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

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Rustic Farmette Studio w/yearround Hot Tub
Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Cozy Studio apt w/pool & hot tub Ski Loon Mountain
This stylishly renovated Studio resort condo is the perfect getaway to enjoy White Mountains! Nestled at the base of Loon Mountain's South Peak, you will relish in the breathtaking mountain scenery and stunning hiking trails. After exploring, enjoy the onsite indoor pools and Jacuzzi. Great restaurants are just a few steps away, and the Pemigewasset River is accessible right out the backdoor! This studio condo comfortably sleeps 4 and provides you and your family with an unforgettable getaway!

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

Romantic New England Historic Schoolhouse c1866
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 and tennis court.

Secluded Cabin Getaway Mountain Lake Community!
Relax and unwind at our private cozy cabin in the White Mountains! Woodsville, Lincoln or Littleton 10-25 min away for bars, shops and local eats! A mile from Rt 112, the Kancamagus Byway. It's rated the best scenic drive in New England! And only 30 min to Loon & Cannon Ski Resorts. It's a 5 min walk to the lake, pool and beach. Only residents and guests have access. This place is 4 miles outside the White Mountain National Forest. Groceries, coffee shops and all the amenities nearby!

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.

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”.

Lazy Moose Log Cabin w/ hot tub, fireplace & lake
Welcome to the Lazy Moose Cabin! This 3BR, 1BA log retreat in Mountain Lakes blends rustic charm with modern comforts. Unwind in the private hot tub, gather around the fire pit, or cozy up by the gas fireplace. Guests enjoy two lakes with boats, kayaks, and fishing, plus an in ground pool, tennis, down hill mountain biking trails and hiking. Close to ski resorts, breweries, and White Mountains adventures—perfect for families and friends seeking a true mountain getaway.

Ski home to Trail Creek!
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!

Studio w/hot tub, pool, sauna, arcade & gym
This newly renovated studio has all you could desire for your mountain getaway. Enjoy the numerous amenities that the Lodge has to offer while also within walking distance of restaurants and shops. Guests have access to the indoor pool and outdoor pool, hot tub, sauna, arcade, billiard room, and ping pong table. A shuttle provides rides to Loon Mountain Fri-Mon. No parties or events. No pets. No Smoking.

Marty'sBay-RetroCondo, Private Beach, Concert Path
Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!
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

midcentury mod * HOT TUB * walk out trail 2 mohonk

Epic Views of the Green Mountains

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Sanctum by the Lake

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit
Apartment rentals with a pool

Attitash Studio | 5min to Storyland| Pools

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Right at Killington !

Winter Dream! The Handle Lodge at Snowtree Condos

White Mountain Resort Pool/HotTub Shuttle to Loon

Winterplace - Steps away from Slopes

Loon Mountain Cozy Condo

#45 Luxury Ski & Summer Condo with Private Sauna
Home rentals with a private pool

Rhinebeck Country Living with a Modern Twist
Magnificent Hudson River Estate with Infinity Pool and Spa
Fully Fenced 10 Acres | Cozy Cottage w/ Kid Gear
Catskills Winter Ski Retreat – Near Belleayre!
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