Vacation 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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Superhost

A spacious outdoor area features a well-maintained lawn bordered by trees and shrubs. The white exterior of the house is complemented by yellow shutters. A clear blue sky is visible, enhancing the serene setting of the property.

Apartment in Mercer

4.78 out of 5 average rating, 41 reviews

Mercer Apartment in the Valley-Peaceful Country

Beautiful country charm. Your perfect getaway with land to roam. Cozy in the winter and clean and airy in summer. Everything ready for you! Peace and quiet. Listen to the animals in the meadow at night. Swing in the hammock and toast marshmallows at the fire pit. Access to above-ground pool, kayaking, snowshoeing and hiking. This is a location near North Pond of Belgrade Lakes 20 minutes from Waterville, Farmington, Skowhegan, 30 minutes from Augusta. Great serene place to spend your time!

Top guest favorite

A cozy living area features a comfortable sofa and chairs arranged around a wooden coffee table. Two decorative wooden skis and vintage snowshoes adorn the wall. Natural light floods the space through large windows, overlooking the greenery outside. The room is completed with a ceiling fan and wall clock.

Condo in Carrabassett Valley

5 out of 5 average rating, 35 reviews

Slope Side Sugarloaf Condo

This classic slope side Sugarloaf condo, in Snowbrook Village is ideal for access to a wide range of outdoor activities. A short walk to Snubber Chairlift gets you up the mountain. The Carrabassett Valley Mountain Trail Network offer activities including Nordic skiing, snowshoeing, mountain & fat tire biking, and hiking on an extensive trail network, accessible year-round from our parking lot. New for 2025 lift access for summer mountain biking starting in July. TFSS four days of biking joy!

Superhost

A panoramic view showcases a snow-covered mountain adorned with ski trails under clear blue skies. The surrounding area features a collection of rooftops nestled among trees, with key locations like Beaver Brook and the Snubber Chairlift marked for easy navigation.

Condo in Carrabassett Valley

4.75 out of 5 average rating, 8 reviews

Great Summer Spot For All Your Outdoor Activities!

Your family will enjoy unparalleled convenience when staying at this centrally located condo. Featuring two bedrooms and two bathrooms, this accommodation is situated on the shuttle route & offers ski-in/ski-out access. After a day on the slopes, unwind by the gas fireplace or take a swim in the exclusive Snowbrook guests-only pool. This family-friendly condo provides a homely atmosphere, complete with a fully equipped kitchen and a comfortable living room, ensuring a fun and memorable stay.

Guest favorite

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.

Superhost

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.

Apartment in Carrabassett Valley

4.86 out of 5 average rating, 7 reviews

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

This bright, updated 2-floor, 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

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

4.82 out of 5 average rating, 22 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.

Superhost

A bright open living space is furnished with a plush Queen bed adorned with a red throw blanket. A cozy armchair and spacious sectional sofa complement the area. Natural light filters through two windows, and a doorway leads to a full bath.

Loft in Palmyra

4.77 out of 5 average rating, 22 reviews

Golfer's Getaway - Luxury Studio Next to 1st Tee

A retreat in the middle of Fogg Brook Resort, it's the perfect spot for a buddies golf trip or a couple’s getaway. Steps from the 1st tee of our 18-hole course & driving range; next to Foggy’s Pub and a well-stocked pro shop, you’re in the heart of all the fun. In addition to honing your golf skills and enjoying delicious food & drink, access the other resort amenities including an in-ground swimming pool, walking trails, indoor / outdoor games, live music, and frequent special events.

Superhost

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

4.83 out of 5 average rating, 42 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!

Superhost

An aerial view captures the ski resort area, featuring snow-covered slopes and prominent landmarks including the Base Lodge and Sawduster Chairlift. Surrounding accommodations are visible, nestled among trees under a bright blue sky with sunlight illuminating the scene.

Condo in Carrabassett Valley

4.76 out of 5 average rating, 37 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!

Superhost

Condo in Carrabassett Valley

4.86 out of 5 average rating, 7 reviews

Sugar Tree Roost

Experience the ultimate mountain escape at The Sugar Tree Roost, a centrally located condo at Sugarloaf Mountain. Enjoy direct indoor access to everything from the slopes to the fitness center, no need to step outside. Start your adventures right from the shared common area, or unwind by the cozy propane fireplace while taking in breathtaking mountain views. Whether you’re hitting the trails or relaxing fireside, The Sugar Tree Roost is the perfect home base for your group!

Guest favorite

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, 48 reviews

Sugarloaf Mt: indoor pool, next to bike trails

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 favorite

A two-story chalet with a green metal roof is surrounded by greenery. A porch with seating faces the yard, while an American flag hangs from the front. Large trees provide shade, and a fire pit is visible on the lawn.

Chalet in Carrabassett Valley

4.98 out of 5 average rating, 64 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.