
Vacation 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.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

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.

Contemporary Guesthouse with Heated Pool
Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets! **We recently added “The Loft” listing on the other side of the same property**

The Woodshed High rise Wood Burning HOT Tub
Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Artist studio in the woods
Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quiet, tranquil, relax. 47 minutes from Gillette Stadium.

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

Modern Barn on 12 acres w Sauna, FirePit+swimming
Escape to our recently renovated guest house on a 12-acre property, 15min from Hudson. Take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Cozy romantic A-frame by a woodland stream - 25
The Cozy is a small A-frame cabin that features a wall of glass overlooking beautiful woods with a little stream winding through. The cabin is 11/10 romantic and surprisingly comfortable for such a small space. Outside you have a charming seating area with bistro lights, Adirondack chairs, and a fire pit to enjoy a crackling fire.
Popular amenities for Connecticut River rentals with a pool
House rentals with a pool

Breathtaking home with unforgettable views & pool!

Nana-tucket Inn

Heated Salt Pool | Near Newport, Beaches | Pkg 4 6

midcentury mod * POOL * walk out trail R2R/Mohonk

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Entire Home, Private Indoor Pool

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails
Condo rentals with a pool

Luxury Studio White Mtns Jacuzzi Pool Pond River

Studio Condo in Hotel Resort at Loon Mountain

White Mountain Resort 2 Pools & HotTub Kitchen

Peaceful Oasis steps from Mohegan Sun

Pemi River Retreat: White Mtns. At Your Doorstep

An Amazing Mountain Getaway!

Golf Hike 1 bedrm 1 night ok Pico free shuttles

Studio w/balcony | pool & hot tub | near Loon
Other vacation rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove

Stunningly Designed Luxury Home w/ Pool & Hot Tub

Moon Valley Country Retreat no clean fee pets yes

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Luxury Retreat In Back Cove | 10 Min to Downtown

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Luxury Container Home with Sauna & Heated Pool
Destinations to explore
- Rentals with an accessible height toilet Connecticut River
- Serviced apartment rentals Connecticut River
- Hotel rooms Connecticut River
- Rentals with an accessible height bed Connecticut River
- Chalet rentals Connecticut River
- Rentals with beach access Connecticut River
- Boat rentals Connecticut River
- Yurt rentals Connecticut River
- Family-friendly rentals Connecticut River
- Treehouse rentals Connecticut River
- Vacation home rentals Connecticut River
- Villa rentals Connecticut River
- Private suite rentals Connecticut River
- Luxury rentals Connecticut River
- Tent rentals Connecticut River
- Pet-friendly rentals Connecticut River
- Townhouse rentals Connecticut River
- Ski-in/ski-out rentals Connecticut River
- Farmstay rentals Connecticut River
- Condo rentals Connecticut River
- RV rentals Connecticut River
- Guesthouse rentals Connecticut River
- Aparthotel rentals Connecticut River
- Rentals with breakfast Connecticut River
- Cabin rentals Connecticut River
- Campsite rentals Connecticut River
- Beachfront rentals Connecticut River
- Resort rentals Connecticut River
- Rentals with a kayak Connecticut River
- Bed and breakfasts Connecticut River
- Apartment rentals Connecticut River
- Nature eco lodge rentals Connecticut River
- Rentals with a sauna Connecticut River
- Barn rentals Connecticut River
- Rentals with lake access Connecticut River
- Tiny house rentals Connecticut River
- Bungalow rentals Connecticut River
- Waterfront rentals Connecticut River
- Boutique hotels Connecticut River
- Cottage rentals Connecticut River
- Hostel rentals Connecticut River
- House rentals Connecticut River
- Rentals with a hot tub Connecticut River
- Loft rentals Connecticut River
- Rentals with a patio Connecticut River
- Rentals with pools United States
- Things to do Connecticut River
- Nature and outdoors Connecticut River
- Sports activities Connecticut River
- Art and culture Connecticut River
- Food and drink Connecticut River
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States





