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Vacation rentals with a pool in Hartford

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Hartford

  • Total vacation rentals

    Explore 90 vacation rentals in Hartford

  • Nightly prices starting at

    Hartford vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Hartford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hartford rentals

  • 4.8 Average rating

    Hartford stays are highly rated by guests—averaging 4.8 out of 5!

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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Superhost
Home in Killington

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

4.86 out of 5 average rating, 260 reviews
Top guest favorite
A bright and airy great room features high wooden ceilings with large windows showcasing mountain views. A spacious sectional sofa is arranged around a colorful area rug, complemented by blue armchairs. Contemporary lighting and artistic decor add to the inviting ambiance.
Home in Springfield

Luxury Mid-Century Modern Vermont Home, Okemo View

The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!

4.99 out of 5 average rating, 101 reviews
Superhost
An inviting living area features comfortable sofas and an orange armchair. A wooden coffee table is positioned centrally, with a fireplace adorned by a brick wall as a focal point. Natural light streams in through large windows, illuminating the warm interior.
Townhouse in Hartford

Specials Ski-in Ski-Out Cozy Mountainside Condo

Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

4.88 out of 5 average rating, 85 reviews
Top guest favorite
A spacious living area features a large sectional sofa facing a television. A decorative fireplace with a stovepipe and a cozy armchair create a welcoming setting. Natural light filters in through two window treatments, enhancing the neutral tones of the furniture and decor.
Home in Quechee

The Wheelock House- Family Home in Quechee

The Wheelock House is the ideal Quechee escape! Easy access to all Quechee and the Upper Valley has to offer. Under a mile to the club & ski hill, the location makes vacationing here a dream. In fall, pick apples at the orchard on our road. In winter, you can pop back-and-forth to the ski hill with ease, or snowshoe right out the back door on the green belt trails. In summer, enjoy two world-class golf courses, the lake, and beautiful rivers. Easy access to Dartmouth, Woodstock, & ski resorts.

4.91 out of 5 average rating, 23 reviews
Top guest favorite
An open living and dining area is highlighted by large windows allowing natural light to fill the space. A wooden dining table with eight chairs is present, alongside a comfortable seating arrangement featuring a sofa and an accent chair. A glamor chandelier hangs overhead, enhancing the welcoming atmosphere.
Home in Hartford

Premier Quechee Newton Village Condo: Pet Friendly

Welcome to our Quechee Condo. We are a Colorado family with roots in New England and wanted our kids to grow up and experience the best of what New England has to offer. Quechee! This well cared for 3 bedroom unit is located near Lake Pinneo, the Quechee Clubhouse, Tennis/Pickle, Ski hill and Golf Courses. The condo comfortably sleeps 6 guests with an additional pull out sofa for more capacity. Close to Woodstock, Dartmouth, Killington & Okemo Golf, tennis, & Ski Hill are open to renters

4.94 out of 5 average rating, 63 reviews
Top guest favorite
The spacious main bedroom features a king bed adorned with a patterned quilt and decorative pillows. A soft lamp sits beside the bed, and large windows open to a private deck, allowing natural light to fill the room.
Townhouse in Hartford

Windfall~Condo @Quechee Lakes VT~ Golf. Ski. Renew

Welcome to Windfall - A freshly updated Townhome, Ideally located in the heart of Quechee Lakes resort. ∙Open floor plan, modern kitchen & 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably sleep 5 ∙ Walk to Quechee village, covered bridge & Simon Pearce. ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙Fireplace, A/C, TV & WiFi, private deck ∙Hosted by Local VT owner & Super-host

4.98 out of 5 average rating, 45 reviews
Top guest favorite
Home in Hartford

Cozy Vermont Cabin | Near Woodstock + Quechee

Escape to Pine & Plaid, our Guest Favorite four-bedroom reimagined 1970's cabin in Quechee, Vermont. Tucked into the woods just minutes from Woodstock, it’s made for crisp fall weekends and cozy November getaways. Explore Quechee Gorge, hike nearby trails, browse Woodstock’s shops and restaurants, then come home to gather around the fire pit. Sleeps 8 with plenty of space for families and friends looking for a stylish, relaxed New England escape. Follow us @pineandplaidvt for more.

