Holiday Rentals Pleasant Ridge from £112: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pleasant Ridge holiday rentals

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

Highland Plantation

Nicole C.

includes taxes & fees

3 Jun - 4 Jun

Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!

Strong

Jacob Z.

includes taxes & fees

15 Jun - 16 Jun

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Madison

Scott

includes taxes & fees

8 Jun - 9 Jun

Charming renovated Bank building direct access for ATV/ snowmobiles

Bingham

Dan Y.

includes taxes & fees

3 Jun - 4 Jun

Mountain Escape - Views • Firepit • Near Sugarloaf

Kingfield

Stephanie W.

includes taxes & fees

2 Jun - 3 Jun

Summit Haus - Golf & Liftside Penthouse!

Carrabassett Valley

Brittany N.

includes taxes & fees

2 Jun - 3 Jun

Cozy apartment with lake access

Madison

Spacious modern living in a quite neighborhood

Madison

includes taxes & fees

2 Jun - 3 Jun

Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly!

Bingham

Christopher T.

includes taxes & fees

3 Jun - 4 Jun

Kennebec Riverside Cabins

West Forks

Dan

includes taxes & fees

3 Jun - 4 Jun

Steps to Lifts! Upscale Village Condo

Carrabassett Valley

J L.

includes taxes & fees

2 Jun - 3 Jun

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

The Forks

includes taxes & fees

2 Jun - 3 Jun

Large Cabin with Riverview in The Forks

West Forks

"The cabin was centrally located and a great fit for what we needed. We were a group of five and that seemed like a perfect number for the space (although theoretically I think it can sleep ten). If you plan to cook for larger groups you should bring some of your own pots and pans, and paper plates and utensils (the kitchen does have some things, but not enough for cooking for more than 3-4 ppl). Overall a great stay! The fire pit and river views were lovely. "

Rachel S.

includes taxes & fees

2 Jun - 3 Jun

Sugarloaf West Mountain Summit Lodge

Sugarloaf

Brent F.

includes taxes & fees

2 Jun - 3 Jun

Sugarloaf - Walk to Base, MTB & Golf Minutes Away

Carrabassett Valley

"Thank you, we had a wonderful stay. Jessica is an outstanding host. She checked in a few times to ensure we had everything we needed and that things were going well. The condo location is awesome, ski in/out and so close to the lodge. The updated amenities are top notch, comfortable accommodations and the light that comes into the kitchen/living area is lovely. We had everything we needed for a wonderful stay and the local beer/seltzers in the fridge were a thoughtful touch! "

Katie P.

includes taxes & fees

2 Jun - 3 Jun

Riverside Cabin in The Forks

The Forks

includes taxes & fees

2 Jun - 3 Jun

2 Bedroom Riverside Cabin

The Forks

includes taxes & fees

2 Jun - 3 Jun

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Pleasant Ridge Hotel Reviews

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

10/10 Excellent

"Perfect place to be able to take a trip with your pets! Close enough to plenty of places with things to do and getting dinner. I’d love to go back in the fall."

Sugarloaf Mountain Hotel

8/10 Good

"We went there at the end of May in 2026 therefore not many guests at hotel. Google Maps led us up access road to the top of the mountain, which ended at a gravel road. Incorrect information on Google Maps. Staff (Harrison) was very helpful at front desk. Restaurant (45 North) was pricey, but our meal was good. Our standard room was rather small and cramped with no desk in room. The golf course was a very good course."

Bingham Motor Inn

8/10 Good

"We stayed in room 36. Updated/renovated one. Pros - Check-in was easy. The housekeeper allowed us to use her code to check in 2 hours early. Pet friendly. Aside from hair in the shower, it was clean. Beds comfy. ATV trails right there! Right on main road so it can get noisy. Plenty of parking. It is pet-friendly. The cons - Was not able to get in touch with anyone until after we checked out. There’s no one on the property. I emailed through Expedia and their email directly. I attempted to text 2 numbers. Didn’t hear back on one until after we left. We saw an ad in the ATV map for 4pm check out if you Sat Fri & Sat night. This is not correct so that was disappointing… The pool doesn’t appear to be operable, so if you’re wanting a place with a pool this isn’t it. The single shampoo & conditioner container is so tiny, make sure to pack your own! But they gave us 4 soaps for the sink? Overall we had a good stay."

Carrabassett River Retreat

10/10 Excellent

"We had a great stay. Michael was very flexible and accommodating, quick to respond. There was plenty of room for our family of 4 and dog. House is easy to access and centrally located between town and the ski mountain. We we close to restaurants and able to cook a few meals in the kitchen and on the grill. The dog liked the river and front and back yards. Would book again."

Sugarloaf camp - ski/ outdoors rustic retreat

10/10 Excellent

"If you enjoy a rustic experience and the feel of off the grid on the grid Maine Ski camps, you’ll love this property. Great value and location for Sugarloaf. Matt is a super host, we had two snow storms in 3 days and I was always plowed out in time to get around. "

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 £112 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?

Welcome Outdoor Enthusiasts! Direct ATV access. : This holiday home rental outside of Pleasant Ridge is located near skiing, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 Flagstaff Lake.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pleasant Ridge holiday rentals

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

Paddle, float, fish, or rope swing into the lake. Direct ATV trail access too!

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming renovated Bank building direct access for ATV/ snowmobiles