
Holiday rentals with a pool in Connecticut River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Connecticut River
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Ski Mountain View Estate
Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Great multi family getaway

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Cozy Condo at Attitash!
Enjoy activities & beautiful scenery offered at Attitash Mountain Village, in the White Mountains! This cozy one bedroom, 2nd floor condo sleeps four, and includes a completely renovated kitchen/living area and bathroom! You will be just steps away from a beautiful pool pavilion, tennis courts, playgrounds, the Saco River Beach, hot tubs, fire pits, an arcade, and a fitness center. Nestled among all the summer attractions of the area- 10 minutes to Story Land! Always something fun to do!

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Hotel Style room w/pool, stunning Mountain view
Stylishly renovated Hotel room at the Lodge at Lincoln Station resort. Sleeps 2. Featuring King bed, Microwave and coffee maker. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. Indoor pool and Jacuzzi are open and located in our facility. Great restaurants within walking distance. Free shuttle bus service to Loon Lift gate. Pemigewasset River in back.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Trail Creek - ski home!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Winter Dream! The Handle Lodge at Snowtree Condos
The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.

The Haven at Doherty Homestead
Our pricing is transparent; there are no cleaning fees or surprise costs. Looking for a cozy place to crash after adventuring about? One hour from Boston, the ocean or the mountains, we are 10 minutes from city life as well as local hiking spots. Prefer a restful respite? Our backyard is your oasis; firepit, meditation treehouse, hammocks and patio area complete with a dining table, outdoor TV and lounge furniture.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Hickory Lodge Resort HotTub Pool Shuttle to Loon
Relaxing Mountain views from my 2nd floor, private open concept studio condo , this clean, updated front unit with private balcony (with rocking chairs), new comfortable queen bed and twin sleeper sofa ( recommended only for a child ) and is close to everything on Main Street and the 4 season Lincoln NH area has to offer !
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Cozy & updated Loon MTN condo

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Sanctum by the Lake

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Amazing Home close to Everything -

Southampton Charmer, 5 bedrooms w pool - Location
Apartment rentals with a pool

Private 3 Br- 2 level - Townhouse in Forest Ridge

Loon Mountain Getaway

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Winterplace - Steps away from Slopes

Elevate Your Adventure: Book Slope side Now!

Million $ View of Lake Winni Flexible check in/out

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

An Amazing Mountain Getaway!
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist
Magnificent Hudson River Estate with Infinity Pool and Spa
East Hampton Ranch with Access to Clearwater Private Beach
Catskills Winter Ski Retreat – Near Belleayre!
Enchanting Home with Large Decks and Heated Pool
Fenced & Salt Water Pool | Cozy Catskills Cottage
Saltbox with Separate Poolhouse in Northwest Woods
Destinations to explore
- Rentals with an accessible-height toilet Connecticut River
- Serviced apartment rentals Connecticut River
- Hotel rooms Connecticut River
- Rentals with an EV charger Connecticut River
- Bungalow rentals Connecticut River
- Rentals with an accessible-height bed Connecticut River
- Rentals with a patio Connecticut River
- Nature eco lodge rentals Connecticut River
- Rentals with outdoor seating Connecticut River
- Yurt rentals Connecticut River
- Campsite rentals Connecticut River
- Smoking-friendly rentals Connecticut River
- Boat rentals Connecticut River
- Guest house rentals Connecticut River
- Townhouse rentals Connecticut River
- Rentals with a washing machine and dryer Connecticut River
- Chalet rentals Connecticut River
- Cottage rentals Connecticut River
- Ski-in/ski-out rentals Connecticut River
- Rentals with a cinema Connecticut River
- Barn rentals Connecticut River
- Waterfront rentals Connecticut River
- Private suite rentals Connecticut River
- Aparthotel rentals Connecticut River
- Rentals with breakfast Connecticut River
- Cabin rentals Connecticut River
- Loft rentals Connecticut River
- Rentals with a firepit Connecticut River
- Villa rentals Connecticut River
- Pet-friendly rentals Connecticut River
- Rentals with a sauna Connecticut River
- Tiny house rentals Connecticut River
- Rentals with a hot tub Connecticut River
- Farm stay rentals Connecticut River
- House rentals Connecticut River
- Boutique hotels Connecticut River
- Rentals with a kayak Connecticut River
- Fitness-friendly rentals Connecticut River
- Bed and breakfasts Connecticut River
- Apartment rentals Connecticut River
- Family-friendly rentals Connecticut River
- Rentals with a fireplace Connecticut River
- Tent rentals Connecticut River
- Holiday home rentals Connecticut River
- Beachfront rentals Connecticut River
- Treehouse rentals Connecticut River
- Hostel rentals Connecticut River
- Motorhome rentals Connecticut River
- Rentals with beach access Connecticut River
- Rentals with lake access Connecticut River
- Resort rentals Connecticut River
- Flat rentals Connecticut River
- Rentals with pools United States
- Things to do Connecticut River
- Nature and outdoors Connecticut River
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Sports activities United States




