Pleasant Pond Vacation Rentals

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Our top choices for Pleasant Pond vacation rentals

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

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!

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

Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf
Highland Plantation
10.0 out of 10, Exceptional, (107)
"Great place, just what we needed, and great hosts."
United States
Michael S.
$150 nightly
The price is $164
Dec 14 - Dec 15
Total with taxes and fees
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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

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

Kennebec Riverside Cabins

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

Post and beam cabin with king and bunk

Post and beam cabin with king and bunk
Shirley Mills
10.0 out of 10, Exceptional, (43)
"Cabin was very clean and well stocked. Great place! The host was very nice and will definitely be going back! "
United States
Ryan N.
$198 nightly
The price is $216
Dec 14 - Dec 15
Total with taxes and fees
Post and beam cabin with king and bunk

Spacious 5-Bedroom House on Wyman Lake near The Forks, ME - Sleeps 14

Spacious 5-Bedroom House on Wyman Lake near The Forks, ME - Sleeps 14
Caratunk
Spacious 5-Bedroom House on Wyman Lake near The Forks, ME - Sleeps 14

Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access

Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access
Carrabassett Valley
9.0 out of 10, Wonderful, (7)
"Our family had a great stay. The home is clean, cared for and comfortable. Great proximity to Sugarloaf. We would book again. Prep communication ahead of time. Not a fault of the owners, just a result of the service in the Sugarloaf area. We enjoyed going off the grid for a few days! Thanks so much for a wonderful stay!"
United States
Alison S.
Cozy Winter Hideaway Near Sugarloaf Mountain with Ski Shuttle Access

Dog-friendly cabin - Built in 2022!

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!

Welcome Outdoor Enthusiasts! Atv and snowmobile access

Welcome Outdoor Enthusiasts! Atv and snowmobile access
Bingham
10.0 out of 10, Exceptional, (27)
"Great place to stay for access to the ATV trails. Hopefully we will be back soon."
United States
Jason F.
Welcome Outdoor Enthusiasts! Atv and snowmobile access

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

Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace
Carrabassett Valley
10.0 out of 10, Exceptional, (4)
"This property was perfect for our family and two labs! Very convenient to Sugarloaf and the kitchen was fantastic to cook a great big dinner Saturday night. "
United States
Jennifer S.
Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

Cottage on the Kennebec

Cottage on the Kennebec
Caratunk
10.0 out of 10, Exceptional, (80)
"It was on a beautiful river and there was every amenity you could think of."
United States
Gerard
Cottage on the Kennebec

Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!

Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!
Moscow
9.8 out of 10, Exceptional, (108)
"What you see is what you get! Solar power, gravty fed water and a whole lot of quiet! Being right on atv access was a major plus as well! We definitely will be back!"
United States
Stephanie W.
Streamside Campsite plus tiny cabin combines classic camping with rustic charm!!

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, (19)
"Great location for access to ATV trails! Space was great and nice to have the toilet separate from shower."
United States
Anonymous traveler
Charming renovated Bank building direct access for ATV/ snowmobiles

Valley Home with Game Room, Walking Distance to Narrow Gauge Trails & Restaurant

Valley Home with Game Room, Walking Distance to Narrow Gauge Trails & Restaurant
Carrabassett Valley
9.4 out of 10, Exceptional, (6)
"Comfortable and clean, plenty of towels and kitchen ware, super convenient to Kingfield, Sugarloaf and Stratton"
United States
Cindy W.
Valley Home with Game Room, Walking Distance to Narrow Gauge Trails & Restaurant

Updated retreat minutes from Sugarloaf

Updated retreat minutes from Sugarloaf
Carrabassett Valley
9.2 out of 10, Wonderful, (5)
"It was an enjoyable stay, only ten minutes away from sugar loaf. The apartment was clean and very comfortable."
United States
Richard C.
Updated retreat minutes from Sugarloaf

Cedar Retreat Cabin (Direct ATV/Snowmobile access)

Cedar Retreat Cabin (Direct ATV/Snowmobile access)
Shirley Mills
10.0 out of 10, Exceptional, (1)
"We just spent over a week at Cedar Retreat Cabins and it was hands down the best experience we've ever had at a rental. The place was stocked with everything you could possibly need—things you wouldn't even expect, but greatly appreciated. The photos don't do it justice; it’s even more stunning in person. The host was fantastic, and we had zero issues with anything during our time here. I can't recommend this place enough. Book it while you can, because we’ll definitely be back! Thanks again for...
United States
Nathan
Cedar Retreat Cabin (Direct ATV/Snowmobile access)

1 Bedroom Riverside Cabin in The Forks, ME, pet friendly

1 Bedroom Riverside Cabin in The Forks, ME, pet friendly
The Forks
1 Bedroom Riverside Cabin in The Forks, ME, pet friendly

Post and beam cabin with queen size and bunk

Post and beam cabin with queen size and bunk
Shirley Mills
10.0 out of 10, Exceptional, (27)
"We thoroughly enjoyed our stay. The location, accommodations, and host (Julie), were really great! "
United States
Madeline F.
$198 nightly
The price is $216
Dec 14 - Dec 15
Total with taxes and fees
Post and beam cabin with queen size and bunk

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

Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace
Carrabassett Valley
9.0 out of 10, Wonderful, (2)
"House was spacious, enjoyed the hot tub, "
United States
Brianna T.
Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (10)
"Great location to stay at for whitewater rafting with the family. Property was as described with plenty of space for everyone to relax after being outdoors all day. "
United States
Audra S.
$291 nightly
The price is $317
Dec 14 - Dec 15
Total with taxes and fees
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!
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 Pond Hotel Reviews

Find out more about Pleasant Pond

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

Pleasant Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Pond. 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 Pleasant Pond 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 $164 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 Pleasant Pond rentals

At Expedia, we put the best Pleasant Pond 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 Pond 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 Pond 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 Pond. 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

Are there vacation rentals in Pleasant Pond?

Yes, we offer vacation rentals close to well known attractions in Pleasant Pond, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Pleasant Pond?

Charming renovated Bank building direct access for ATV/ snowmobiles: Visitors like this Pleasant Pond vacation home rental. It 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 Pond?

While you're exploring the area, Appalachian Trail and Moxie Falls are a couple of picturesque spots to get outside and enjoy nature. Moxie Pond and Wyman Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Pleasant Pond?

Vacation rentals are private properties you can reserve for a couple days or more in Pleasant Pond. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.