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

Epic Views of the Green Mountains
Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

Comfy ski in/out studio at base of Pico-Killington
Studio at the base of Pico with a balcony. Free shuttle service from my place to Killington, which is 10 minutes away.Brand new sofa bed with a pillow top. Room divider. Lots of TV channels with Xfinity. Luggage cart and elevator for easy access. Fast Wi-Fi. Free ski locker with one key for each guest. There is a laundry room with coin operated machines. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for one day. No daily cleaning service. No parties. Free parking

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!

Updated large condo across from AT and skiing
Family friendly, large 3 bedroom condo across the street from hiking and skiing in Killington. WiFi, cable TV, large gathering areas, spacious bedrooms, updated kitchen, and unlimited free firewood in winter. Plenty of après-ski chic touches make this a stylish yet comfortable retreat. 2 minute drive to Pico, 2 min walk to Appalachian Trail! Whether skiing, hiking, playing tennis, swimming, or game nights and cooking at-home meals with friends, this updated condo is a perfect spot to get away.

Modern Killington Farmhouse Condo: Close to Resort
Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

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.

Updated Condo/Across From Mountain/Pool
Experience comfort and convenience in this renovated 1BR/1BA condo in Mountain Green building #3. Ideally located across from Snowshed and Ramshead lodges, it offers easy access to year-round activities. The condo features an open floor plan with a spacious living area, a fully updated kitchen, and modern finishes throughout. A free shuttle service stops at the building in winter. With all the amenities you need, this stylish retreat is the perfect getaway for all seasons!

Mountain Lakes. Pet friendly. Entire Chalet.
Pet friendly picturesque chalet in the mountain lakes community just 20 mins away from Lincoln and Littleton. Five minutes from Vermont. Don’t leave the pets out of vacation at a great place to stay-lots of activities. Walking distance to lake and many other trails. Open concept kitchen and living room with vaulted ceilings. Two bedrooms plus loft; equipped with washer and dryer(s). Propane stove will warm you up on those early spring days. (Generator equipped.)

Secluded Lumberjack Cabin w/ Hot Tub, Pool & Lake
Our Secluded White Mountain Cabin is the perfect rustic retreat! Summertime at the cabin includes access to two lakes, a pool, tennis courts, boats, fishing and more!! Featuring a private outdoor hot tub for soaking under the stars, fire pit and cozy gas fireplace for snuggling up on cold winter nights. The cabin is close to the best hiking in the East, lakes, amazing ski resorts, craft breweries, coffee shops, restaurants of every kind and sightseeing!

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

Luxury Condo Tucked in the Heart of Killington

Ski home to Trail Creek!

Ranch at Mendon Mt Orchards

Luxe 4BR w Incredible View & Game Room!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Charming Sugarbush Standalone Condo

Premier Quechee Newton Village Condo: Pet Friendly

Dana Road House Sunlit VT Country Home w/HotTub
Apartment rentals with a pool

Renovated unit, prime location! Shuttle on/Ski off

Cozy Slopeside Studio at Pico

Sugarbush Mountainside Retreat - Ski in Ski out

Sugarbush 2 bedroom/2 bath condo at Bridges Resort

Winterplace - Steps away from Slopes

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

One Bedroom Suite Near Okemo

Modest Mountain Dacha
Other holiday rentals with a pool

Modern Mountain Lake Cabin Getaway

Mont View Château near Lake w/Fireplace

NEW Killington Studio: Great Location! Comfy. 431

Ski-In/Ski-Out Hike Okemo Mountain Condo

Bright & Cozy Ski-in Condo with Mountain View

Cozy Cabin - Lake, Ski, Golf!

Beautiful Lakeside home Eastman Lake; ski nearby

Private Farmhouse with in ground pool!
When is the best time to visit Pomfret?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $358 SGD | $573 SGD | $372 SGD | $390 SGD | $344 SGD | $390 SGD | $277 SGD | $229 SGD | $282 SGD | $328 SGD | $297 SGD | $384 SGD |
| 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 holiday rentals with a pool in Pomfret

Total holiday rentals
Explore 60 holiday rentals in Pomfret

Nightly prices starting at
Pomfret holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Pomfret holiday 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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- Family-friendly rentals Pomfret
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- Rentals with a sauna Pomfret
- Rentals with lake access Pomfret
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- Rentals with a firepit Pomfret
- Ski-in/ski-out rentals Pomfret
- House rentals Pomfret
- Fitness-friendly rentals Pomfret
- Rentals with pools Windsor County
- Rentals with pools Vermont
- Rentals with pools United States
- Squam Lake
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Bromley Mountain Ski Resort
- Whaleback Mountain
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Baker Hill Golf Club
- Montshire Museum of Science
- Mount Sunapee Resort




