
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.

Cozy Ski Cabin #2, 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.
4.97 out of 5 average rating, 68 reviews
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
4.7 out of 5 average rating, 261 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.
4.9 out of 5 average rating, 181 reviews
6 miles from Sunday River with heated outdoor pool
Pool is closed for the summer. It opens back up on 12/19/26. 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.
4.81 out of 5 average rating, 93 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
4.97 out of 5 average rating, 199 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.
4.91 out of 5 average rating, 149 reviews
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.
4.87 out of 5 average rating, 191 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.
4.93 out of 5 average rating, 119 reviews
Stunning Log Home, w/Views, HotTub & Pool- Slps 14
Escape to Mountain Vista in Bethel, Maine—a 4-bedroom mountain retreat made for families and groups. Take in breathtaking mountain views, cool off in the new seasonal saltwater pool, unwind in the hot tub, or head downstairs for games and family fun. Sunday River Resort – 10 min Bethel Village shops & restaurants – 7 min Mt. Abram Ski Area – 7 min Androscoggin River – 12 min Experience the perfect blend of relaxation and excitement at Mountain Vista! Find out more below!
4.96 out of 5 average rating, 23 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***
4.96 out of 5 average rating, 134 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.
4.92 out of 5 average rating, 125 reviews
POOL+Hot tub+6Private Acres+15 min to Sunday River
Creating memories that echo through generations! - Saltwater Pool, Hot-tub, Fenced Yard, Pet Friendly - Coffee(3)+Milkshake(1) bar, ALL kitchen essentials - 4,100sq ft interior, Large King master, Smart TVs, - Generator, 6 private acres, Game room+ Full bar - Click below to explore all our amenities… *** the pool is closed each winter season starting in mid September *** it is then reopened in mid to late May as weather permits ***
4.95 out of 5 average rating, 97 reviewsPopular amenities for Oxford County rentals with a pool
House rentals with a pool

The Lodge at Hidden Pines
4.97 out of 5 average rating, 59 reviews
Gray Woodland Escape | Golf, Pool & Cinema
5.0 out of 5 average rating, 9 reviews
Sunday River Ski In/Ski Out Condo, Prime Location!
5.0 out of 5 average rating, 41 reviews
Cozy home, walk to beach and pool 3 min from mtn!
4.81 out of 5 average rating, 27 reviews
Moose Pond Cottage - 3 mins to Pleasant Mountain!
4.96 out of 5 average rating, 23 reviews
Caribou Run Private Retreat with Mountain Views
4.9 out of 5 average rating, 59 reviews
The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna
4.89 out of 5 average rating, 9 reviews
Bethel Inn Townhouse: Golf, Ski, Pool & Views
4.71 out of 5 average rating, 7 reviewsApartment rentals with a pool

Sunday River Resort Condos @Cascades (Ski-on/off)
4.95 out of 5 average rating, 119 reviews
Cozy 1 br condo with ski in/out lift access & Pool
4.93 out of 5 average rating, 129 reviews
Brookside II B-303 - Sunday River Slopeside Condo
4.94 out of 5 average rating, 35 reviews
Peaceful Pines Saco River Getaway
5.0 out of 5 average rating, 31 reviews
Sunday River Condo 2BR + Outdoor Pool
5.0 out of 5 average rating, 13 reviews
C-7 Cascades
5.0 out of 5 average rating, 6 reviews
CONDO IN NEWRY ski-in/out, pool/hot tub, sauna
4.74 out of 5 average rating, 42 reviews
"It's a Beaut Clark" Mountainside Getaway
5.0 out of 5 average rating, 38 reviewsOther holiday rentals with a pool

5 BR+Heated SwimSpa+Sauna+Mtn Views+Games+Dogs OK
4.99 out of 5 average rating, 82 reviews
Beach | Pool | High-end kitchen | Bunkbeds| AC
4.98 out of 5 average rating, 63 reviews
Pristine Log Cabin w/Lake Access NO Cleaning Fees!
4.93 out of 5 average rating, 87 reviews
Retreat In The Orchards
4.93 out of 5 average rating, 29 reviews
Sugarloaf Ski-In/Ski-Out Condo w/ Pool
4.87 out of 5 average rating, 45 reviews
Secluded Rustic Log Cabin on Beautiful Frye Island
4.96 out of 5 average rating, 49 reviews
The Wanderlust - Newly renovated, private condo
4.93 out of 5 average rating, 15 reviews
Treehouse Farm - Sebago
4.95 out of 5 average rating, 44 reviewsDestinations to explore
- Rentals with a hot tub Oxford County
- Farm stay rentals Oxford County
- House rentals Oxford County
- Hotel rooms Oxford County
- Bed and breakfasts Oxford County
- Waterfront rentals Oxford County
- Tiny house rentals Oxford County
- Flat rentals Oxford County
- Ski-in/ski-out rentals Oxford County
- Family-friendly rentals Oxford County
- Pet-friendly rentals Oxford County
- Holiday home rentals Oxford County
- Rentals with a kayak Oxford County
- Boutique hotels Oxford County
- Townhouse rentals Oxford County
- Chalet rentals Oxford County
- Rentals with beach access Oxford County
- Beachfront rentals Oxford County
- Rentals with lake access Oxford County
- Guest house rentals Oxford County
- Yurt rentals Oxford County
- Private suite rentals Oxford County
- Tent rentals Oxford County
- Apartment rentals Oxford County
- Rentals with breakfast Oxford County
- Cabin rentals Oxford County
- Motorhome rentals Oxford County
- Rentals with pools Maine
- Rentals with pools United States
- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms
- Sunday River
- Mount Washington State Park
- Black Mountain of Maine
- Jericho Mountain State Park
- Belgrade Lakes Golf Club