5.0 out of 5 average rating, 17 reviews
Guest favorite
A tranquil sleeping area features a cozy bed with soft bedding and accent pillows. Nightstands with lamps are placed on either side, providing gentle light. A large horse portrait adorns the wall above the bed, contributing to the serene ambiance.
Condo in Killington

Great PeeP rates Hike Golf Tennis 2 Bed on Mtn

Come enjoy this peaceful retreat, a warm fire and ski-in trail (depends on snowfall) with beautiful Mountain views! Our cozy 2 bedroom 1 bath is nestled away right on the golf course near Snowshed; Minutes away from ski lifts, restaurants and night life. Enjoy a warm space by the fire after skiing, snowmobiling, tubing and shopping! Shuttle every 30 min weekend & holiday weeks- Common laundry room -free washer/dryer Ski Locker- Pool heated in the summer Enjoy the Beast of the East!

4.91 out of 5 average rating, 110 reviews
Guest favorite
A modern studio space is presented with wood paneling and a vaulted ceiling. Stainless steel kitchen appliances are featured alongside a dining table and a comfortable seating area. Two vintage ski boards are mounted on the wall, and a sliding glass door provides access to a private balcony.
Condo in Killington

Serene Top Floor Condo (resort style amenities)

Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

4.79 out of 5 average rating, 337 reviews
Top guest favorite
Shipping container in Ludlow

Luxury Container Home Sauna-Heated Pool-Hot Tub

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

5.0 out of 5 average rating, 17 reviews
Top guest favorite
Condo in Killington

Ski-In/Out, Hot Tub, Pet-Friendly

Escape to a spacious, pet-friendly 1-bedroom mountain condo in Killington, comfortably sleeping 4. Enjoy year-round adventures with easy access to hiking, biking, golf, and skiing. The condo is 488 ft to the sunrise lift! Relax on your private balcony, by the gas fireplace, or at the resort's indoor/outdoor pools, hot tub, and fitness center. Perfect for a serene mountain getaway with all amenities.

4.95 out of 5 average rating, 182 reviews
Top guest favorite
Condo in Killington

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, 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.

4.96 out of 5 average rating, 223 reviews

Popular amenities for Hartford rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
Home in Springfield

Ski Mountain View Estate

4.96 out of 5 average rating, 142 reviews
Guest favorite
A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.
Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

4.9 out of 5 average rating, 184 reviews
Superhost
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
Home in Mendon

Ranch at Mendon Mt Orchards

4.87 out of 5 average rating, 283 reviews
Guest favorite
Home in Killington

Golf and Mountain Biking outside the door!

4.89 out of 5 average rating, 141 reviews
Guest favorite
The spacious great room features a wood-burning fireplace and is furnished with two comfortable sofas and a wooden coffee table. A large flat-screen TV hangs on the wall, and natural light emanates from the surrounding windows. A dining area with a circular table is visible in the background.
Home in Ludlow

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

4.92 out of 5 average rating, 114 reviews
Guest favorite
Home in Killington

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

4.92 out of 5 average rating, 172 reviews
Guest favorite
An aerial view captures a tranquil backyard featuring a private in-ground pool surrounded by a stone patio. The farmhouse is visible in the background, framed by trees and open lawn space. A shaded seating area and hammock provide relaxation options.
Home in Hartland

Private Farmhouse with in ground pool!

5.0 out of 5 average rating, 22 reviews
Guest favorite
The exterior of a newly renovated retreat showcases a wooden structure surrounded by trees. A fire pit is set with several dark chairs arranged in a circular formation. Soft light emanates from the large windows, providing a glimpse into the warm interior spaces.
Home in Bridgewater

Luxurious family retreat home in the mountains

4.92 out of 5 average rating, 61 reviews

Condo rentals with a pool

Superhost
A cozy living area features a brick fireplace at its center, surrounded by two comfortable armchairs and a wooden coffee table. A Roku Smart TV is positioned next to large glass doors leading to the balcony, while a mirror reflects the warm ambiance. Natural light enhances the wooden accents on the walls.
Condo in Killington

Cozy Condo- Close to Mountain, Ski home trail

4.84 out of 5 average rating, 188 reviews
Guest favorite
A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.
Condo in Killington

