
Vacation rentals with a pool in Pomfret
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pomfret
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

Ski-on/Ski-off w Private Hot Tub & Sauna!
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!

Dog-Friendly/Spa Onsite/Pool/Wine Bar
Escape to tranquility in this charming 2BD, 2BA home, designed with comfort (portable AC) and relaxation in mind. Nestled in a peaceful neighborhood, it’s the perfect retreat for families, couples, and pet owners who want to enjoy a little extra R&R with their furry friends. The spa area with a pool and hot tub is ideal for unwinding after a long day of exploring or just enjoying the serene environment. Alternatively, you can relax in front of the wood-burning fireplace! New arcade and Xbox!

SKI ON/OFF Spruce Glen C | 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!

⭐️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!

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!

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.

Winterplace - Steps away from Slopes
Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking
Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.

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 Pomfret rentals with a pool
House rentals with a pool

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

Ranch at Mendon Mt Orchards

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

The Fairway House - Premier Golf Course 3 BR Home

Charming Sugarbush Standalone Condo

Premier Quechee Newton Village Condo: Pet Friendly

Dana Road House Sunlit VT Country Home w/HotTub

Historic Home on 17 acres of land. Go escape!
Condo rentals with a pool

Luxury Condo - with Garage Parking and Pool

Right at Killington !

Roomy 3 bedroom condo

Bright & Cozy Ski-in Condo with Mountain View

FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!

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

Your Killington Basecamp:Free shuttle-Pool&Hot tub

Killington Getaway 2bed/1.5 bath
Other vacation rentals with a pool

Late-Summer Getaway | Quechee Club Access

Quechee Treehouse

Steps to Ski Lifts! Mountain Green Resort Retreat

Killington ski resort condo

Renovated 2BR Ski In/Out Mountainview | Patio

Renovated Condo, Heart of Quechee - Mill Run 3E

Killington Sapphire

Quechee Acorn! VT at its best!
When is the best time to visit Pomfret?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $376 CAD | $602 CAD | $391 CAD | $410 CAD | $361 CAD | $410 CAD | $291 CAD | $241 CAD | $297 CAD | $337 CAD | $380 CAD | $401 CAD |
| Avg. temp | -8 °C | -7 °C | -1 °C | 6 °C | 13 °C | 18 °C | 20 °C | 19 °C | 15 °C | 8 °C | 2 °C | -5 °C |
Quick stats about vacation rentals with a pool in Pomfret

Total vacation rentals
Explore 60 vacation rentals in Pomfret

Nightly prices starting at
Pomfret vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Pomfret vacation rentals include wifi access

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

4.8 Average rating
Pomfret stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a hot tub Pomfret
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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
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Ice Castles
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Middlebury College
- Stinson Lake
- Southern Vermont Arts Center
- Emerald Lake State Park
- Plymouth State University




