Holiday rentals with a pool in Carrabassett Valley

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Top-rated rentals with a pool in Carrabassett Valley

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

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Superhost

Apartment in Newry

4.69 out of 5 average rating, 245 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

Guest favourite

Chalet in Rangeley

4.87 out of 5 average rating, 174 reviews

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.

Guest favourite

Apartment in Carrabassett Valley

4.81 out of 5 average rating, 37 reviews

Available all Summer! Book monthly or longer!

Your family will be close to everything when you stay at this cozy, centrally-located condo. Free parking on premises, A/C, WiFi, Cable TV, games for children, a full kitchenette, gas fireplace & coin operated laundry in the basement of the complex. The Sugarloaf Health & Fitness Center is attached to your condo complex (fees are separate), the Shipyard Brew Haus is a short walk away, and you can ski in and out from the snubber mid station! Plan your golf, hiking, biking, or ski trip today!

Top guest favourite

Apartment 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!

Top guest favourite

Apartment in Newry

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 bed and the 2 twin beds for privacy. There is also a pull-out couch in the living room upstairs.

Guest favourite

Flat in Carrabassett Valley

4.86 out of 5 average rating, 21 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

Apartment in Carrabassett Valley

4.76 out of 5 average rating, 17 reviews

Studio Condo - Carrabassett Valley - Sugarloaf

Cozy, studio condo right along the Carrabassett River. Less than 10 mins from Sugarloaf Mountain and golf course. This location is great for any season! Whether you’re up for hiking the many 4,000 ft mountains, biking, fly fishing, snowmobiling, or atv riding,this is the place for you. Large parking lot for trailers and equipment. Community fire pit. Private balcony, with rushing river as the background. 1 min walk to Tufulios Restaurant and Bar as well as the town playground and pool.

Guest favourite

Chalet in Newry

4.91 out of 5 average rating, 34 reviews

Pool, 4K Movie Theater, Game Room, Pet Friendly

- 4 Bedroom 3 Bath - 4K Movie Theater with 145" Projector - Game Room - Summer heated pool (Guarantee at 85 degrees!) - Year-round hot tub with igloo cover - Sunday River Ski Resort (3.5 miles away) - Grafton Notch State Park (20 minutes away) with Scenic trails - Mountain Biking with stunning mountain views. - Swimming & Fishing – Androscoggin River - Kayaking & Canoeing – Rentals available nearby - Sunday River Golf Club (5 miles away) – Championship course with breathtaking scenery.

Superhost

Apartment in Newry

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.

Guest favourite

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.

Top guest favourite

Chalet in Carrabassett Valley

5 out of 5 average rating, 61 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.

Top guest favourite

Guest suite in Oakland

4.98 out of 5 average rating, 189 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.