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

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!

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

Topridge 3BR w Incredible View & Private Hot Tub!
Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Luxe Trailside Ski On/Off. Next to hot tub
Enjoy the best location in Trail Creek! Nearest building to the Snowshed lifts (5 min walk on), Snow Tubing, Grand Hotel Spa, Adventure Center/Bike Park, Ski Home Trail and Sports Center with pool & hot tubs. Renovated living area with VT stone fireplace, new rustic modern kitchen, updated baths, beds and more. Unit backs to private woods and directly to the ski home trail. No stairs & right next to pool/hot tubs (no long walk in the cold). Pop next door for Starbucks or Apres ski at Prestons!

Jack S'Bearo - Slopes, Fireplace, Pool.
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

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!

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
Nestled within the woods of Stoddard, NH, Rocky Ledge is a year-round family getaway. Our cozy log cabin has 3 bedrooms, 2 bathrooms, and a lower-level family room perfect for relaxing. Enjoy outdoor dining on the large 3-sided deck, and cap off your days with s'mores sessions at the fire pit! Boating, hiking, swimming, and skiing are minutes away. Or, get cozy indoors and enjoy movies, puzzles, and games. Rocky Ledge is pet-friendly! We welcome up to two dogs with a flat $50 pet fee.

Cozy/Private, close to hospital, i-89
Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Trail Creek - ski home!
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!

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.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!
Popular amenities for Hartford rentals with a pool
House rentals with a pool

Secluded Luxury Stratton Lodge | Hot Tub & Sauna

Quiet Retreat: Apple Orchard & Mountain Views

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

White Mountains Cottage w/ Mountain & Lake Views!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Idyllic Dorset Home: Serene Escape w/amazing views

Ski Chalet-Style Home with Spa, Eastman Community

Lakefront Peaceful Getaway in Mountain Lakes
Apartment rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Winterplace - Steps away from Slopes

Great Deal Cozy 2 Bedroom .2 mi to lift

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

One Bedroom Suite Near Okemo

Modern Killington Farmhouse Condo: Close to Resort

Serene Top Floor Condo (resort style amenities)

Cozy condo within walking distance to the slopes.
Other holiday rentals with a pool

Sweet Retreat

Charming 2-Bedroom Ski-In/Ski-Out at Jackson Gore

Cozy, clean studio with picturesque Vermont views!

Renovated Condo, Heart of Quechee - Mill Run 3E

Historic Home on 17 acres of land. Go escape!

Quechee Acorn! VT at its best!

Caribou Cabin – Fireside & Hot Tub Retreat

Skier's Retreat | Hot Tub | Sauna | Free Shuttle
When is the best time to visit Hartford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 SGD | $520 SGD | $364 SGD | $344 SGD | $336 SGD | $355 SGD | $279 SGD | $253 SGD | $280 SGD | $313 SGD | $260 SGD | $309 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals with a pool in Hartford

Total holiday rentals
Explore 110 holiday rentals in Hartford

Nightly prices starting at
Hartford holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Hartford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hartford rentals

4.7 Average rating
Hartford stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Windsor County
- Rentals with pools Vermont
- Rentals with pools United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Squam Lake
- Killington Resort
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Waterville Valley Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Ice Castles
- Dartmouth College
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Middlebury College




