Holiday rentals with a pool in Carrabassett Valley

An outdoor pool area is seen, surrounded by snow-covered ground and trees. A hot tub is situated beside the pool, with steam rising into the cool air. A sign that reads 'Welcome To The Brookeggs' is visible on the fence. Mountains are in the background.

4.92 out of 5 average rating, 119 reviews

Cozy 1 br condo with ski in/out lift access & Pool

This two-floor ideally located condo is on the mountain between Barker and White Cap Lodges. You can ski in/out using Roadrunner trail, which is right across the parking lot. There is plenty of parking and the condo is located in Building 2, which is closest to the common lodge area with a fireplace and pool/hot tub/sauna access. While this is technically a 1 br, there is a wall between the queen room and the full/twin room for privacy. There is also a pull-out couch in the living room upstairs.

A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.

4.69 out of 5 average rating, 247 reviews

Slopeside Sunday River Condo Brookside 2A210

Sleep 3 slopeside condo is cozy & clean. Located at Brookside Building #2 unit A210 , faces white heat trail. HOUSEKEEPING INCLUDED IN RATE. Walk to slopes & outdoor heated pool with huge hot tub open daily 11am - 9pm during ski season. ( Summer unheated pool only 7/4-9/01) New for 2024 - plush queen bed on living room level - no sofa, 1 easy chair and twin bed on kitchen level. Park once & ski or walk everywhere. No lugging gear thru parking lots. Fully equipped kitchen, flat screen Tv & wifi

4.87 out of 5 average rating, 180 reviews

A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.

Chalet in Rangeley

A+ Views -Jet Spa Tub Sauna Sunset/Stars

A stunning 280º western sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town on scenic Rt. 4. Hear the loons at dusk & dawn. Deer run thru yard & eagles over house. June /Jul - Lupines & Poppies Jul/Aug blueberries, apples in Fall. Open kitchen/living area. Fish, hiking trails, downhill/X- country, Movie theatre, skiing, shop, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town.

An aerial view captures the snowy landscape surrounding the Sugarloaf area, with the expansive mountain slopes in the background. The Snubber Chairlift is marked, alongside the Trout Brook area, highlighting nearby residential buildings nestled among the trees, creating a serene winter scene.

4.88 out of 5 average rating, 26 reviews

Ski In Ski Out, Cozy Mountain Winter Retreat!

Your family will enjoy convenient access to all Sugarloaf offers when you stay at this tastefully decorated, two bedroom, two bath condo. Situated near the Snubber Trail it offers exceptional opportunities for skiing and cross-country skiing. The area also features an array of activities, including hiking and walking trails, golfing, tennis, biking, and more. Guests of Snowbrook can take advantage of shared amenities, including an indoor pool and hot tubs available during the winter season.

5 out of 5 average rating, 10 reviews

Ski In Ski Out, Prime Location, Park & Walk!

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.

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.

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!

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.

4.83 out of 5 average rating, 23 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.

The exterior of a spacious, two-story blue cabin is illuminated by warm porch lights against a sunset sky. Snow covers the ground, while trees border the property, providing a serene natural setting.

5 out of 5 average rating, 27 reviews

Stunning Views-Pool- Sauna-2 Miles to Sunday River

Escape to this serene, private retreat with stunning mountain views, perfectly designed for large groups and families seeking comfort and adventure. Unwind in modern luxury with a heated pool, soothing hot tub, relaxing sauna, and a fun-filled game room—all set against breathtaking views. Just 2 miles from prime skiing and golfing at Sunday River Resort, and minutes from the Mt. Abram Ski & Bike Park. Experience the ideal blend of peaceful relaxation and thrilling outdoor fun.

An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.

4.92 out of 5 average rating, 104 reviews

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Conveniently located at the base of Sunday River, this cute condo is poised to please! This is the epitome of convenience and offers amenities galore. You will certainly appreciate the convenient slopeside location (right off the bunny trail), indoor heated pool, hot tub, common room with fireplace, ski storage & laundry room. After your ski adventures, come home to this clean and updated condo. The ultra-functional layout is perfect for spending time with family and friends.

