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Pleasant Ridge 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 Pleasant Ridge vacation rentals

Room

1. Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature

Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
Pleasant Ridge Plantation
The price is CA $169
CA $215 total
includes taxes & fees
Oct 20 - Oct 21
Rustic, Private Log Cabin near Augusta, Maine, Perfect for a Weekend Getaway in Nature
A wooden cabin with a dining area and a window overlooking a forest.

2. Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf

Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (121 reviews)
"We loved staying at this rustic cabin. Very clean and comfortable. Liked the outdoor screened building. Thanks Lois."
United States
Doug D.
The price is CA $163
CA $256 total
includes taxes & fees
Oct 23 - Oct 24
Rural Maine cabin near Flagstaff Lake, Bigelow Preserve and Sugarloaf
A modern living room with a beige sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets, and a mounted TV on the wall.

3. Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.2 out of 10, Wonderful, (26 reviews)
"Very wonderful charming place to stay in the western mountains!"
United States
Eric S.
The price is CA $126
CA $238 total
includes taxes & fees
Oct 20 - Oct 21
Charming renovated Bank building direct access for ATV/ snowmobiles
A living room with a sofa, a coffee table, a TV, and a window with curtains.

4. Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (12 reviews)
"Was a very nice place, just as the pictures show, and described."
United States
Christopher T.
The price is CA $126
CA $475 total
includes taxes & fees
Nov 3 - Nov 4
Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!
A two-story house with a red door, a front porch, and a small front yard with a wooden deck and flowers.

5. Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!

Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
Bingham
The price is CA $224
CA $466 total
includes taxes & fees
Oct 29 - Oct 30
Comfortable, Peaceful 3-Bedroom Apartment with AC. Pet-Friendly!
A room with a large sliding glass door leading to an outdoor deck with a view of autumn trees and mountains.

6. Mountain Escape - Views • Firepit • Near Sugarloaf

Mountain Escape - Views • Firepit • Near Sugarloaf
Kingfield
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful location. House was well appointed."
United States
Ruth S.
The price is CA $242
CA $691 total
includes taxes & fees
Nov 8 - Nov 9
Mountain Escape - Views • Firepit • Near Sugarloaf
A cozy cabin interior with a wooden ceiling, a sofa, a patterned armchair, a table with a coffee cup, and large windows with curtains.

7. Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit

Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
3.0 star property
North Anson
The price is CA $178
CA $383 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
A cabin with a stone foundation, wooden exterior, and a covered porch.

8. Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit

Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
Embden
10.0 out of 10, Exceptional, (1 review)
"Our stay was one of the best we have experienced. Our host so helpful and went out of his way to make sure our needs were met. The apartment was very clean and comfortable. Outdoors was clean and beautiful with all the fall colors and the sound of the river perfect. We will definitely be back for ski season. Thank you Chris for making our stay one of the best."
United States
Pat M.
The price is CA $124
CA $375 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Ski Basecamp Riverfront Cabin + Fire Pit
A covered outdoor area with wooden benches and lattice railings.

9. 2 Bedroom Riverside Cabin

2 Bedroom Riverside Cabin
The Forks
The price is CA $456
CA $576 total
includes taxes & fees
Oct 20 - Oct 21
2 Bedroom Riverside Cabin
A wooden cabin with a porch, surrounded by trees.

10. Riverside Cabin in The Forks

Riverside Cabin in The Forks
The Forks
The price is CA $456
CA $576 total
includes taxes & fees
Oct 20 - Oct 21
Riverside Cabin in The Forks
A wooden deck with a table and chairs, surrounded by a wooden railing, overlooking a forested area.

11. 1 Bedroom Riverside Cabin in The Forks, ME

1 Bedroom Riverside Cabin in The Forks, ME
The Forks
The price is CA $456
CA $576 total
includes taxes & fees
Oct 20 - Oct 21
1 Bedroom Riverside Cabin in The Forks, ME
A wooden deck overlooking a lake with trees in the background.

12. Kennebec Riverside Cabins

Kennebec Riverside Cabins
2.0 star property
West Forks
6.8 out of 10, (6 reviews)
"The cabins were located right on the river with amazing view peaceful and quiet. What a great place to stay too get away from all the hustle and bustle 0f big city’s. "
United States
Dan
The price is CA $410
CA $447 total
includes taxes & fees
Oct 20 - Oct 21
Kennebec Riverside Cabins
A modern kitchen with a wooden island, white cabinets, and a view of the outdoors.

