Holiday rentals with a pool in Somerset County

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Top-rated rentals with a pool in Somerset County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Carrabassett Valley
4.92 out of 5 average rating, 12 reviews

Ski-In/Ski-Out Studio Condo w/ Après-Ski Comfort!

This cozy ski-in/ski-out studio condo offers direct access to the slopes and is conveniently located on the winter shuttle route, ensuring exceptional ease of access. It features a gas fireplace, a queen bed and a bunk bed, comfortably accommodating small families. After a day on the slopes, take advantage of onsite amenities, such as a pool and hot tub, available for an additional fee. The studio also includes a full kitchenette, making it an ideal and convenient choice for a mountain retreat.

Top guest favourite
A two-story building is featured, with a spacious balcony providing seating options. Large windows on the upper level allow ample natural light. The ground floor has two garage doors, and the exterior is finished in white siding, set against a backdrop of trees.
Guest suite in Pittsfield
4.97 out of 5 average rating, 39 reviews

Angel Mist Retreat Garage Apartment

Looking to get away from the hustle and bustle. You have found it! Watch for wildlife, while sipping coffee from the balcony of this cozy and stylish walkup apartment located in central Maine just minutes from I-95 between Augusta and Bangor. Ideal location for professionals, couples and parents traveling into Maine who enjoy solitude, but appreciate the comforts of modern amenities. Includes two king beds, stocked kitchen, large dining table, wifi, balcony off livingroom and master bedroom.

Top guest favourite
A spacious great room features vaulted wooden ceilings and a large leather sectional sofa. A wooden coffee table is centered on a patterned area rug, while large windows allow natural light to fill the space. A TV console is visible against the wall, enhancing the inviting environment.
Serviced apartment in Palmyra
4.97 out of 5 average rating, 34 reviews

Peaceful, Spacious Lodge with Golf & Sunset Views

Luxury home nestled in Fogg Brook Resort, it's the perfect spot for a family reunion, group golf trip, or weekend getaway. Steps from the pool, trails, indoor/outdoor games, and panoramic views of the golf course, campground, & sunsets, relaxing fun awaits. Nearby in the clubhouse, reserve a tee time for a challenging 18-hole round, practice your swing on our driving range, shop for a new driver at the pro shop, and enjoy live music, delicious food, local brews, and a full bar at Foggy’s Pub.

Guest favourite
The exterior of a three-story colonial home is showcased, featuring a large circular pool surrounded by a white fence. Lush green lawn and trees provide a serene backdrop, while a spacious deck extends from the house, offering ample seating and relaxation space.
Home in Newport
4.92 out of 5 average rating, 61 reviews

Maine Lakehouse Retreat with pool

Waterfront property on lake Sebasticook with 3 floors of living. Updated Colonial home with gourmet kitchen, granite countertops with island and farmhouse table overlooking a large deck with new 27' pool and a large lawn for family fun including a basketball court and 150' of waterfront with floating dock, canoe, Adult & youth kayaks & paddleboard. Short walk to boat landing, swimfront,riverwalk,restaurants, grocery stores, gas stations and more. Pontoon boat rental upon request pre-arrival.

Guest favourite
An open living area showcases a comfortable seating arrangement with gray sofas, complemented by a light coffee table. A dining table with wooden chairs is positioned near the well-equipped kitchen, featuring wooden cabinetry and modern appliances. Windows allow natural light to brighten the space.
Flat in Carrabassett Valley
4.86 out of 5 average rating, 44 reviews

*New Listing* Sugarloaf Ski In/Out Condo

Snowbrook Village Condo with 2 bedrooms, 2 bathrooms and 1 sofa bed. Can host 5-7 people. Perfect place to spend time outside during the day and relax by the fireplace in the evening. Kitchen is well outfitted so you need only bring your food and outdoor gear. Just a few steps away from the Snubber chairlift with pool and hot tubs available in the Village. Outside locker for your ski/golf equipment. Golf course, mountain bike trails, hiking and more nearby. Air conditioned in the summer.