An aerial view showcases a modern penthouse condo nestled among vibrant autumn foliage. The surrounding mountains rise in the background, emphasizing the natural beauty of the area. Nearby buildings and roads are visible, indicating a well-connected location.

4.9 out of 5 average rating, 51 reviews

Summit Haus - Golf & Liftside Penthouse!

Experience alpine luxury in this cozy penthouse condo in Sugarloaf Ski Area. Enjoy breathtaking mountain vistas through skylights, and comfortable sleep in four quality beds, one being a whimsical top bunk. Perfectly positioned next to Snubber Lift, hit the slopes directly, then rejuvenate at the neighboring fitness center. This penthouse combines comfort, convenience, and adventure, making it your perfect home-away-from-home for an unforgettable ski vacation.

4.89 out of 5 average rating, 75 reviews

A heated swimming pool glows in warm turquoise under evening lights, surrounded by trees and snow-covered ground. Steamy mist rises gently from the water, creating a serene atmosphere. The pool area features soft landscaping and steps leading into the inviting water.

Apartment in Hanover

6 miles from Sunday River with heated outdoor pool

We have a fully Air Conditioned unit! Pool is only heated in the winter. Heater is turned on 12/20/24. Pool is heated to 100 degrees. There is no separate hot tub. The pool is kept cool and refreshing Memorial Day through Labor Day. Pool is closed 10/1-12/20/24 This is a 2 bedroom unit with a queen pullout couch. 10 min drive to Sunday River. 5 min from Sunday River Brewing. 5 minutes from Grafton Notch State Park. Plenty of on-site parking.

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.

Popular amenities for Carrabassett Valley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious in-ground pool is framed by a stone patio, surrounded by lush greenery. The pool area includes lounge chairs and an outdoor structure, providing shade. A large wooden building with multiple windows overlooks the pool, enhancing the inviting atmosphere for outdoor gatherings.

4.97 out of 5 average rating, 58 reviews

Mountain Hideaway - Outdoor pool, hot tub

A warm living space is showcased with a comfortable sectional sofa facing a large flat-screen TV mounted on a white shiplap wall. Light wood accents, including a console table and decorative baskets, complement the open kitchen area visible in the background.

4.78 out of 5 average rating, 27 reviews

Sunday River Ski in/Ski Out Condo- White Cap A-307

The exterior of the modern chalet is framed by trees, showcasing large windows that illuminate the home at dusk. An inviting outdoor area features a heated pool with colorful lighting, surrounded by seating and a cozy fire pit, enhancing the natural surroundings.

5 out of 5 average rating, 28 reviews

Après-Ski Escape | 9mi to Sunday River | HT+Sauna

A spacious dining area is highlighted by a large wooden table surrounded by black chairs. Natural light filters in through large windows, accentuating the warm wooden accents of the ceiling and walls. A ceiling fan offers comfort in the open space.

5 out of 5 average rating, 5 reviews

Direct Trail Access & Indoor Heated Pool

Home in Carrabassett Valley

The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.

4.81 out of 5 average rating, 36 reviews

*New to Market* 410 Snowflower

4.89 out of 5 average rating, 92 reviews

Farmhouse: Pickleball | Movie Cave | Hot Tub

An outdoor pool is center stage, surrounded by a wooden deck that extends to a grassy area with playground equipment visible in the background. A patio table and chairs, along with an umbrella, offer shaded seating options nearby.

4.92 out of 5 average rating, 51 reviews

Caribou Run Private Retreat with Mountain Views

A compact kitchen is showcased, featuring wooden cabinetry and modern appliances. A black refrigerator, gas stove, and microwave are included. Natural light filters in through a window above the sink, complemented by pendant lighting. A dining table is partially visible in the background.

