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Holiday Rentals in Pleasant Ridge

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Holiday Rentals in Pleasant Ridge

Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Strong
9.4 out of 10, Exceptional, (137)
"Very relaxing!"
United States
Bradford B.
The price is €108
includes taxes & fees
30 Nov - 1 Dec
Paddle, float, fish, or rope swing into the near by crystal clear mountain lake.

Sugarloaf camp - ski/ outdoors rustic retreat

Carrabassett valley
10.0 out of 10, Exceptional, (14)
"It was close to my work and a good place to stay "
United States
Johnnie B.
Sugarloaf camp - ski/ outdoors rustic retreat

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Highland Plantation
10.0 out of 10, Exceptional, (106)
"Great place, just what we needed, and great hosts."
United States
Michael S.
The price is €145
includes taxes & fees
1 Dec - 2 Dec
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

Dog-friendly chalet + hot tub, EV charger

Carrabassett Valley
10.0 out of 10, Exceptional, (17)
"We had a great early Spring stay at Loafer’s Lodge - well appointed, comfortable and clean. The decks and hot tub were especially nice and the house has everything we needed. Thanks for a great stay"
United States
Carolyn M.
Dog-friendly chalet + hot tub, EV charger

Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi!

2.0 star property
Caratunk
9.6 out of 10, Exceptional, (21)
"Plenty of space, clean. Great stay"
United States
Lindsey P.
Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi!

Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

Carrabassett Valley
9.8 out of 10, Exceptional, (14)
"Property was excellent. The check in / out process was smooth and easy. The main living area was well set up. We spent a great deal of time chatting around the bar and table in the open concept set up, as well as on the spacious deck. The hot tub was the best one we've encountered in our travels, my group of golfer particularly enjoyed its foot massager function! There were plenty of beds and all were comfortable. We would definitely book this location again and have shared it with friends for...
United States
Anonymous traveller
Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

On Mountain Home, Spectacular Mountain Views, Ski to the Door

Carrabassett Valley
10.0 out of 10, Exceptional, (71)
"We really enjoyed our vacation in this spacious open plan house. We entertained our family and everyone had plenty of room to sit in the comfortable living areas. The family room in the lower level is well equipped for fun and relaxation for all ages. After a busy day we appreciated the comfortable beds. We made many memories during our stay and hope to return next summer."
United States
Joanne K.
On Mountain Home, Spectacular Mountain Views, Ski to the Door

Sugarloaf West Mountain Summit Lodge

Sugarloaf
9.2 out of 10, Wonderful, (47)
"This was the second time I've stayed at Jill's with my family and we had a great time! Plenty of space for our group!"
United States
Kailey H.
The price is €1,149
includes taxes & fees
30 Nov - 1 Dec
Sugarloaf West Mountain Summit Lodge

Charming renovated Bank building direct access for ATV/ snowmobiles

Bingham
9.2 out of 10, Wonderful, (19)
"Great place for an old bank. Only down side was no electrical outlets in the bathroom or toilet closet. Very convenient location for our needs"
United States
David H.
Charming renovated Bank building direct access for ATV/ snowmobiles

Luxury Ski-In/Out Condo at Whiffletree SuperQuad

Carrabassett Valley
10.0 out of 10, Exceptional, (2)
"Our stay here was wonderful. The condo is very spacious, clean, organized and had everything we needed and then some. Steps to whiffletree made taking the scenic lift ride easy. We were able to just walk to the base lodge and all surrounding restaurants on mountain. Perfect location! Beautiful space. We will definitely be back."
United States
Ashley P.
The price is €818
includes taxes & fees
30 Nov - 1 Dec
Luxury Ski-In/Out Condo at Whiffletree SuperQuad

Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Kingfield
9.6 out of 10, Exceptional, (53)
"Fantastic place"
United States
Andrew M.
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways

Carrabassett River Retreat

Kingfield
10.0 out of 10, Exceptional, (4)
"Cozy, comfortable, easy access to huts-and-trails and Sugarloaf. Beautiful property. Excellent host."
United States
Cathy E.
Carrabassett River Retreat

Mountain-View Deck! Cabin By Mt Abraham Skiing

2.0 star property
Salem Township
Mountain-View Deck! Cabin By Mt Abraham Skiing

Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

2.0 star property
Carrabassett Valley
10.0 out of 10, Exceptional, (10)
"Amazing property. Alaina was so attentive and responsive. Highly recommend this beautiful property. "
United States
Cynthia M.
Mountain Haven: A cozy 5-bedroom chalet only 6 miles from Sugarloaf access road!

Private home next to snowmobile access trail with stunning winter views!

2.0 star property
Carrabassett Valley
Private home next to snowmobile access trail with stunning winter views!

Kennebec Riverside Cabins

2.0 star property
West Forks
7.2 out of 10, Good, (5)
"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
Kennebec Riverside Cabins

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Madison
9.6 out of 10, Exceptional, (72)
"A lovely stay as always. Beautiful lake and cozy camp. The sunrise is my favorite. "
United States
Joy S.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Dog-friendly cabin - Built in 2022!

Carrabassett Valley
9.6 out of 10, Exceptional, (12)
"The property was great, plenty of room and super clean. Close to mountain."
United States
lisa e.
Dog-friendly cabin - Built in 2022!

Ski Camp - Sugarloaf

Kingfield
Ski Camp - Sugarloaf

Expansive Getaway with Mountain Views, Hot Tub, Home Theater & Game Room

Carrabassett Valley
8.8 out of 10, Excellent, (17)
"Lovely home and location!"
United States
Owen W.
Expansive Getaway with Mountain Views, Hot Tub, Home Theater & Game Room
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

Find out more about Pleasant Ridge

Everything you need to know about Pleasant Ridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Ridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Ridge holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Ridge holiday rentals we have selected for you start as low as €108 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 holiday 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 holiday.

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 holiday rental in Pleasant Ridge?

Yes, there are holiday rentals close to the most popular sights in Pleasant Ridge, 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 Pleasant Ridge has to offer?

On Mountain Home, Spectacular Mountain Views, Ski to the Door: This holiday home rental outside of Pleasant Ridge is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Appalachian Trail and Embden Pond.

What are holiday rentals like in Pleasant Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Ridge. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.