
Holiday rentals with a pool in Oxford County
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Top-rated rentals with a pool in Oxford County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Ski in/ski out Sunday River Condo Brookside 2a210
Less hassle = more fun! Literally wake up , enjoy an easy breakfast, strap ski boots on & walk out to roadrunner trail. Dreamy vacation in this Sleep 3 slopeside studio condo. HOUSEKEEPING INCLUDED IN RATE. Walk to slopes & outdoor heated pool with huge hot tub open daily 11am - 9pm during ski season. Plush queen bed on living room level with views of white heat- no sofa, 1 easy chair and twin bed on kitchen level. Fully equipped kitchen, flat screen Tv & wifi. Brookside building #2 - unit A210

Moose Pond Mountain Escape
A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

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, and a queen size murphy cabinet bed in the living room.

Modern & Comfy ~ Mountain Condo ~ HotTub ~ Pool
Newly updated Ski-in/out clean and comfy Fall Line Condo @ Sunday River Resort located directly on Sundance trail with access to three ski lifts. Enjoy fireworks from the private deck! Sleeps 4 very comfortably, enough room for 6. • PRIME LOCATION - Ski in/out 3 lifts • Mountain view • Pool • Hot tub • Two saunas • Fast internet • Dedicated workspace • Gym equipment • Fully stocked kitchen / bathroom • Premium Cable + Streaming services • Fireplace common room • On location restaurant

Cozy Family Retreat with Saco River Access
An ideal setting to enjoy Mt. Washington Valley's many year round outdoor activities or rest, relax and enjoy the peace. This cozy, comfortable condo has everything you and your guests might need to enjoy themselves. An upstairs, end unit with lots of natural light, and front and back decks. The inground pool is open in summer as are the tennis, shuffleboard and basketball courts. The common fields behind the condo are ideal for snowshoeing in the winter or walking in warm weather.

A+ Views-Ski Snow Machine Spa-Tub Sauna
On Rt. 4 w/ stunning 280º west sky views of pristine Rangeley lake. 78 ft. deck. 2 mi to town. 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 skiing, snowmobile, fat bikes, 4 waterfalls, bowling, billiards, leisure walking in town. Rangeley Fitness Ctr w/Indoor Pool/Gym/Yoga. FREE AV Charging in town. Movie theatre.

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.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

6 miles from Sunday River with heated outdoor pool
Pool Heater turns on 12/12/25! Pool hours 5pm-6pm Sun-Thur. 5pm-8pm Fri and Sat. Heated to 100 degrees. Feels like a hot tub. Why us and not on-mountain? Plenty of parking no permits to fill out! You can bring two cars. You can responsibly enjoy an adult beverage in our pool. We have A/C in the summer. 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.

Epic Views, 9Mi SR, GameRm
Welcome to Starlight Chalet, our newly built vacation home nestled in the breathtaking landscapes of Maine, just 15 minutes away from the renowned Sunday River Ski Resort. This five-bedroom retreat is designed with a unique blend of modern elegance and spacious comfort, featuring stunning interiors that create the perfect setting for both relaxation and adventure. Experience the magic of the mountains at Starlight Chalet, where unforgettable memories await!

"It's a Beaut Clark" Ski-In/Out Trailside FL W105
Newly Renovated Ski In/Ski Out condo right in the heart of Sunday River. POOL, HOT TUB, SAUNA, NIGHT SKIING, KING BED, Comfy. Enjoy the convenience of skiing right outside your front door. Space for 5-6 guests with a full kitchen, living room, bathroom, bedroom (3 beds), porch, upper deck, and a ski locker. Year round fun with skiing, golf, hiking, pubs, and events just a short walk away. Book Today and Enjoy!
Popular amenities for Oxford County rentals with a pool
House rentals with a pool

Mountain Hideaway - Outdoor pool, hot tub

Treehouse Farm - Sebago

Pleasant River 3 bed | 2 bath, Hot Tub

The Lodge at Hidden Pines

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Farmhouse: Ice Rink | Movie Cave | Hot Tub

Luxury Retreat | Dome, Spa & Breathtaking Views

Stunning Views-Pool- Sauna-2 Miles to Sunday River
Apartment rentals with a pool

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

Updated 1B Slopeside at Sunday River - NO SMOKING

CONDO IN NEWRY ski-in/out, pool/hot tub, sauna

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

Ski-in/out 4BR with mountain views, pool & hot tub

Cozy, clean, 2nd floor condo in Conway, NH!

Sugar Tree Roost

Corner Condo- ON Mountain!
Other holiday rentals with a pool

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

Direct Trail Access & Indoor Heated Pool

The Wanderlust - Newly renovated, private condo

Stay on a Working Dairy Goat Farm

Sugartree II Ski in/ski out studio. Near Golf too

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

Altitude22•Sleeps 19•5MinsSki•Views•Karaoke

Back street!
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- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- King Pine Ski Area
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Conway Scenic Railroad
- Sunday River Golf Club
- Wildcat Mountain
- Mt. Abram
- Jackson Xc
- Echo Lake State Park
- Pleasant Mountain Ski Area




