Some info has been automatically translated. Show original language
Airbnb your place

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.

%{current} / %{total}1 / 1
Superhost
A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.
Apartment in Newry
4.69 out of 5 average rating, 247 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

Top guest favourite
An aerial view of the property's outdoor area shows a heated pool surrounded by lounge chairs. Nearby, a jungle gym and play area for children are visible. A cozy seating arrangement and a game area with synthetic grass are included within a fenced yard, accentuated by soft lighting.
Home in Bethel
5 out of 5 average rating, 30 reviews

Luxury Retreat | Dome, Spa & Breathtaking Views

Nestled in the picturesque town of Bethel, Maine, this charming getaway is perfect for families, friends, or couples seeking a serene escape. Located at East View Drive, this spacious home offers breathtaking views, modern comforts, and easy access to the best of Bethel. Sunday River Ski Resort - 5 min Grafton Notch State Park - 20min The Maine Mineral and Gem Museum - 5min Mt. Abram Ski Area & Bike Park - 15min Androscoggin River Trail - 10min Explore Bethel magic with us & Learn More Below!

Guest favourite
An A-frame cabin features a sloped roof and wooden exterior, complemented by a welcoming front porch with steps leading to the entrance. A deck above offers additional outdoor space. Lush trees and open landscaping surround the structure, with a clear blue sky overhead.
Home in Harrison
4.89 out of 5 average rating, 331 reviews

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!

Top guest favourite
A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.
Home in Bridgton
4.89 out of 5 average rating, 172 reviews

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.

Guest favourite
A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.
Apartment in Conway
4.92 out of 5 average rating, 136 reviews

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.

Top guest favourite
A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.
Chalet in Rangeley
4.87 out of 5 average rating, 180 reviews

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.

Guest favourite
An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.
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.

Top guest favourite
A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.
Apartment in Conway
4.97 out of 5 average rating, 121 reviews

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***

Guest favourite
A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.
Guest suite in Standish
4.92 out of 5 average rating, 116 reviews

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.

Guest favourite
A heated swimming pool glows in warm turquoise under evening lights, surrounded by trees and snow-covered ground. Steamy mist rises gently from the water, creating a serene atmosphere. The pool area features soft landscaping and steps leading into the inviting water.
Apartment in Hanover
4.89 out of 5 average rating, 75 reviews

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.

Top guest favourite
The exterior of Starlight Chalet is highlighted by a modern design featuring large floor-to-ceiling windows. Snow-covered grounds surround the chalet, with a fire pit area in front. A sauna and hot tub are accessible on the property, complemented by scenic wooded views.
Home in Bethel
5 out of 5 average rating, 34 reviews

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!

Top guest favourite
Chalet in Bethel
5 out of 5 average rating, 47 reviews

Heated SwimSpa, Sauna, Games + 7mi to Sunday River

Welcome to The Element Chalet, a modern, 5 bedroom retreat designed for family or friends to gather, blending cozy mountain vibes with upscale amenities. From a year-round, heated SwimSpa to a barrel sauna with mountain views — all within 15 minutes to Sunday River Ski Resort! Come experience luxury accommodations with spectacular views, a convenient location and 5 star hosting! We can't wait to welcome you to your home away from home!

Popular amenities for Oxford County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
A cozy outdoor area is illuminated by soft string lights and features circular seating around a stone fire pit. The backdrop showcases a charming two-story home nestled among trees, with warm light glowing from the windows, creating an inviting ambiance for evening gatherings.
Home in Sebago
4.97 out of 5 average rating, 32 reviews

Treehouse Farm - Sebago

Superhost
A spacious dining area is highlighted by a large wooden table surrounded by black chairs. Natural light filters in through large windows, accentuating the warm wooden accents of the ceiling and walls. A ceiling fan offers comfort in the open space.
Home in Newry
5 out of 5 average rating, 5 reviews

Direct Trail Access & Indoor Heated Pool

Top guest favourite
A dining area features a large round wooden table surrounded by several wooden chairs. A long wooden bench runs along one side of the space. Sunlight enters through multiple windows, highlighting the warm wood flooring and natural light atmosphere.
Home in Bridgton
5 out of 5 average rating, 27 reviews

Cozy Knights Hill Home

Top guest favourite
A spacious living area is defined by high wooden ceilings and large windows, allowing natural light to fill the space. A sectional sofa faces a stone fireplace, with a coffee table in the center. An open staircase leads to an upper level, with kitchen appliances visible in the background.
Home in Bridgton
4.94 out of 5 average rating, 16 reviews

Peaceful Retreat

Guest favourite
A charming cottage is nestled among trees, featuring a sloped roof and large glass windows. A wooden pathway leads to a covered porch, furnished with red chairs. Surrounding ferns and greenery enhance the natural setting, inviting relaxation and connection with nature.
Home in Bridgton
5 out of 5 average rating, 9 reviews

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Top guest favourite
A spacious living area features a stone fireplace, surrounded by comfortable seating options and rustic decor. Natural wood accents are present in the beams and walls, while a Christmas tree adds a festive touch. Large windows provide views of the outdoors.
Home in Fryeburg
4.98 out of 5 average rating, 45 reviews

The Lodge at Hidden Pines

Guest favourite
Home in Newry
4.89 out of 5 average rating, 93 reviews

Farmhouse: Ice Rink | Movie Cave | Hot Tub

Guest favourite
An outdoor pool is center stage, surrounded by a wooden deck that extends to a grassy area with playground equipment visible in the background. A patio table and chairs, along with an umbrella, offer shaded seating options nearby.
Home in Bethel
4.92 out of 5 average rating, 51 reviews

Caribou Run Private Retreat with Mountain Views

Apartment rentals with a pool

Guest favourite
A wooden Adirondack chair is positioned on a covered porch, facing a scenic view of snow-covered ground and distant mountains. Soft clouds drift across the sky, with a tree partially visible. The tranquil setting conveys an inviting atmosphere for relaxation.
Apartment in Carrabassett Valley
4.98 out of 5 average rating, 44 reviews

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

Top guest favourite
A spacious living area is presented with a large blue sectional sofa, complemented by a light brown armchair. The kitchen space features modern appliances and a dining table. Decorative accents, including a wall with leafy patterns, add character to the welcoming environment.
Apartment in Newry
4.96 out of 5 average rating, 26 reviews

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

Superhost
An open living area features a cozy seating arrangement with a large sectional sofa, complemented by natural light from a spacious window. A dining table with wooden accents is displayed, alongside a well-equipped kitchen area and a staircase leading to the upper level.
Apartment in Newry
4.67 out of 5 average rating, 27 reviews

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

Superhost
A cozy living area features a real wood fireplace with a brick surround and a television mounted above it. A plush red sofa with decorative pillows faces the fireplace, complemented by a coffee table designed for games. A door leads to a bedroom area in the background.
Apartment in Carrabassett Valley
4.83 out of 5 average rating, 42 reviews

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

Guest favourite
Apartment in Carrabassett Valley
4.86 out of 5 average rating, 7 reviews

Sugar Tree Roost

Guest favourite
An outdoor pool with clear turquoise water is seen, accompanied by steam rising in the cool air. Two sets of handrails are positioned on either side for easy access. A hot tub is visible adjacent to the pool, with the building's exterior in the background.
Apartment in Newry
4.88 out of 5 average rating, 60 reviews

Corner Condo- ON Mountain!

Top guest favourite
Apartment in Carrabassett Valley
4.97 out of 5 average rating, 38 reviews

On Mountain Sugarloaf Condo

Top guest favourite
A cozy living area features a comfortable sofa and chairs arranged around a wooden coffee table. Two decorative wooden skis and vintage snowshoes adorn the wall. Natural light floods the space through large windows, overlooking the greenery outside. The room is completed with a ceiling fan and wall clock.
Apartment in Carrabassett Valley
5 out of 5 average rating, 35 reviews

Slope Side Sugarloaf Condo

Other holiday rentals with a pool

Apartment in Rumford
4.77 out of 5 average rating, 13 reviews

Madison Private Resort / 2 bedrooms 2 bathrooms

Guest favourite
Two individuals are peacefully paddling in kayaks on a tranquil lake. A backdrop of rolling clouds and a colorful sunset reflect upon the water, surrounded by lush trees and distant mountains, creating a serene outdoor setting.
Cabin in Bridgton
4.92 out of 5 average rating, 12 reviews

All Seasons Cabin

Top guest favourite
A modern kitchen showcases white cabinetry paired with a stylish granite countertop. Dark appliances and a unique tile backsplash complement the rustic wooden beams overhead. An island with a sink offers additional workspace, while an inviting rug adds warmth to the overall design.
Home in Windham
5 out of 5 average rating, 16 reviews

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

A spacious living area features a large sectional sofa positioned comfortably around a light wood floor. A white clock adorns the wall, while two windows allow natural light to illuminate the space, offering a view of the outdoors. A dining table can be seen in the background.
Flat in Rumford
4.92 out of 5 average rating, 13 reviews

The Wanderlust - Newly renovated, private condo

Home in Lovell
5 out of 5 average rating, 3 reviews

Mountain-View Family Home

A cozy living area features a mix of comfortable seating, including a pair of armchairs and a sectional sofa adorned with colorful cushions. Large windows allow natural light to fill the space, offering views of Moose Pond. A wooden coffee table is centrally placed.
Cabin in Bridgton
4.67 out of 5 average rating, 3 reviews

Million-Dollar View: Waterfront Cabin in Bridgton!

Guest favourite
An open living area showcases a comfortable seating arrangement with gray sofas, complemented by a light coffee table. A dining table with wooden chairs is positioned near the well-equipped kitchen, featuring wooden cabinetry and modern appliances. Windows allow natural light to brighten the space.
Flat in Carrabassett Valley
4.83 out of 5 average rating, 23 reviews

*New Listing* Sugarloaf Ski In/Out Condo

Home in Mechanic Falls
4.8 out of 5 average rating, 5 reviews

Back street!

Destinations to explore