Condo vacation rentals in Carrabassett Valley

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Top-rated condo rentals in Carrabassett Valley

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favorite

A snow-covered landscape is viewed, showcasing the outline of a ski mountain with groomed slopes. The foreground includes a cluster of buildings, with a ski lift visible nearby. Bright blue skies complement the scene.

Condo in Carrabassett Valley

4.96 out of 5 average rating, 69 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 favorite

A welcoming entryway features warm wooden paneling and a spacious boot and helmet storage unit. Hooks are available for equipment, while a bench offers a resting spot. Bright red rugs line the area, creating contrast against the neutral carpet and walls.

Condo in Carrabassett Valley

4.97 out of 5 average rating, 67 reviews

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

Top guest favorite

An indoor pool area is displayed, featuring a bright blue pool covered with protective tarps. The wood-beamed ceiling enhances the spacious feel, while ceiling fans provide ventilation. Natural light enters through windows positioned along the wall, creating a bright and open environment.

Condo in Carrabassett Valley

5 out of 5 average rating, 34 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!

Guest favorite

The living area features large windows that provide ample natural light and a view of the surrounding trees. A seating arrangement includes a couch and armchairs, while a dining table is positioned near the window, creating an inviting space for relaxation and dining.

Condo in Carrabassett Valley

5 out of 5 average rating, 16 reviews

2 BR+loft/2 Bath Ski-in Ski-out Snowflower condo

Cozy condo get-away that sits RIGHT next to condo access trail (Snubber). This two level unit has 2 bedrooms, 2 full baths, plus a sleeping loft. Sleeping layout: 1) queen bed; 2) bunk beds w trundle pull-out; Loft) queen bed. Gas-fireplace, sun room w view, WiFi, internet TV, and weekend hot tub access 12/21-4/13 (noon-9pm). Conveniently located just below mid-station lift and near shuttle stop. Activities all year: Skiing, X-Country, Snow Shoeing, Fat Biking, Mountain Biking, Golf, Hiking.

Superhost

An open-concept kitchen and dining area features modern appliances and ample counter space. Natural light floods the room through large windows framed by dark curtains. A wooden dining table is surrounded by cozy chairs, while a chandelier adds elegance to the space.

Condo in Carrabassett Valley

5 out of 5 average rating, 3 reviews

Spacious Condo Perfect For Outdoor Enthusiasts!

This centrally-located condo offers convenience for your family, situated amidst the mountains. With four bedrooms and three baths, this accommodation caters to large families or groups seeking outdoor adventures. Its proximity to various hiking and biking trails, the Carrabassett River, and Flagstaff Lake makes it an ideal base for exploration. This condo is within walking distance to restaurants, shops, and the Sugarloaf Fitness Center and Pool. Easy access to multiple lifts in the Winter!

Top guest favorite

An indoor pool area is visible, featuring large skylights that allow natural light to illuminate the space. A blue cover is placed on the side of the pool, and tile floors surround the water. Nearby, seating is available beside the pool area.

Condo in Carrabassett Valley

4.97 out of 5 average rating, 29 reviews

Ski-in, Ski-out Centrally Located Sugarloaf Condo

Experience the best of Sugarloaf in your cozy first-floor, ski-in/ski-out condo in Sugartree, conveniently located next to the Shipyard Brew Haus and the Snubber chairlift. Winter adventure is right outside your door, with alpine slopes, cross-country ski and snowshoe trails, and a convenient shuttle service. Enjoy access to a full fitness center with a pool and hot tubs and restaurants within walking distance. This condo is the ideal spot for creating new mountain memories. Pets welcome!

Guest favorite

A row of three-story red condos is visible, featuring multiple balconies and a metal roof. The structure is surrounded by a grassy area. The Timberwind sign is displayed at the entrance, indicating the complex name.

Condo in Carrabassett Valley

4.76 out of 5 average rating, 37 reviews

Centrally located cozy condo on Sugarloaf!

