
Cottage holiday rentals in Cavendish
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Top-rated cottage rentals in Cavendish
Guests agree: these cottages are highly rated for location, cleanliness and more.

Adorable Dog Friendly Cottage w/FIOS
Just 5 miles from Woodstock, this bright and clean 2-story cottage sits on a 20-acre oasis. 10% off for guests using only one bedroom (cannot be combined with other discounts). Details in property description. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bath (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. Larger groups can be accommodated with my other listing. Please inquire.

Kolelemook Cottage!
Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Vermont Treehouse - Romantic Private Elegant
3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

The Cottage, a house built for guests.
In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

Ludlow Village Guest Cottage with Prime Location
Renovated one bedroom, one bath guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entrance to Okemo Base Lodge. Anything you need can be found a short walk from the front door including a wide variety of restaurants, shops and bars for Après Ski. Sitting on the weekend and holiday shuttle route to Okemo, its the perfect spot to be! Cottage has a fully equipped kitchen and wifi for your technology needs.

Cozy Camp in Vermont
This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path where the babbling brook can be heard. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Snow tires are a MUST- Nov. - Apr.

Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!
Popular amenities for cottage rentals in Cavendish
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Modern Cottage between Stratton and Mount Snow VT

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

NEW Guest Cottage on 23 Acres

Cozy Killington Getaway • Hot Tub + 5 min from Mt.

3BR lakefront with dock, swim platform, & firepit

Farnum Hill Guest Cottage

Andas Hus: Little Luxury
Pet-friendly cottage rentals

The Smithy Cottage at Consider Bardwell Farm

Country Cottage

Home with a spring fed Koi pond and mountain view

50 Acres of solitude & 1/2 mile on the West River

The Cottage in East Poultney

Cozy summer cottage in the woods of S. Vermont

Sunapee area lakeside cottages trio on Sand Pond

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK
Private cottage rentals

Moon Beam Cottage--A cozy and welcoming retreat

Private cottage in the woods

31 Lili West - across from Silver Lake on 5 acres

Sunny 1-Bedroom on Hilltop Farm. "Wyngate Cottage"

Emerald Cottage @ Mt. Snow

Iconic "Kreffer's Crossing" covered bridge cottage

Rustic VT Guest House, Winter snow has arrived!

Modern Cozy Cottage minutes from Stratton &Bromley
Quick stats about cottage rentals in Cavendish

Nightly prices starting at
Cavendish holiday rentals start at $141 SGD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

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

4.9 Average rating
Cavendish stays are highly rated by guests – averaging 4.9 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Monadnock State Park
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
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- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
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- Lucky Bugger Vineyard & Winery
- The Shattuck Golf Club
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