
Vacation 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.

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

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna
The Nest is a beautiful 5-bedroom, 3-bath mountain cabin located just 3 min from Pleasant Mountain and 10 minutes from downtown Bridgton. Sleeping up to 14, it features cathedral pine ceilings, floor-to-ceiling windows, a wood fireplace, fully equipped kitchen, infrared sauna, bar, pool table, and a private hot tub perfect for stargazing. Guests enjoy shared access to Moose Pond, seasonal pool, tennis, basketball, and playground. North Conway is just 30 minutes away. All new mattresses in 2026.

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 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+ View Relax Hike & Fish * w/SpaTub/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.

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.

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.

Charming Chalet 3 min to SKIING & PVT beach access
Charming chalet with 4 bedrooms and a loft that makes it accommodating for large groups to visit! There's a full kitchen to whip up something nice & warm after a cold day on the mountain or grill up something delicious outside after a hot day at the beach!! You will find that this quaint retreat is perfect for families, couples and groups alike and has a little something to offer for all of the seasons!
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

Witts' End- quiet neighborhood in Knights Hill

Silent Nights 5 Min to Mt Ice Fish & Wood Stove

Moose Pond Cottage - 3 mins to Pleasant Mountain!

The Lodge at Hidden Pines

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

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

Family Friendly Sugarloaf Condo, AC!

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6

Np 2-212

Ski in/Ski out Studio with indoor swimming pool

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

Ski in/ski out

Ski in/out Fall Line condo with tons of amenities!
Other vacation rentals with a pool

Bridgton Cabin Ski | Lake | Pool | Fishing | Kayak

Sunday River Cabin!

Peaceful Retreat

The Wanderlust - Newly renovated, private condo

On Mountain Sugarloaf Condo

Welcome to your NEW all season oasis

Back street!

New! Gray Woodland Escape | Golf, Pool & Cinema
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- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- King Pine Ski Area
- Omni Mount Washington Resort
- Diana's Baths
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Santa's Village
- Mt. Abram
- Echo Lake State Park
- Grafton Notch State Park
- Jackson Xc
- Sunday River
- Pineland Farms
- Maine Mineral & Gem Museum
- Mount Washington State Park
- Crawford Notch State Park