Nestled on Sugarloaf Mountain, this inviting and well-maintained condo is available for nightly and weekly bookings, conveniently situated near various outdoor activities. Boasting a prime ski-in and ski-out location, this studio condo offers a serene retreat with a living area, kitchen, bathroom, brand new sofa couch and a plush king-sized bed! Enjoy unparalleled proximity to two lifts: the mid-station Snubber lift right at your doorstep and the Sawduster chairlift just a short walk away.

Guest favorite

The indoor pool area features a spacious design with large windows allowing natural light to illuminate the space. The pool reflects the surrounding trees through the glass, creating a serene atmosphere. Wooden deck areas are present alongside the pool, providing additional seating options.

Condo in Carrabassett Valley

4.96 out of 5 average rating, 100 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

This cozy and comfy ski in/ski out condo is in a desirable location and just a short chairlift ride to the base of Sugarloaf Mountain. Ski or mountain bike directly from the condo! Family friendly. A queen bed settled in an alcove, queen murphy bed and pull out full size sofa bed provide plenty of sleeping space. Convenient indoor access to the pool, hot tubs, and sauna at the Sugarloaf Sports and Fitness Center (additional fees apply). Full kitchen, and AC for summer!

Superhost

A wooden dock extends over calm waters, featuring two red chairs positioned at the end. Lush green trees line the shore, and the sky is partly cloudy, creating a serene lakeside setting.

Condo in Rangeley

4.9 out of 5 average rating, 40 reviews

2 Rangeley Lake unit 2 Condo Dock, Kayaks and more

This townhouse is located on Main Street. Sleeps up to 6. Features a kitchen, dining area, living room area with a fireplace and deck with grill. Amenities include washer/dryer, cable, internet and a shared fire pit near the water. Walk down a short path to beautiful Rangeley Lake and swim from the dock or bring your boat! This condo has a boat slip and shared kayaks for your use. Walking distance to most restaurants, shops, park, ATV/snowmobile trails, and theater.

Guest favorite

A staircase leads downward, with a light-colored carpet and wooden handrail. Decorated signs labeled 'Winters Way,' 'Tote Road,' and 'Whiffletree' adorn the wall, guiding guests through the space. Natural light enters from an adjacent doorway at the bottom of the stairs.

Condo in Carrabassett Valley

5 out of 5 average rating, 6 reviews

Trailside Ski Retreat

Welcome to your home away from home. This beautifully designed ski in/ski out condo located in the Snowflower association on Sugarloaf Mountain offers the perfect space for families or groups to unwind and enjoy a relaxing getaway while skiing or snowboarding. This spacious 3 bedroom 3 full bathroom condo sleeps 8 comfortably. Whether you're here to relax, explore the mountain or make core memories with loved ones, this condo offers a comfortable space for everyone.

Guest favorite

The exterior of the condo is set against a backdrop of trees and expansive blue sky. Large boulders are present in the foreground, with a combination of grass and earth surrounding the building, which features a modern design with large windows.

Condo in Carrabassett Valley

4.93 out of 5 average rating, 74 reviews

SuperQuad at Red Stallion

Located in the heart of Carrabassett Valley, this newly built condo offers guests a clean and modern space to stay after a long day of outdoors adventures. This condo bodes full amenities including a full bathroom, kitchen, living room and bedroom. This prime location is just minutes from Sugarloaf Mountain and even closer to hiking and biking trails, snowmobile trails, Sugarloaf Regional Airport and much more!

Guest favorite

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.

Condo in Carrabassett Valley

4.98 out of 5 average rating, 44 reviews

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

Enjoy the beautiful views of Sugarloaf Mountain in this conveniently located ski in-ski out condo in Snowbrook Village. Premier location at the end of a dead-end road and just steps from the Snubber trail and chairlift. Experience activities during all four of Maine’s beautiful seasons including skiing, snowshoeing, hiking, mountain biking, and golf.