
Holiday rentals with a pool in Oxford County
Find and book unique homes with a pool on Airbnb
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.

Winter Retreat, Ski Storage, HotTub, Sauna
Discover Black Cap Lodge in Bethel, Maine—a modern mountain retreat with 6 bedrooms, 3.5 baths, & just minutes from Sunday River & Mt. Abram. This home features a coffee bar and full ski room with boot dryers! Unwind in the heated pool (May-Sep), hot tub, or sauna, & have fun in the game room with a wet bar, 2 tv's, & pool table. It's your perfect year-round escape with a pet-friendly policy, ski room, and inviting outdoor patio. Experience unforgettable mountain moments & luxury at its finest!

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.

Book New! Luxury Sauna, HotTub View GameRM Theater
Welcome to your dream winter retreat—just 7 minutes from Sunday River! Perfect for skiing, family gatherings, and retreats. Enjoy hot-tub, barrel sauna, heated pool, TWO game rooms, poker area, arcades, and theater for cozy movie nights. This stunning custom built luxury log home offers stunning mountain views and space to relax and gather. Ideal for family reunions, group getaways, or corporate retreats, it’s designed for unforgettable memories in every season with room for 22 guests.

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.

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.

NEW Marty's Magic Haus Ski
Find your slice of heaven at "Marty's Magic Haus" in Sunday River, Maine. This newly built mountain retreat is perfect after a day of skiing / mountain biking, or a more relaxing day of enjoying nature. Soak in perfect nights from our wraparound porch, or fire pit. Unwind in our sauna, hot tub or heated pool all while taking in breathtaking mountain views. This gorgeous home is perfect for families, romantic getaways or couples retreat. Book today, the mountains are calling!

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.

Cozy, clean, 2nd floor condo in Conway, NH!
The condo is a quiet family space in a great location: we are located 10 minutes to the Settlers Green outlets/ shopping, close to skiing, hiking , Saco River, Conway Lake and much more. Easy access to all the amenities Conway has to offer. Two portable AC units were installed in living room and dining room only . You will receive the code for the lock box on the front door in the morning of your arrival. ***Quiet time is heavily enforced 10:00pm - 8:00am***

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.
Popular amenities for Oxford County rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago

Pleasant River 3 bed | 2 bath, Hot Tub

Direct Trail Access & Indoor Heated Pool

Peaceful Retreat

Moose Pond Cottage - 3 mins to Pleasant Mountain!

The Lodge at Hidden Pines

Farmhouse: Ice Rink | Movie Cave | Hot Tub

The Getaway - A River Paradise
Condo rentals with a pool

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

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

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

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

Sugar Tree Roost

Corner Condo- ON Mountain!

On Mountain Sugarloaf Condo

Slope Side Sugarloaf Condo
Other holiday rentals with a pool

Madison Private Resort / 2 bedrooms 2 bathrooms

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

Updated 1B Slopeside at Sunday River - NO SMOKING

The Wanderlust - Newly renovated, private condo

Mountain-View Family Home

Stay on a Working Dairy Goat Farm

Million-Dollar View: Waterfront Cabin in Bridgton!

Ski-in/out 4BR with mountain views, pool & hot tub
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- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Black Mountain of Maine
- White Lake State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Sunday River Golf Club
- Fox Ridge Golf Club
- Wildcat Mountain
- Sugarloaf Golf Club
- Titcomb Mountain
- Purity Spring Resort
- Lost Valley Ski Area
- Echo Lake State Park
- Jackson Xc
- Mt. Abram
- Vista of Maine Vineyard & Cidery Tasting Room




