Latest Vacation Rentals in Rutland County, VT

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Belmont (13)

3 Br Private Vacation Home Vacation Rental In Mount Holly, Vermont

Cozy ranch retreat, nestled in the heart of the green mountains on a gently sloping meadow overlooking a lovely pond. Peaceful and secluded. Watch the seasons and leaves change as you sit by the...

Created on Sep 24, 2023
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Benson (2)

6 Br Cottage Vacation Rental In Benson, Vermont

This property includes 2 newly renovated cabins. Main cabin has 4bdr. Large family rm. w/ functional field stone fireplace. Fully equipped kitchen, gas oven, microwave, refrigerator and all...

Created on Sep 10, 2023
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Bomoseen (22)

3 Br Private Vacation Home Vacation Rental In Castleton, Vermont

Air Conditioning unit installed in 2021!Time slows down in this peaceful setting at the end of a cul-de-sac which makes this one of the most quiet and private places on the lake. The property is...

Created on Sep 24, 2023
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Brandon (27)

2 Br Cabin Vacation Rental In Castleton, Vermont

Beebe Pond ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the serene hillsides of Vermont to...

Created on Sep 24, 2023
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Castleton (29)

3 Br Private Vacation Home Vacation Rental In Castleton, Vermont

Vintage house with modern utilities and conveniences. Its water's edge location makes it ideal for swimming, floating, bird watching or just relaxing. Dock for your own boat or use our kayaks,...

Created on Sep 24, 2023
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Center Rutland (1)

5 Br Private Vacation Home Vacation Rental In Rutland, Vermont

This massive 3500 sqft chalet on 12 acres of pristine land is the perfect spot for anyone looking for a fun ski weekend, or just a relaxing reset. The home comes equipped with 7 beds (3 queens, 4...

Created on Sep 24, 2023
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Chittenden (11)

4 Br Private Vacation Home Vacation Rental In Chittenden, Vermont

Relax with family or friends at this pet friendly country cottage, sleeps 9-10, with mountain views. Sit on the deck overlooking Blue Ridge Mountain, or enjoy the restaurant @ the Mountain Top Inn...

Created on Sep 24, 2023
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Cuttingsville (8)

5 Br Private Vacation Home Vacation Rental In Shrewsbury, Vermont

The home offers five bedrooms, a sleeping loft, three full bathrooms, and is modern and spacious enough to accommodate up to 14 people very comfortably. This is a traditional Vermont post and beam...

Created on Sep 24, 2023
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Danby (15)

1 Br Caravan Park/Campsite Vacation Rental In Danby, Vermont

Summary:Escape the chaos of everyday life and find true relaxation at our hidden getaway just steps outside your campsite from 75 acre Danby Pond, fishing is just steps away from your campsite....

Created on Sep 24, 2023
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East Wallingford (7)

5 Br Chalet Vacation Rental In Mt Holly, Vermont

The log home is located in MT.Holly Vermont in the town of Belmont, which is minutes from Okemo and Jackson Gore ski resort and half hour to Killington ski mountain, Stratton ski mountain and...

Created on Sep 24, 2023
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Fair Haven (14)

2 Br Cabin Vacation Rental In Fair Haven, Vermont

This bright tomato-red converted 1955 mobile home sits on Lake Hortonia in the Vermont Lake Region. If you're looking for a quirky, laid-back Killington vacation rental that brings back memories of...

Created on Sep 24, 2023
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Killington (796)

1 Br Condo Vacation Rental In Killington, Vermont

Mountain Green: 3B16Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mountain Green Amenities: Amenities will...

Created on Sep 24, 2023
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Middletown Springs (3)

3 Br Cabin Vacation Rental In Tinmouth, Vermont

Cozy log home on 2 acres with front and rear decks has living/dining areas on the first floor (radiant heat) with large fireplace, a master bedroom suite with queen bed & 2 person INDOOR jetted...

Created on Sep 24, 2023
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Mount Holly (48)

4 Br Cabin Vacation Rental In Mt Holly, Vermont

The perfect getaway in a perfect location...maybe for a week or two,,,or more...or maybe just a long weekend...any time of year. Less than three hours from Boston. Less than five hours from New...

Created on Sep 24, 2023
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North Clarendon (7)

3 Br Private Vacation Home Vacation Rental In North Clarendon, Vermont

Book the Red House for a great Vermont getaway with family, friends or solo! This private family home in North Clarendon is nestled in the heart of the Green Mountains. It is just minutes from...

Created on Sep 24, 2023
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Pawlet (6)

9 Br Agritourism Vacation Rental In Pawlet, Vermont

Flower Brook Farm, the perfect place to gather with friends or familyThe world is open again and we offer the perfect place to enjoy it. The renovated farmhouse is nestled on over 300 acres within...

Created on Sep 24, 2023
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Pittsfield (26)

9 Br Private Vacation Home Vacation Rental In Pittsfield, Vermont

Rent an entire Inn to yourself (really, the whole place is yours)! Complete with a private bathroom with shower for each of the 9 guest rooms, The Northeast House is located a quick 15 minute from...

Created on Sep 24, 2023
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Pittsford (11)

2 Br Private Vacation Home Vacation Rental In Pittsford, Vermont

Randall MeadowsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find a beautiful, comfortable home base for...

Created on Sep 24, 2023
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Poultney (22)

4 Br Private Vacation Home Vacation Rental In Poultney, Vermont

Snowberry FarmOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A vacation you'll remember for years to come...

Created on Sep 24, 2023
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Proctor (1)

1 Br Private Vacation Home Vacation Rental In Proctor, Vermont

Surround yourself with style in this standout space in the peaceful neighborhood of Proctor. Open and inviting place with brand new amenities and ample parking. Inside find a large kitchen and...

Created on Sep 17, 2023
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Rutland (61)

3 Br Private Vacation Home Vacation Rental In Mendon, Vermont

Spend your mountain holiday in the heart of Vermont's ski country at the Cortina Mountain Chalet private residence! Located on a hillside with southern exposure, you'll be greeted by a morning...

Created on Sep 24, 2023
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Wallingford (8)

3 Br Private Vacation Home Vacation Rental In Tinmouth, Vermont

Just steps to the waters edge this brand new lakefront retreat the wild loon located on scenic Tinmouth Pond (AKA Chipman Lake). Features 3 bedrooms, 2.5 baths, large living area, kitchen,...

Created on Sep 24, 2023
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Wells (21)

3 Br Private Vacation Home Vacation Rental In Wells, Vermont

A beautiful chalet situated in between the mountains and Lake St Catherine. Whether on the deck or inside the house you can enjoy the tranquil and serene view of the mountains and the lakes. For...

Created on Sep 24, 2023
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West Pawlet (5)

4 Br Private Vacation Home Vacation Rental In West Pawlet, Vermont

Dancing Barefoot Farms is a small hobby farm that produces CBD products, and raises rare Valais Blacknose sheep! The house is at the top of the property, with a great porch that looks out onto...

Created on Sep 24, 2023
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West Rutland (6)

1 Br Guest House Vacation Rental In West Rutland, Vermont

The Carriage House at The Garden EstateOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The...

Created on Sep 24, 2023
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