Cavendish Vacation Rentals

Compare 8 vacation rentals.
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Make Cavendish your next getaway

Discover the charming town of Cavendish, VT, nestled in the heart of Vermont’s picturesque countryside. This idyllic destination offers a peaceful retreat surrounded by rolling hills, lush forests, and quaint New England charm.

Explore Cavendish house rentals, townhouses, cabins, and more

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House rentals

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Townhouses

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Cabins

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Cavendish vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Hidden Gem
3 Bed | 1 Bath | Sleeps 6

Hidden Gem - Cavendish, VT

$190 avg / night
(excludes fees and taxes)
3.14 (7)
High Street Retreat
4 Bed | 2 Bath | Sleeps 8

High Street Retreat - Cavendish, VT

$447 avg / night
(excludes fees and taxes)
4.0 (1)
A1 at Castle Hill - Apartment
1 Bed | 1 Bath | Sleeps 4

A1 at Castle Hill - Apartment - Cavendish, VT

$108 avg / night
(excludes fees and taxes)
4.1 (20)
A1 at Castle Hill - Townhome
2 Bed | 3 Bath | Sleeps 6

A1 at Castle Hill - Townhome - Cavendish, VT

$164 avg / night
(excludes fees and taxes)
4.86 (14)
A1 at Castle Hill
3 Bed | 6 Bath | Sleeps 10

A1 at Castle Hill - Cavendish, VT

$320 avg / night
(excludes fees and taxes)
5.0 (1)

View 3 more homes

Recent Cavendish vacation rental reviews

Perfect for a ski trip.
Jeffrey B. | Mar 2026
Overall, great rental. Cleanliness wasn't quite as advertised. There were previous guests clothing in the dresser and on the ground. Also lots of food crumbs under the table and a lot of dust buildup behing the couch. Besides that everything was very clean. Unit is well stocked. The property itself and location are excellent. I would recommend this rental and would come back and stay again.
Stephen R. | Mar 2026
Considering it’s proximity to okemo and other mountains it’s generally perfect. Theres some structural concerns with the building itself which is not my domain however the stay was good, the house was clean and everything worked!
Tyler H. | Feb 2026
Cavendish Frequently Asked Questions

Yes. 138 of our Cavendish vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Cavendish vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Cavendish team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Cavendish, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Cavendish?

Cavendish is located in southern Vermont, just a short drive from Okemo Mountain Resort, known for its fantastic skiing and snowboarding opportunities in the winter months. Visitors can also explore the nearby town of Ludlow, with its charming shops and restaurants, or take a scenic drive to the historic village of Woodstock. Nature lovers will appreciate the proximity to the Green Mountain National Forest, offering endless opportunities for hiking, biking, and wildlife viewing.

Things to do in Cavendish

In Cavendish, outdoor enthusiasts can enjoy a wide range of activities throughout the year. In the winter, hit the slopes at Okemo Mountain Resort or go snowshoeing through the snow-covered forests. As the weather warms up, explore the local hiking trails, go fishing in nearby lakes and rivers, or simply relax and enjoy the peaceful surroundings. Don’t miss a visit to the fascinating President Calvin Coolidge State Historic Site, where you can learn about the former president’s life and legacy.

Vacation rentals in Cavendish, VT

Experience the beauty and tranquility of Cavendish, VT, with a stay in one of our vacation rentals. Whether you’re seeking outdoor adventures or a peaceful escape, Cavendish offers the perfect setting for a memorable Vermont getaway.