Vacation rentals with a pool in Woodstock

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Top-rated rentals with a pool in Woodstock

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Guest favourite

Home in Granville

4.96 out of 5 average rating, 148 reviews

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.

Superhost

Home in Killington

4.9 out of 5 average rating, 219 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

Guest suite in Ryegate

4.92 out of 5 average rating, 233 reviews

Secluded Paradise on the Connecticut River, VT

Close to heaven for artists and nature lovers. Guest space is the entire first floor of 47' round house with six foot picture windows which allow a 180 degree views on a private half mile on the Connecticut River. Extensive gardens, 30' private guest porch overlooking sandy beach and natural swimming vortex. 4 kayaks, firepit on river's edge, rope hammocks on riverbank. Northlight studio, queen bed ,and foldout couch,divided from bedroom by curtains. Small kitchenette and dining room area.

Guest favourite

Home in Springfield

4.95 out of 5 average rating, 114 reviews

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! Pool is closed for winter

Guest favourite

Home in Plainfield

4.9 out of 5 average rating, 143 reviews

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!

Guest favourite

Condo in Mendon

4.94 out of 5 average rating, 113 reviews

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY Elegant - Cozy - Spotless Minutes to Killington/Pico 🍺09/20/25 Killington Brewfest 🍁10/10-12 Rutland Vintage Market 🍁10/11/25 Killington Harvest Faire OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️Pico -5 minutes ⛷️Killington -15 minutes 🥾Minutes from LT/AT 💍Wedding Venues 🚴Mtn Biking •Squeaky Clean •Fireplace, TV, WIFI •Seasonal Pool(towels provided) •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs)

Top guest favourite

Condo in Killington

4.99 out of 5 average rating, 105 reviews

Elegant Alpine Condo *Pool*

Newly renovated 1-bedroom Whiffletree condo with upscale alpine style, minutes from l bike park, adventure center, and golf course. Please note there is no air conditioning, but the cool mountain air and provided fans typically keep the space comfortable. Fully stocked with essentials and includes a locker for your gear. Relax and enjoy the onsite outdoor pool. Easy access to summer fun and scenic Vermont trails. Sleeps up to 4 with a king bed and queen pullout sofa. Killington Reg #007718

Superhost

Cabin in Haverhill

4.89 out of 5 average rating, 140 reviews

Blue Moose Cabin: Lakefront in White Mountains

Take an interlude at our lakefront log cabin nestled at the edge of NH's White Mountains. Our beautiful cabin has all the amenities of home and amazing views. Guests can enjoy two single kayaks and paddleboat, lakeside firepit, grill, and outdoor games. Inside is a cozy gas-powered fireplace and board games. Blue Moose Cabin is located in Mountain Lakes, a recreational community with beaches and a sledding hill. 25 min to Sculptured Sand / Ice Castles. 30 mins to Cannon and Loon Mountains.

Guest favourite

Guesthouse in Granville

4.9 out of 5 average rating, 925 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Top guest favourite

Cabin in Stoddard

4.93 out of 5 average rating, 124 reviews

Rocky Ledge at Highland Lake: Cozy 3BR Log Cabin

Nestled within the woods of Stoddard, NH, Rocky Ledge is a peaceful year-round family retreat. Our cozy log cabin has 3 bedrooms, 2 bathrooms, and a lower-level den perfect for family time. 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.

Guest favourite

Apartment in Williamstown

4.91 out of 5 average rating, 140 reviews

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, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Top guest favourite

Barn in Newfane

4.97 out of 5 average rating, 159 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment/ mini house. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $50 per trip per dog