
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.

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!

Ski Mountain View Estate
Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Great multi family getaway

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

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 (weather dependent. 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 ask!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Pool and Spa area closed May 4 to May 15 for annual Maintenance

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.

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

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.

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!

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!
Popular amenities for Hartford rentals with a pool
House rentals with a pool

The Wheelock House- Family Home in Quechee

Quiet Retreat: Apple Orchard & Mountain Views

White Mountains Cottage w/ Mountain & Lake Views!

Topridge | Luxe 4BR w Game Room!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Idyllic Dorset Home: Serene Escape w/amazing views

Charming Sugarbush Standalone Condo

Concrete Ski House Near Sugarbush
Apartment rentals with a pool

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

1 BR Best Location w/ Pools/Massage Chair/Hottub!

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

Great Deal Cozy 2 Bedroom .2 mi to lift

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

One Bedroom Suite Near Okemo

Cozy condo within walking distance to the slopes.

Serene Top Floor Condo (resort style amenities)
Other holiday rentals with a pool

Dream Catcher Farm

Cozy, clean studio with picturesque Vermont views!

Renovated Condo, Heart of Quechee - Mill Run 3E

A Village location, Steps to the Lifts & Village

Convenient Cozy Cabin by the Mountains

Quechee Acorn! VT at its best!

*Amazing Mountain Views* log cabin w/ pool+firepit

Expansive dog friendly lakeview rental at Eastman
When is the best time to visit Hartford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £215 | £307 | £215 | £203 | £198 | £210 | £165 | £150 | £165 | £185 | £153 | £183 |
| 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 £53 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




