Vacation rentals in Saddleback Mountain

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Top-rated vacation rentals in Saddleback Mountain

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Top guest favorite

A private deck features several black Adirondack chairs arranged for comfort, facing a panoramic view of a sunset over rolling hills and a lake. Soft lighting from string lights enhances the inviting atmosphere of the space.

Home in Woodstock

5 out of 5 average rating, 87 reviews

#1 View in Maine, Theater, HTub, Xbox, Golf, Lake

GuilhermeRating, 5 stars4 days ago

A true gem! Its impossible not to be impressed by the mountain views that this place offers, for me it's one of a kind! You can see they care a lot about the house, the movie theater is a lot of fun and adds a lot to the house, the rooms are spacious and comfortable, the arcade and the hot tub are the cherry on top. The host was nice and responsive the whole trip! I would love to come back and spend more time in this amazing home! Don't think twice, just book it

Superhost

Chalet in Woodstock

4.82 out of 5 average rating, 11 reviews

Cozy Mountainside Retreat– come explore & Relax!

JessicaRating, 5 stars1 month ago

Nathan‘s cabin was the perfect spot for our two families to gather for a ski weekend. We had plenty of room even with four kids and it was unbelievably convenient to get to Mt. Abram! The fireplace was an added bonus in the evenings.

Superhost

An outdoor corridor is shown, lined with wooden railings and covered in fresh snow. Natural sunlight filters through the trees in the background, creating a serene winter landscape. The corridor leads towards a doorway marked with the number 7.

Apartment in Carrabassett Valley

4.67 out of 5 average rating, 6 reviews

Centrally located 1 bedroom condo on mountain!

HayleyRating, 5 stars2 months ago

Amazing location! Easy walk to the lift to access the base area. Easy walk to shops and restaurants. Condo was comfortable and well stocked. The gas fireplace was great when we lost power from the super high winds. All questions were answered promptly and communication was clear. Definitely a great place on the mountain to stay.

Superhost

A serene lakeside deck is adorned with two Adirondack chairs and a small white table. The reflection of trees and a vibrant sunset is visible in the calm water, creating a peaceful setting for relaxation.

Cabin in Phillips

4.82 out of 5 average rating, 17 reviews

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

MarlinRating, 5 stars7 months ago

I you want to have a peaceful stay at a cabin in the woods, this place’s got it! The surrounding area was very beautiful. There’s lots to do in the pond right by the cabins. The hosts are awesome! They were very proactive and quickly responded to any questions/issues we had. They also provided great local recommendations (I would also add Rangeley Lake to the list). Overall, we had a great time and we were glad we chose this place!

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What guests are saying

Mountain Views | Hot Tub | 3 mins to Sunday River

4.93 out of 5 average rating, 43 reviews3 weeks ago

Beautiful place and location! We had a smaller group so the house was very spacious, comfortable, we all felt at home. Everyone had their own room. It was the perfect weekend for our last ski trip of the season. We got snow and plowing was taken care of. It was definitely a weight off our shoulder that we didn’t have to worry about that. The restaurants in the area were great! Food and live music! Smooth check in and out process. Recommend this place highly! Would love to come back and see how it is in the summer, but most definitely would love to come back in the winter! :D

Home in Newry

What guests are saying

R&R Mountain Retreat in Newry

5 out of 5 average rating, 40 reviews1 month ago

Bonnie and Sean’s Cabin is the perfect mountain getaway, either for skiing, hiking, golf or anything outdoors. It’s located 5 minutes away from Sunday River and is so close you’ll have a view of the slopes from your bedroom window. The cabin was spectacularly clean and was the perfect picture of a cozy mountain cabin. The hot tub was great and the privacy of the house was even better. Would definitely stay again !!

Chalet in Newry

What guests are saying

Cozy Lakefront Retreat

4.93 out of 5 average rating, 27 reviews6 months ago

We stayed here for a few days for a peaceful getaway trip. The location was beautiful and the area was very quiet! Both of the hosts were very nice and responsive to any questions we had. Everything was stocked in terms of kitchen supplies, linens, paper goods, etc. so we didn’t have much extra we needed to get which was so helpful. Would definitely stay here again!

Cabin in Mercer

What guests are saying

Tree House - Mooselookmeguntic Lake

5 out of 5 average rating, 4 reviews10 months ago

My family and I throughly enjoyed staying at the tree house. It’s right on the water to offer that camp feel yet also has a blend of that modern, small and cozy feel. Staying there was great, the house had all the basics one could need which helped make our stay that much easier. Unfortunately the weather was overcast most of our stay so we didn’t have a chance to fully enjoy the lake front view and dock, but our one moment where it was warm enough to jump in the water didn’t disappoint. Wish we had more opportunity to spend time down by the water. We’ve been to the Rangeley area before but this was our first time staying on this lake, we were also able to hike bald mountain and drive up quill hill in rangeley. There is plenty of spectacular views in the area and plenty of things to do. Next time we think of staying in the area we will certainly have this place in mind. We definitely would recommend staying here!

Home in Oquossoc

What guests are saying

2023 Build - Under 10 Minutes To Sunday River

4.87 out of 5 average rating, 30 reviews1 month ago

Alex’s house was great for a large group - big kitchen, dining and living room. It was a central place for us to all hang out on a weekend where we weren’t able to do a lot of skiing. Alex was very responsive to any questions we had regarding finding the house, trash, etc. the bedrooms were large and comfy. Hot tub was an added bonus for the winter weather!

