
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.

Cozy ski cabin #3, 3 beds
Welcome to our brand new cabins here at pleasant river campground !!! This specific cabin has a queen bed in one room and a full bed in the other bedroom with a single bunk bed above it. We have 6 cabins here with a variety of layouts. All cabins are two bedrooms and they come with either one queen and a full, a queen bed in one room and 4 bunks in the other, or our biggest loft cabin has a queen bed in one room, a loft with two full size mattresses and a full size mattress in the other room.

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!

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

Private Riverfront Lux A frame EPIC Views. Pond
Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. 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. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

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.

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.

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.

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.

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.

Après-Ski Escape | 9mi to Sunday River | HT+Sauna
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!
Popular amenities for Oxford County rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago

Sunday River Ski in/Ski Out Condo- White Cap A-307

Direct Trail Access & Indoor Heated Pool

Cozy Knights Hill Home

Peaceful Retreat

Moose Pond Cottage - 3 mins to Pleasant Mountain!

The Lodge at Hidden Pines

Farmhouse: Pickleball | Movie Cave | Hot Tub
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!

Slope Side Sugarloaf Condo

Sunday River Resort Condos @Cascades
Other holiday rentals with a pool

Madison Private Resort / 2 bedrooms 2 bathrooms

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

The Wanderlust - Newly renovated, private condo

Million-Dollar View: Waterfront Cabin in Bridgton!

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

3 mins to Pleasant Mt/Moose Pond w/hot tub & sauna

On Mountain Sugarloaf Condo

Back street!
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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
- Belgrade Lakes Golf Club
- King Pine Ski Area
- White Lake State Park
- Sunday River Golf Club
- Conway Scenic Railroad
- Fox Ridge Golf Club
- Cranmore Mountain Resort
- Black Mountain of Maine
- Sugarloaf Golf Club
- Wildcat Mountain
- Purity Spring Resort
- Echo Lake State Park
- Lost Valley Ski Area
- Titcomb Mountain
- Jackson Xc
- Mt. Abram
- Vista of Maine Vineyard & Cidery Tasting Room




