 - Oct 23
Total with taxes and fees
Modern Forest Cabin w/ Private Hot Tub & Fire Pit
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 South Waterford Hotel Reviews

Oxford Casino Hotel

Oxford Casino Hotel

8/10 Good
"very clean rooms, comfortable beds. The staff were friendly and helpful, however the casino was a bit of a disappointment, to many penny machines and hardly any dollar machines, or quarters..."
John 2-night trip
Posted less than an hour ago
Oxford Casino Hotel

Find out more about South Waterford

Everything you need to know about South Waterford 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 South Waterford 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 South Waterford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Waterford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Waterford. 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 South Waterford 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 $135 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 South Waterford rentals

At Expedia, we put the best South Waterford 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 South Waterford 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 South Waterford 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 South Waterford. 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 South Waterford?

Yes, we have vacation rentals near top points of interest in South Waterford, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental in South Waterford?

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: Visitors like this South Waterford vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

What can I see and do in South Waterford?

Explore the area and family-friendly sights such as Steamboat Landing Mini Golf, or get out into nature at a spot like Highland Lake. In the larger area, you’ll find Pennesseewassee lake and Moose Pond.

What are vacation rentals like in South Waterford?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in South Waterford. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.