13. Sugarloaf Mountain Fir Avenue C3004

Sugarloaf Mountain Fir Avenue C3004
Carrabassett Valley
The price is CA $495
CA $691 total
includes taxes & fees
Oct 22 - Oct 23
Sugarloaf Mountain Fir Avenue C3004
A forest with a wooden bench and a small fire pit.

14. Large Cabin with Riverview in The Forks

Large Cabin with Riverview in The Forks
West Forks
7.6 out of 10, Good, (7 reviews)
"The cabin was perfect for what we needed. It was clean and in a great location."
United States
Rachel T.
The price is CA $456
CA $576 total
includes taxes & fees
Oct 20 - Oct 21
Large Cabin with Riverview in The Forks
A compact kitchen with wooden cabinets, a stove, a microwave, and a refrigerator.

15. Sugarloaf Mountain Crocker Mountain Road 2135

Sugarloaf Mountain Crocker Mountain Road 2135
Carrabassett Valley
9.4 out of 10, Exceptional, (3 reviews)
"Condo was absolutely fantastic. Large, spacious, yet with plenty of space for privacy. Kitchen was fully stocked and for a family of chefs, we found that it lacked nothing. "
United States
Maria d.
The price is CA $638
CA $890 total
includes taxes & fees
Oct 21 - Oct 22
Sugarloaf Mountain Crocker Mountain Road 2135
A modern interior with a wooden ceiling, a living area with a sofa and a dining table set, and a kitchen with bar stools.

16. Ski-In/Ski-Out | Whiffletree Outside Your Door

Ski-In/Ski-Out | Whiffletree Outside Your Door
Carrabassett Valley
10.0 out of 10, Exceptional, (13 reviews)
"Lovely condo. Well appointed and surprisingly quiet (July 4 weekend). Really enjoyed our stay. Thanks!"
United States
John M.
The price is CA $458
CA $923 total
includes taxes & fees
Oct 20 - Oct 21
Ski-In/Ski-Out | Whiffletree Outside Your Door
A narrow hallway with a seating area on the right, a window, and a door at the end.

17. Sugarloaf Mountain Village Center C3030

Sugarloaf Mountain Village Center C3030
Carrabassett Vly
The price is CA $212
CA $291 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Mountain Village Center C3030
A living room with a stone fireplace, a television, and a sofa.

18. Sugarloaf Mountain Gondola Village C2194

Sugarloaf Mountain Gondola Village C2194
Carrabassett Vly
The price is CA $212
CA $291 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Mountain Gondola Village C2194
A living room with a sofa, a coffee table, and two lamps. There is a door leading outside.

19. Sugarloaf Mountain Snowbrook Village C2564

Sugarloaf Mountain Snowbrook Village C2564
Carrabassett Vly
The price is CA $212
CA $291 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Mountain Snowbrook Village C2564
A hallway with a bench, a door, and a wall-mounted picture.

20. Sugarloaf Mountain Westwind C005

Sugarloaf Mountain Westwind C005
Carrabassett Vly
The price is CA $212
CA $291 total
includes taxes & fees
Oct 20 - Oct 21
Sugarloaf Mountain Westwind C005
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 Pleasant Ridge Hotel Reviews

Sugarloaf Mountain Hotel

Sugarloaf Mountain Hotel

10/10 Excellent
"Amazing place!!"
Laci 1-night trip
Posted 13 hours ago
Sugarloaf Mountain Hotel

Find out more about Pleasant Ridge

Everything you need to know about Pleasant Ridge 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 Pleasant Ridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Pleasant Ridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Ridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Ridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Ridge vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Ridge vacation rentals we have selected for you start as low as CA $204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Ridge rentals

At Expedia, we put the best Pleasant Ridge 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 Pleasant Ridge 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 Pleasant Ridge 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 Pleasant Ridge. 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 Pleasant Ridge?

Yes, we have vacation rentals close to well known points of interest in Pleasant Ridge, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Pleasant Ridge has to offer?

Charming renovated Bank building direct access for ATV/ snowmobiles: This vacation home rental outside of Pleasant Ridge is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Pleasant Ridge?

Kennebec River and Wyman Lake are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Appalachian Trail and Flagstaff Lake.

What are vacation rentals like in Pleasant Ridge?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Pleasant Ridge. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.