Pleasant Pond Holiday Rentals

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Holiday Rentals in Pleasant Pond

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 NZ$322
includes taxes & fees
5 Dec - 6 Dec
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf

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

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

Kingfield
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

Post and beam cabin with queen size and bunk

Shirley Mills
10.0 out of 10, Exceptional, (27)
"My favorite stay of all the places we have been #trailbreakers"
United States
Jessica A.
The price is NZ$384
includes taxes & fees
2 Dec - 3 Dec
Post and beam cabin with queen size and bunk

Post and beam cabin with king and bunk

Shirley Mills
10.0 out of 10, Exceptional, (43)
"Nice new, clean and comfortable. Nice stay."
United States
Paul
The price is NZ$384
includes taxes & fees
9 Dec - 10 Dec
Post and beam cabin with king and bunk

Caddis Ridge Camp - West Forks

West Forks
9.2 out of 10, Wonderful, (5)
"Great location for hunting "
United States
Craig
Caddis Ridge Camp - West Forks

Post and beam cabin with bunk beds

Shirley Mills
10.0 out of 10, Exceptional, (20)
"Nice place to stay, enjoyed the star gazing"
United States
P B.
The price is NZ$384
includes taxes & fees
2 Dec - 3 Dec
Post and beam cabin with bunk beds

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

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

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

Bingham
10.0 out of 10, Exceptional, (25)
"everything was great, easy check in enough dishes and utensils in kitchen,dishwasher worked well,wifi worked great,easy acess from house"
United States
bern z.
Welcome Outdoor Enthusiasts! Atv and snowmobile access

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

Carrabassett Valley
10.0 out of 10, Exceptional, (4)
"My family and i really enjoyed our stay at this beautiful cabin. It was super clean and very comfortably for my family. We barely had to contact the host for anything. We would definitely come here again! "
United States
Linna C.
Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

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!!

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!!

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

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)

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

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

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

Carrabassett Valley
10.0 out of 10, Exceptional, (1)
"Stayed here for the weekend of the sugarloaf marathon. Was perfect location, host was very accommodating, lovely clean home."
United States
Danita S.
Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace
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 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 Pond holiday rental for you. At Expedia, you can take your pick from private holiday 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 Pond holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Pond holiday 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 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 Pond 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 Pond holiday rentals we have selected for you start as low as NZ$322 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Pond rentals

At Expedia, we put the best Pleasant Pond 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 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 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 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 holiday rentals in Pleasant Pond?

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

Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi!: This holiday home rental outside of Pleasant Pond is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Big Indian Pond are a couple of places you'll find in the wider area.

What are holiday rentals like in Pleasant Pond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Pond. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.