Guest favourite
A cozy living area features a real wood fireplace with a brick surround and a television mounted above it. A plush red sofa with decorative pillows faces the fireplace, complemented by a coffee table designed for games. A door leads to a bedroom area in the background.
Apartment in Carrabassett Valley
4.86 out of 5 average rating, 51 reviews

Sugarloaf w/ Pool, Hot Tub, Shuttle & Trail Access

A great two bedroom, two bathroom condo located on Sugarloaf Mountain directly on the Shuttle Route. Park your car when you arrive and leave it! Walk to the lift across the parking lot or grab the shuttle right outside your door to get to the main lodge, restaurants, bars, groceries, Sugarloaf Outdoor Center, and the list goes on! Apres ski at any number of the hot spots then head for the heated indoor pool house for a swim. Mountain Bike trails network right outside your door!

Guest favourite
A view from a window showcases snow-covered grounds and a series of light blue buildings nestled against a backdrop of a snow-capped mountain. The bright sunlight creates a serene winter landscape.
Flat in Carrabassett Valley
4.94 out of 5 average rating, 16 reviews

Updated Family Ski-In/Out Condo w/ Pool Access

This bright, updated , 3-bedroom, 3-bath family condo is a ski-in/ski-out gem located in the popular slope-side Snowbrook neighborhood at Sugarloaf. You will be steps from the Snubber chairlift, as well as a trail system for hiking or cross-country skiing - plus, you will have access to the Association pool and hot tub facilities. The free shuttle service running from the top of the parking lot to the base of the mountain means you can park your car and focus on fun on the slopes!

Superhost
Apartment in Carrabassett Valley
4.78 out of 5 average rating, 51 reviews

Family Friendly Ski In/Ski Out Sugarloaf Condo

This studio condo just became available for the upcoming ski season. The condo is centrally located on the mountain with ski in and ski out access to the Snubber mid station chairlift. The unit has a queen bedroom with a sliding privacy door along with a queen sized Murphy bed. Condo also features a parking garage, ski locker, cable/wifi & cozy fireplace. Come and enjoy some of the best skiing & snowboarding or hiking & biking for your next vacation. You won't be disappointed!

Top guest favourite
A warm bedroom is presented with a spacious log bed, dressed in plaid bedding. Soft lighting from two bedside lamps creates a cozy atmosphere, while a window offers a view of the surrounding wooded area. A decorative 'SKI' sign adds a playful touch.
Townhouse in Carrabassett Valley
4.9 out of 5 average rating, 52 reviews

Sugarloaf Mt: on the mountain, pool, hot tub

Note: the sauna and hot tubs are NOT available in the summer and fall. On a dead-end street abutting Brackett Brook in Snowbrook Village, it is quiet and secluded. We are right next to the cross-country skiing, walking/hiking, mountain biking and snowshoeing trails. Walk approximately 700’ (2-3 minutes) to the Snubber ski lift or take the free shuttle that stops at the corner of the road and our parking lot every 20-30 minutes, depending on time of day.

Guest favourite
Flat in Carrabassett Valley
5 out of 5 average rating, 5 reviews

Beaver Brook Condo

Escape to Beaver Brook Condo, perfectly situated at the base of the Snubber Chair Lift for effortless ski-in/ski-out access at Sugarloaf. This cozy 1-bedroom, 1-bath retreat comfortably sleeps 5 and offers the ideal mountain getaway. After a day on the slopes, unwind with access to the shared pool and hot tub, included with your stay. Enjoy comfort, convenience, and a true slopeside experience all in one inviting space.

Guest favourite
Chalet in Carrabassett Valley
4.99 out of 5 average rating, 74 reviews

Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9

Entire chalet to yourself! 10 Min. drive or shuttle bus to Sugarloaf! Guests will have a great time staying at this cozy home located in a fun and quiet neighborhood right off Route 27. Great for all four seasons! Fish, hunt, hike, golf, and bike while its warm and ski, snowmobile, or cross country ski while the snow flies! A quick walk to a playground, pool, tennis & basketball courts, and the Carrabassett River.

Guest favourite
A single-story home is set against a backdrop of tall trees, featuring a front porch with white railings. The well-maintained lawn is complemented by a curved garden bed with mulch and shrubs, creating a welcoming exterior.
Home in Skowhegan
4.94 out of 5 average rating, 17 reviews

Home away from home

Skowhegan, Maine is centrally located to everything. It offers both a vibrant and unique downtown with close proximity to outdoor recreational areas. The Kennebec River runs through Skowhegan’s charming downtown area, and the town is easy to navigate. Pedestrian friendly sidewalks, downtown green spaces, and beautiful facades are worth the trip. Skowhegan has something for everyone.

Popular amenities for Somerset County rentals with a pool