Holiday rentals with a pool in Oxford County

4.89 out of 5 average rating, 339 reviews

A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.

Home in Harrison

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.

Superhost

A cozy living area is equipped with a large, dark sofa adorned with patterned cushions. A wooden dining table with four chairs is positioned nearby. The kitchenette features wooden cabinets, a stove, and a refrigerator, with scenic mountain photos hung on the walls.

4.79 out of 5 average rating, 221 reviews

Ski in/Ski out Sunday River Condo Brookside 2b215

Less hassle = more fun , everything you need for an amazing ski vacation! This Slopeside sleep 3 studio condo has a fully equipped kitchen for an easy breakfast before literally strapping ski boots on & walking out to road runner trail. Cute pull out sofa , overstuffed chair , plus a twin bed on kitchen level . Cable tv & WIFI. Outdoor pool , huge hot tub and 2 saunas are open 7 days a week during ski season 11am - 9pm . Also a large common room overlooking the pool with fireplace & games. WOW

5 out of 5 average rating, 53 reviews

The exterior of the house features a light-colored wooden façade with green shutters. Surrounded by lush trees, the home includes a front porch with steps leading to the entrance and ample outdoor space covered in grass and gravel.

Cottage in Bridgton

Beach | Pool | High-end kitchen | Bunkbeds| AC

Lake Haus Bridgton offers Maine luxury living with a beautiful pine interior, an open concept kitchen/dining/living area, three bedrooms, one and a half baths, and a spacious sunny living space. Located in the beautiful shared waterfront community of Knights Hill, situated on Moose Pond in Bridgton, Maine. The association amenities include a shared sandy beach on Moose Pond, a pool, tennis courts, a basketball court, and two playgrounds. Skiing at Pleasant Mountain is only 5 minutes away.

4.97 out of 5 average rating, 78 reviews

Modern & Comfy ~ Mountain Condo ~ HotTub ~ Pool

Newly updated Ski-in/out clean and comfy Fall Line Condo @ Sunday River Resort located directly on Sundance trail with access to three ski lifts. Enjoy fireworks from the private deck! Sleeps 4 very comfortably, enough room for 6. • PRIME LOCATION - Ski in/out 3 lifts • Mountain view • Pool • Hot tub • Two saunas • Fast internet • Dedicated workspace • Gym equipment • Fully stocked kitchen / bathroom • Premium Cable + Streaming services • Fireplace common room • On location restaurant

4.92 out of 5 average rating, 136 reviews

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

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.

4.88 out of 5 average rating, 186 reviews

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

A+ View Ski Snowmobile Just Relax * 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.

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.

4.93 out of 5 average rating, 114 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.

4.92 out of 5 average rating, 116 reviews

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

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.

Superhost

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

4.88 out of 5 average rating, 83 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.

5 out of 5 average rating, 42 reviews

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

Epic Views, 9Mi SR, GameRm

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!

4.86 out of 5 average rating, 123 reviews

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

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!

Children in ski gear are seen enjoying the snow in front of a large, multi-level gray condominium building. The background features snow-covered ground and a line of trees, with a peaceful winter landscape framed by distant mountains.