Home in Bethel

What guests are saying

Beautiful 3 bedroom camp on Embden Pond!

4.78 out of 5 average rating, 18 reviews6 months ago

Was everything the posting said, pictures were exactly right. Beautiful area. Crystal clear lake, beautiful kayaking, walking trails to beach. Easy walk even for a two yr old. Thoroughly enjoyed our stay. Kayla was an excellent host. Very responsive to any questions or needs. Had an issue with shower that was addressed and fixed same day. I can’t say enough about how nice this was. Thank you again for having us

Cabin in Embden

What guests are saying

Private lakefront cabin Flagstaff Oasis.

4.99 out of 5 average rating, 94 reviews1 month ago

Michael is an excellent host, quickly responsive and very accommodating. The house is awesome - cozy north woods vibes, tasteful decor, comfortable furniture, very clean, and absolutely beautiful location. Private yard overlooking the lake through the trees. Super quiet and peaceful spot. This was our second time staying here and we hope to go back again!

Cabin in Eustis

What guests are saying

Ten Tempest Ridge

4.86 out of 5 average rating, 44 reviews1 month ago

Staying at Betsy's condo was a great experience. There was more than enough space for our party of 4 adults and 3 kids (and 1 dog!). The place is beautiful and very well appointed. The location can't be beat. We could ski out straight down the backyard to the Roadrunner trail and/or take a 2 minute walk to the Tempest trail. Betsy was a great communicator as well. We had a handful of ticky-tacky type questions and she was very prompt and generous in her responses.

Townhouse in Newry

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Other great vacation rentals in Saddleback Mountain

Top guest favorite

A covered entryway is situated beneath an upper porch, featuring a wooden bench beside a welcoming door. A stack of firewood is neatly arranged to the right, partially covered with a tarp. Soft lighting illuminates the space, accompanied by scattered autumn leaves.

Home in Greenwood

5 out of 5 average rating, 15 reviews

Cozy Greenwood Condo!

AnnieRating, 5 stars1 month ago

This condo, conveniently on the ground floor, and was clean and inviting. The wood stove provided warmth and ambiance. The furnishings included a modern well appointed coffee bar, ski themed decorations and two comfortable couches to gather around the wood stove after a day outside of adventuring. There was a mud room for outdoor clothing and boots and the bed was comfortable. The artwork in the bedroom is a fun ski-themed print. A lovely ski weekend.

Superhost

A spacious interior showcases a modern design with exposed wooden beams and large windows allowing natural light to fill the area. Glass railings overlook an open space below, creating a sense of openness and connection to the surrounding greenery.

Home in Carrabassett Valley

5 out of 5 average rating, 4 reviews

The Epic Sugarloaf Family Getaway!

KarenRating, 5 stars1 month ago

This place was very convenient to the mountain with a lift nearby and it was very clean and incredibly spacious. David is very accommodating and helpful. We sorely missed having coffee available in the morning but really that was our fault for not bringing it as it was not advertised that there would be any I just assumed for the price there would be a little coffee. Overall though great stay and very nice place - thank you!

Top guest favorite

An outdoor seating area is presented with a spacious sectional sofa made of dark wicker, positioned under a covered patio. The lawn extends towards the private sandy beach and dock by the lake, with a view of kayaks and trees in the background.

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars5 months ago

This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!

Guest favorite

Home in Dallas Plantation

4.93 out of 5 average rating, 29 reviews

Ski/snowmobile retreat-hot tub

HilaryRating, 5 stars1 month ago

This house is OUTSTANDING! The location is perfect, the house is spotlessly clean, top of the line kitchen. Our stay could not have been more perfect.

Guest favorite

A cozy cabin interior features a blend of wooden walls and laminate flooring. Comfortable seating is arranged around a wooden table. Windows allow natural light, and a door provides access to the outside. A small kitchen area is also visible, showcasing basic amenities.

Cabin in Moscow

4.95 out of 5 average rating, 92 reviews

Cabins/Sporting camps-great location

EricRating, 5 stars6 months ago

This is a gem of a place. Very close to where we wanted to bird hunt. Access to ATV trails (be respectful and drive slow on access/shared roads). All that you need is in this place. We stayed in Cabin #1. As she mentioned just bring a towel and toiletries. We ate out all the time. Breakfast and lunch at Bingham General Store. Dinner at Patrick’s Pub one night, next night at Kennebec River Brewing. We’ll be back for sure.

Guest favorite

Cabin in Eustis

4.89 out of 5 average rating, 166 reviews

Brivera in the Mountains-20 min to Sugarloaf!

AlexandraRating, 5 stars3 weeks ago

Great place to stay! Everything was perfect for my group and felt very spacious. Great cabin to stay for a group Sugarloaf trip. Pro tip: Like the host describes, in the winter months be sure to drive an all wheel drive car. The driveway is uphill.

Guest favorite

A tranquil lakeside scene features a spacious dock with outdoor seating under a large umbrella. Kayaks are positioned along the edge, while a serene sunset casts warm hues over the water. An American flag gently waves beside the dock, completing this peaceful view.

Cabin in Belgrade

5 out of 5 average rating, 7 reviews

Great Pond Getaway|Lakefront|Dock|Sunset Views

ElizabethRating, 5 stars7 months ago

Wonderful weekend stay w our adult children. Kitchen had everything we needed to make dinner. Views of the lake were stunning. We all enjoyed a swim and paddle in the kayaks.

Superhost