Holiday rentals with a pool in Somerset County

Find and book unique homes with a pool on Airbnb

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
The exterior of a multi-story condo building is displayed, featuring a deep red wooden facade and multiple balconies. A wooden walkway leads to the entrance, surrounded by greenery, with cloudy skies overhead.
Condo in Carrabassett Valley
4.95 out of 5 average rating, 91 reviews

Ski-in-ski-out-sugarloaf-condo

This Ski-in-ski-out condo is across from the health and fitness center (pool/hot tubs/gym/cafe). Walk 10 minutes or take the free shuttle to the Sugarloaf Mountain Village. Just a few minutes walk to the Shipyard Brew Haus. It is directly next to the Snubber Trail and Lift mid-station. A nearby trail system links to the Nordic Center for skiing, biking, and snowshoeing. Very comfy King size bed, twin bed, pull out couch, full size refrigerator and a 55" TV with Netflix, Hulu... Ideal location!!

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
4.98 out of 5 average rating, 42 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.
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
Apartment in Carrabassett Valley
5 out of 5 average rating, 20 reviews

Prime Location, Park & Walk! AC For The Summer!

Your family will enjoy unparalleled convenience when you stay at this centrally located condo on Sugarloaf Mountain. This prime location offers ski-in/ski-out access, with chairlifts visible from your unit. The condo features a queen-sized Murphy bed, built-in bunk beds, full bathroom, living room equipped with a gas fireplace, and a compact kitchen. Additionally, you can easily walk to nearby restaurants and shops. The property is also situated on the shuttle route for added accessibility.

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.
Condo 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
The kitchen features wooden cabinetry and a modern design with ample counter space. A stainless steel fridge and coffee maker are visible alongside a sleek electric stove. Four tan bar stools provide seating at the granite countertop, enhancing the functional layout.
Condo in Carrabassett Valley
4.94 out of 5 average rating, 49 reviews

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

Editors choice!! Located in the heart of the action!! Beautiful post and beam, ski-in/ski-out Birchwood penthouse perfect for a family and friends getaway. Sleeps 10. Fantastic views of the mountain as well as the Bigelow range. Minutes walk (or ski) to the best that Sugarloaf has to offer: Sugarloaf Village, Upper Snubber trail and lifts (Sawduster), Shipyard Brew Haus, Sugartree Sports & Fitness Center with indoor pool, indoor and outdoor hot tubs, steam room, sauna and more!

Top Guest favourite
A large, colorful sign reading 'SUGARLOAF' is positioned prominently among a cluster of rocks. Lush greenery and trees provide a natural backdrop, complementing the partly cloudy sky.
Condo in Carrabassett Valley
4.97 out of 5 average rating, 65 reviews

On Mountain Sugarloaf Condo

Welcome to your cozy, first-floor, pet-friendly condo at Sugartree! Adventure is right outside your door with ski in/ski out access to the slopes, biking & hiking trails all around, NEW downhill bike park, a world-class golf course, and breathtaking scenery. Central location with an on-site fitness center, pool, and hot tubs included for a fee (closed summer). Bars, restaurants, and shops within a short walk or ride. This is the ideal spot for creating new mountain memories!

Top Guest favourite
Home in New Portland
5 out of 5 average rating, 16 reviews

Cozy Riverside Cottage

Welcome to Riverway! A cozy 2-bedroom cottage nestled beside the Carrabassett River. Just 30 min from Sugarloaf’s world-class skiing and snowboarding. Explore snowmobile/ATV trails, hiking, snowshoeing and the Appalachian Trail. Enjoy fly fishing, tubing, and swimming at your own private river beach. A short drive to Kingfield and Farmington shops & dining. We proudly offer 1-night winter stays-perfect for quick ski trips or last-minute overnights! No minimum required.

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.
Apartment in Carrabassett Valley
4.87 out of 5 average rating, 45 reviews

Mountain Biking, Hiking & Golf/Sugarloaf condo A/C

Unwind in the comfort of air conditioning after a day of adventure. The condo features a fully equipped kitchen, modern living area, and access to an indoor pool and tennis courts. Enjoy convenient amenities, including Wi-Fi, parking, and in-house washer and dryer. Whether you’re seeking thrilling outdoor activities or a peaceful mountain escape, our condo is the ideal base for your next vacation. Book now and experience the best of mountain living!

Guest favourite
Apartment in Carrabassett Valley
5 out of 5 average rating, 6 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
Condo in Carrabassett Valley
4.88 out of 5 average rating, 51 reviews

Cozy Condo Pet Friendly/Pool Access/Trails Nearby

This family-friendly condo epitomizes convenience! Situated just steps from the Snubber Lift and along the complimentary shuttle route, it is also in proximity to dog-walking paths and walking trails. This fully equipped two-bedroom, two-bath residence provides everything necessary for an unforgettable stay. Enjoy the gas fireplace after a day on the slopes, or take advantage of the private pool.

Popular amenities for Somerset County rentals with a pool