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

4.91 out of 5 average rating, 227 reviews
Top guest favorite
The exterior of the building is shown against a backdrop of a green and orange hillside. Surrounding landscaping includes neatly trimmed bushes, with a paved parking area featuring two parked cars. The structure has a mix of stone and brick accents, complemented by gray roofs.
Condo in Mendon

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

4.89 out of 5 average rating, 124 reviews
Guest favorite
Aerial view captures a large cluster of buildings nestled among vibrant autumn foliage, showcasing shades of orange, yellow, and green. Majestic mountains rise in the background, while a spacious parking area is visible, surrounded by trees.
Condo in Killington

Updated large condo across from AT and skiing

4.87 out of 5 average rating, 127 reviews
Top guest favorite
A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.
Condo in Killington

Newly renovated ski retreat at Killington

4.94 out of 5 average rating, 232 reviews
Top guest favorite
A spacious living room features a real wood fireplace with a modern hearth, surrounded by a cozy seating arrangement. A flat-screen television is mounted above the fireplace. Large windows provide natural light and a view of the outdoor balcony, enhancing the inviting atmosphere.
Condo in Killington

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

4.94 out of 5 average rating, 112 reviews
Guest favorite
The exterior of a multi-story building is showcased, featuring a distinct clock tower and the Mountain Green logo. Balconies are visible on the upper floors, and trees surround the structure. Soft lighting lines the path leading to the entrance, enhancing the welcoming ambiance.
Condo in Killington

Amazing,Ski, Golf, Hike, Bike, Adventures

4.79 out of 5 average rating, 191 reviews
Top guest favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.
Condo in Killington

#45 Luxury Ski & Summer Condo with Private Sauna

4.96 out of 5 average rating, 174 reviews

Other vacation rentals with a pool

Top guest favorite
Guesthouse in Pomfret

Cozy, clean studio with picturesque Vermont views!

4.98 out of 5 average rating, 40 reviews
Guest favorite
The living room features a wooden accent wall with a fireplace and an assortment of decorative items on the mantle. A comfortable couch and two armchairs are arranged around a coffee table, with natural light streaming in from sliding glass doors that lead to a balcony.
Condo in Hartford

Roomy 3 bedroom condo

5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Killington

Skier's Retreat | Hot Tub | Sauna | Free Shuttle

4.93 out of 5 average rating, 29 reviews
Superhost
Apartment in Woodstock

2BR | Full Kitchen | River Access | Woodstock

4.75 out of 5 average rating, 4 reviews
Guest favorite
A welcoming living area features a comfortable gray sofa with red accent pillows, a round braided rug, and a decorative wooden coffee table. A gas fireplace is set against a brick wall, accompanied by large windows offering views of the outdoors. A TV sits on a light wooden stand, complementing the overall rustic charm.
Townhouse in Eastman

Expansive dog friendly lakeview rental at Eastman

4.93 out of 5 average rating, 58 reviews
Top guest favorite
An open living area features high vaulted ceilings and large windows, allowing natural light to fill the space. A cozy leather couch is complemented by a light-colored ottoman. A dining table for six is positioned nearby, while a loft area can be seen above.
Cabin in Eastman

Cozy Cabin - Lake, Ski, Golf!

4.98 out of 5 average rating, 56 reviews
Guest favorite
Condo in Killington

Sunrise Bear Ridge: 4BR, 3BA Ski In/Ski Out Condo

5.0 out of 5 average rating, 6 reviews
Top guest favorite
A warm living area features a stone fireplace as the focal point, complemented by wooden beams and walls. A gray sofa and a red armchair invite relaxation, while a wooden coffee table holds a stack of magazines. Large windows allow natural light to fill the space.
Chalet in Ludlow

Five Bedroom Family Home on Okemo with A.C. splits

4.98 out of 5 average rating, 45 reviews

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Avg. priceﺩ.ﺇ 966ﺩ.ﺇ 1,201ﺩ.ﺇ 863ﺩ.ﺇ 654ﺩ.ﺇ 665ﺩ.ﺇ 782ﺩ.ﺇ 804ﺩ.ﺇ 731ﺩ.ﺇ 808ﺩ.ﺇ 903ﺩ.ﺇ 749ﺩ.ﺇ 892
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