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Vacation rentals with a pool in Oxford County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Oxford County rentals with a pool

House rentals with a pool

Top guest favorite
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
5 out of 5 average rating, 14 reviews

Treehouse Farm - Sebago

JasmineRating, 5 stars3 days ago
We had a great stay. Our kids especially loved the hot tub and fire pit and the cozy bed upstairs. Beds were all very comfortable and clean. Host was responsive and left clear instructions. We would have loved to stay longer but it was still great just for one night.
Superhost
The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.
Home in Carrabassett Valley
4.76 out of 5 average rating, 29 reviews

*New to Market* 410 Snowflower

LynnRating, 5 stars1 day ago
The location was perfect. The size of the place was great. Plenty of beds and bathrooms. We had an amazing spring skiing family trip.
Top guest favorite
Home in Bridgton
5 out of 5 average rating, 19 reviews

Cozy Knights Hill Home

KellyRating, 5 stars1 month ago
We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars6 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Guest favorite
A serene forest scene features a gently flowing stream surrounded by lush greenery and tall trees. Smooth stones line the riverbank, while moss-covered rocks emerge in the water. The area exudes a tranquil and natural ambiance, inviting exploration and relaxation.
Home in Bridgton
4.89 out of 5 average rating, 9 reviews

3 Min to Pleasant Mountain!

CarolRating, 5 stars2 months ago
Aimee’s place was amazing! Absolutely gorgeous inside and out. So much attention to every detail. Aimee was quick to respond with any questions I had. The games provided great entertainment for the kids during a snowy day. I highly recommend. We can’t wait to come back.
Top guest favorite
A serene pool area is surrounded by lush greenery, featuring a sparkling blue pool with a gentle slope entry. Several lounge chairs are positioned nearby on a textured patio, and an umbrella offers shade. Stone landscaping complements the natural setting.
Home in Fryeburg
4.97 out of 5 average rating, 30 reviews

The Lodge at Hidden Pines

JordannaRating, 5 stars2 months ago
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.
Superhost
Home in Conway
4.9 out of 5 average rating, 84 reviews

Blissful Mountain Getaway Cabin | Private Pool

ChadRating, 5 stars6 months ago
Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!

Condo rentals with a pool

A cozy living area is highlighted by a large window allowing natural light to brighten the space. A wooden countertop separates the kitchen from the living room. Comfortable seating is provided by a dark armchair and a circular coffee table, complemented by a decorative area rug.
Condo in Newry
4.89 out of 5 average rating, 28 reviews

Ski in/Ski out Studio with indoor swimming pool

BrianRating, 5 stars2 months ago
Kate's place was just as advertised, slopeside in South Ridge. Condo has all items needed in the kitchen, plenty of linens and towels. Would rent again.
Guest favorite
A spacious living area features a comfortable L-shaped sofa facing a wall-mounted television. Natural light enters through large glass doors, leading to an outdoor space surrounded by greenery. A cozy armchair and a colorful area rug add to the room's warmth.
Condo in Carrabassett Valley
4.91 out of 5 average rating, 47 reviews

Ski in/ski out

LaurynRating, 5 stars1 month ago
Cute little studio with super easy access to the mountain. Would recommend for a couple but would definitely be tight for a family of 5-6.
Top guest favorite
A spacious living area features a large sectional sofa adorned with patterned throw pillows. A sturdy coffee table sits in the center, complemented by two side tables. Natural light streams through the window, highlighting decorative wall art and a cozy carpeted floor.
Condo in Newry
5 out of 5 average rating, 30 reviews

4 Season Fall Line condo with tons of amenities!

AvaRating, 5 stars3 weeks ago
We had a great time at Angela’s place!! The condo was fully stocked with everything we could have need and Angela couldn’t have been more helpful throughout our planning process!! Thanks for a great weekend :)
Top guest favorite
A well-maintained outdoor pool is enclosed by a chain-link fence, featuring a spacious deck with lounge chairs and umbrellas. Lush greenery surrounds the area, enhancing the tranquil environment. A pool cleaning net rests on the pool deck, indicating regular maintenance.
Condo in Conway
4.96 out of 5 average rating, 110 reviews

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

RachelRating, 5 stars3 months ago
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!
Superhost
A panoramic view showcases the vibrant fall foliage against the backdrop of distant mountains. The scene includes a convocation of buildings with modern architecture, framed by outlined trees and a clear blue sky, creating a serene natural landscape.
Condo in Carrabassett Valley
4.86 out of 5 average rating, 7 reviews

Sugar Tree Roost

MarcRating, 5 stars2 months ago
Thank you Samantha and team, you were all extremely helpful from start to finish. We were a group of 6 adults who love to ski the Northeast, and were familiar with Sugarloaf as a destination. The accommodations were perfect for our needs. However, we were surprised that the photos of the listing did not accurately depict the accommodations, it was much better in real life. Great stay!
Top guest favorite
The exterior of a two-story condo is shown amidst a snowy landscape. Flakes fall gently around the building, which features a covered porch and a decorative wreath. Surrounding evergreens and bushes are blanketed in snow, adding to the serene winter scene.
Condo in Conway
4.95 out of 5 average rating, 21 reviews

Harmony Hideaway - A Tranquil Getaway on the Saco

LonRating, 5 stars2 months ago
Condo was clean, well stocked, and comfortable for our family on a winter stay. Clear instructions for making the stay comfortable and easy. A very easy drive to a restaurants, activities, and anything you’d need. Would stay again!
Top guest favorite
A warm living area is shown, featuring a comfortable armchair beside a wooden coffee table. A television is mounted on the wall above a shelf with various books and decor. A fireplace is situated below a framed landscape photograph, creating an inviting focal point.
Condo in Carrabassett Valley
4.97 out of 5 average rating, 29 reviews

Ski-in, Ski-out Centrally Located Sugarloaf Condo

KateRating, 5 stars2 weeks ago
My husband and I stayed here with out two daughters for a weekend of skiing and it was great! My 4 year old loved that she could just walk over to the lift and hop on and then ski back to the condo when she was all done. The space was great, comfortable and easy to use. I would definitely stay again
Top guest favorite
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.
Condo in Carrabassett Valley
5 out of 5 average rating, 34 reviews

Slope Side Sugarloaf Condo

MelissaRating, 5 stars2 months ago
The condo was very clean, charming and had everything we needed. The option to walk over to the lift and ski back into the neighborhood was excellent. We didn't use the shuttle, but noticed it stopped right next to the condo building at the expected times. This is our third stay in the area - once at the Inn and another time at a studio condo - and this is by far our favorite!

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