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Holiday rentals with a pool in Hartford

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hartford

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home

4.85 out of 5 average rating, 96 reviews

Comfortable home with a private indoor pool!

Ski & Ride Magic, Okemo, Stratton and Bromley! Our home is located on a quiet dead end road in the heart of Southern Vermont ski country! Great layout for entertaining. Perfect for 2 -3 families to gather. After a day in nature, no matter the season, enjoy a dip in the INDOOR HEATED POOL that stays 84 degrees all year round. BBQ meals on the deck and watch the sunset. Enjoy a nice fire on the patio or just cozy up to the pellet stove on colder nights. It will be vacation you'll always remember.

Guest favourite

Apartment

4.97 out of 5 average rating, 141 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

3 bedroom townhouse with 2 full baths. Third bedroom is an open loft with 2 twin beds. The Woods is a luxury condo development located 3 miles from the lifts at Killington. Pool, gym and spa facilities. New for Winter 2024/25: Killington Cafe & Wine Bar at the The Woods! 6 guests max per law. ONE well-behaved DOG upon approval (NOT 2 DOGS); $90 pet fee per stay. *INCLUDE YOUR PET AS A GUEST AND TELL ME ABOUT YOUR DOG WHEN BOOKING. Sorry, NO CATS. Summer guests, NO A/C in the unit.

Guest favourite

Chalet

4.87 out of 5 average rating, 101 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.

Guest favourite

Apartment

4.98 out of 5 average rating, 43 reviews

A Village location, Steps to the Lifts & Village

Steps (literally) from the lifts & village, down the from the year-round heated pool, sauna & hot tubs A 1-BR condo with King in the BR, Queen pullout couch in the LR, fully equiped kitchen, gas fireplace, indoor parking w/elevators, balcony w/ chairs, view overlooks the skating pond & mountains to the east. This is one of the nicer units in Long Trail. Freshly painted throughout, comfy sofa & love seat in the living area, matching dishes glasses, it is super clean & well maintained.

Cabin

4.73 out of 5 average rating, 11 reviews

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base and 2-minutes in to town. Enjoy 4 bedrooms, atrium-style living room, separate dining room, breakfast nook, and basement game room. Grounds include a private pool, expansive yard, and sweeping views. Get the best of the traditional log cabin-feel with modern comfort and contemporary design; renovated in 2023 with AC and updated finishes throughout. Winter reservations: 4x4 required

Apartment

4.6 out of 5 average rating, 94 reviews

NEW Killington Studio: Great Location! Comfy. 431

Welcome to our Killington studio, perfect for skiing, biking, hiking, antiquing, beer tasting, kayaking, exploring, or simply unwinding. This hotel room-style condo sleeps four in two comfortable queen beds. Enjoy cable/streaming on the large smart TV. Amenities include a mini-fridge, microwave, Keurig & coffee maker. The full bathroom offers a tub & shower. Outside, a heated pool awaits (open June to mid-September). You'll love it! (Note: This unit is hotel-room style without a kitchen.)

Guest favourite

Apartment

5 out of 5 average rating, 15 reviews

Modern 2BD/2BA Ski Condo – Dog-Friendly Retreat

This beautifully renovated, dog-friendly 2-BD, 2-BA home in The Woods offers a perfect blend of comfort and modern style. It features a spacious living area with a cozy wood-burning fireplace, a fully equipped kitchen, and exciting entertainment options, including an arcade game and Xbox S gaming system. Just steps away, enjoy premium amenities such as an indoor pool, hot tub, and spa. Killington Café and Wine Bar next door provides the ideal spot to unwind—perfect for a relaxing retreat!

Guest favourite

Apartment

4.93 out of 5 average rating, 188 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain. check VRBO.1532508 mention this for a better deal

Guest favourite

Home

4.89 out of 5 average rating, 138 reviews

Historic Home on 17 acres of land. Go escape!

This place is a dream. Please enjoy the outdoors and everything this amazing place has to offer. The pool will be reopened around May 2025! It is a heated pool and salt water. Pool rules: absolutely no diving. No children under the age of 18 should be near or in the pool area without supervision under any circumstances. NO glassware by the pool. If there is an incident with glass near the pool area please tell our property manager immediately. If you need anything just ask!

Cabin

4.85 out of 5 average rating, 271 reviews

Lazy Moose Log Cabin w/ hot tub, fireplace & lake

Our Lazy Moose Log Cabin is the perfect rustic retreat! Summertime at the cabin includes access to two lakes, a pool, tennis courts, boats, fishing and more!! Featuring a private outdoor hot tub for soaking under the stars, fire pit and cozy gas fireplace for snuggling up on cold winter nights. The cabin is close to the best hiking in the East, lakes, amazing ski resorts, craft breweries, coffee shops, restaurants of every kind and sightseeing!

Guest favourite

Apartment

4.95 out of 5 average rating, 120 reviews

FirBear - Hot Tub, Pool, FirePlace, Gym

Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer. DISCOUNTED LIFT TICKETS AVAILABLE!

Guest favourite

Townhouse

4.96 out of 5 average rating, 102 reviews

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!

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Popular amenities for Hartford rentals with a pool

Free parking on premises

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House rentals with a pool

Guest favourite

Home

4.9 out of 5 average rating, 195 reviews

Luxury Condo Tucked in the Heart of Killington

Guest favourite

Home

4.96 out of 5 average rating, 135 reviews

Epic Views of the Green Mountains

Guest favourite

Home

4.88 out of 5 average rating, 233 reviews

Ranch at Mendon Mt Orchards

Home

4.75 out of 5 average rating, 28 reviews

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths!

Guest favourite

Home

4.95 out of 5 average rating, 20 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

Home

4.82 out of 5 average rating, 114 reviews

Charming Sugarbush Standalone Condo

Guest favourite

Home

5 out of 5 average rating, 10 reviews

Private Farmhouse with Pool

Guest favourite

Home

4.98 out of 5 average rating, 61 reviews

Spacious 5-bed with hot tub, 12 min to Sugarbush

Apartment rentals with a pool

Guest favourite

Apartment

4.95 out of 5 average rating, 77 reviews

1 bedroom condo in Mad River Valley, Vermont

Guest favourite

Apartment

4.97 out of 5 average rating, 122 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Guest favourite

Apartment

4.91 out of 5 average rating, 117 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

Guest favourite

Apartment

4.88 out of 5 average rating, 43 reviews

Killington Mnt 2Br/2Ba Ski/Golf/Bike/Hike/Pool

Apartment

4.82 out of 5 average rating, 22 reviews

Renovated Condo(unit #10) 3 Miles from Mtn

Guest favourite

Apartment

4.83 out of 5 average rating, 158 reviews

Skier's Retreat 2bed/1.5 bath condo w/ Amenities

Apartment

4.81 out of 5 average rating, 108 reviews

Modest Mountain Dacha

Apartment

4.83 out of 5 average rating, 18 reviews

Renovated 3BR Ski-Home Condo!

Quick stats about holiday rentals with a pool in Hartford

Total rentals
90 properties
Nightly prices starting at
£56 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore