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 $110 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    90 of Hartford vacation rentals include wifi 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
4.87 out of 5 average rating, 255 reviews

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!

Guest favourite
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
4.92 out of 5 average rating, 60 reviews

Luxurious family retreat home in the mountains

An exquisite newly renovated country retreat nestled between the mountains on 30 acres. Pond, open pasture and woodlands to explore. Indoor infrared sauna with red light therapy. Spa bathroom with freestanding tub and two rain water showers. Organic bedding. Grand fireplace. Large open concept kitchen with top of the line appliances and 14 stage drinking water filter. Movie theater. Kids space. 3 bedrooms + loft Killington Skyship Gondola - 7 minutes Okemo - 25 minutes Woodstock - 20 minutes

Guest favourite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.94 out of 5 average rating, 481 reviews

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

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
4.88 out of 5 average rating, 82 reviews

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…

Top guest favourite
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
4.91 out of 5 average rating, 22 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 63 reviews

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

Top guest favourite
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
4.98 out of 5 average rating, 44 reviews

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

Guest favourite
Home in Killington
4.89 out of 5 average rating, 135 reviews

Golf and Mountain Biking outside the door!

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!

Top guest favourite
Home in Hartford
5.0 out of 5 average rating, 13 reviews

Quechee Cabin | Fall Foliage, Fire Pit & Skiing

Escape to Pine & Plaid, a design-forward four-bedroom retreat in the woods of Quechee, Vermont. Spend your days exploring fall foliage, Woodstock and Quechee Gorge, then gather around the fire pit for crisp Vermont evenings. Come winter, nearby skiing and Quechee Club amenities make it an easy seasonal getaway. Our Guest Favorite home sleeps 8—perfect for families and friends seeking a stylish Vermont escape. @pineandplaidvt

Top guest favourite
Shipping container in Ludlow
5.0 out of 5 average rating, 13 reviews

Luxury Container Home with Sauna & Heated Pool

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.

Guest favourite
A cozy living area features a brick fireplace with a warm fire. A comfortable sofa adorned with decorative pillows is positioned nearby, accompanied by a wooden coffee table. Wall-mounted art and soft lighting enhance the welcoming ambiance.
Townhouse in Killington
4.95 out of 5 average rating, 150 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!

Top guest favourite
A two-level house exterior showcases a wooden deck with seating, surrounded by trees. Large glass doors provide views of the outdoor space, while comfortable chairs are positioned on the deck. A gravel pathway leads to the entrance, enhancing the serene woodland setting.
Home in Hartford
5.0 out of 5 average rating, 25 reviews

Fun in VT, Cozy and Comfy

Nestled in the wood, a 3 bedroom, three bath house. Amenities include all the Quechee club has to offer, hiking, swimming, golf course, skiing, great restaurants. Open concept with master on first floor. Great loft area for the kids. Pet friendly. Get away from it all.

Popular amenities for Hartford rentals with a pool

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