4.94 out of 5 average rating, 18 reviews

Cozy ski cabin #5 W/ Bunk Room, 5 beds

Apartment rentals with a pool

A wooden Adirondack chair is positioned on a covered porch, facing a scenic view of snow-covered ground and distant mountains. Soft clouds drift across the sky, with a tree partially visible. The tranquil setting conveys an inviting atmosphere for relaxation.

4.98 out of 5 average rating, 44 reviews

Spacious Ski In-Ski Out 1BR with Fireplace&Hot Tub

A spacious living area is presented with a large blue sectional sofa, complemented by a light brown armchair. The kitchen space features modern appliances and a dining table. Decorative accents, including a wall with leafy patterns, add character to the welcoming environment.

4.96 out of 5 average rating, 26 reviews

Slope Side Retreat! HotTub| Sauna| Pool! Sleeps 6

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.

4.83 out of 5 average rating, 42 reviews

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

A modern kitchen area is visible, featuring a stainless-steel refrigerator and open access to a cozy living area. The space includes a large sectional sofa arranged around a coffee table, with expansive windows offering views of the surrounding mountains.

4.94 out of 5 average rating, 18 reviews

Np 3-304

A spacious living area features a large sectional sofa adorned with patterned throw pillows. A sturdy coffee table sits in the center, complemented by two side tables. Natural light streams through the window, highlighting decorative wall art and a cozy carpeted floor.

5 out of 5 average rating, 33 reviews

Ski in/out Fall Line condo with tons of amenities!

4.86 out of 5 average rating, 7 reviews

Sugar Tree Roost

An outdoor pool with clear turquoise water is seen, accompanied by steam rising in the cool air. Two sets of handrails are positioned on either side for easy access. A hot tub is visible adjacent to the pool, with the building's exterior in the background.

4.88 out of 5 average rating, 60 reviews

Corner Condo- ON Mountain!

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.

5 out of 5 average rating, 35 reviews

Slope Side Sugarloaf Condo

Other holiday rentals with a pool

5 out of 5 average rating, 9 reviews

A log cabin is set against a backdrop of snow-covered trees and a clear blue sky. The front porch is adorned with a railing, and the cabin features a sloped roof blanketed in fresh snow, enhancing its rustic charm.

Cabin in Rangeley

3-Bedroom Log Cabin President's Week 2026

A modern kitchen equipped with stainless steel appliances, including a refrigerator and an oven. Grey cabinets are paired with a white marble countertop. A rectangular island with seating for three is positioned in the center, offering a spacious area for meal preparation.

4.94 out of 5 average rating, 70 reviews

Updated 1B Slopeside at Sunday River - NO SMOKING

The exterior of a two-story beige house is shown, surrounded by snow and evergreen trees. A covered porch features a blue bench and a decorative front door, while large windows allow natural light. A snowy pathway leads to the entrance, creating a welcoming atmosphere.

4.8 out of 5 average rating, 65 reviews

Sunday River Cabin!

Apartment in Oxford County

The exterior of a three-story condo building features a combination of peach and deep orange siding. Balconies with wooden railings are visible on each level, along with neatly trimmed shrubbery and patches of grass in the foreground. The sky above is partly cloudy.

4.94 out of 5 average rating, 18 reviews

Cozy Family Friendly Condo In Hanover Maine

A spacious living area features a large sectional sofa positioned comfortably around a light wood floor. A white clock adorns the wall, while two windows allow natural light to illuminate the space, offering a view of the outdoors. A dining table can be seen in the background.

Flat in Rumford

4.92 out of 5 average rating, 13 reviews

The Wanderlust - Newly renovated, private condo

The spacious living area features a cozy couch adorned with decorative pillows and a coffee table centered between seating. A well-equipped kitchenette is visible in the background, complemented by shelves holding decorative items. Soft lighting creates a welcoming atmosphere.

5 out of 5 average rating, 9 reviews

1BR ski-in/ski-out condo w/shared pool & hot tub

An open layout kitchen and living area is showcased, featuring white cabinetry and ample counter space. A brown table is centered on the carpeted floor, with a navy sofa positioned nearby. Wooden stairs lead to an upper level, adding to the warm, inviting ambiance.