Cavendish Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Cavendish vacation rentals

A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

1. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (26 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is CA $421
CA $722 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A covered porch with wicker furniture, a table, and chairs.

2. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (3 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is CA $229
CA $706 total
includes taxes & fees
Nov 9 - Nov 10
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A wooden cabin interior with a staircase, a sofa, and a table.

3. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
The price is CA $279
CA $555 total
includes taxes & fees
Nov 15 - Nov 16
Adventure Cabin Hot Tub Sauna Trails Game Area
A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

4. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (58 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is CA $281
CA $559 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A cabin interior with a wooden staircase, kitchen area, and large windows offering a forest view.

5. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"Great space with everything you could need. Very clean."
United States
Kristen A.
The price is CA $281
CA $559 total
includes taxes & fees
Nov 9 - Nov 10
Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

6. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is CA $159
CA $250 total
includes taxes & fees
Nov 17 - Nov 18
Fat Sheep Farm & Cabins
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

7. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is CA $119
CA $359 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Village Condo-Okemo Shuttle
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

8. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is CA $288
CA $647 total
includes taxes & fees
Nov 17 - Nov 18
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

9. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is CA $253
CA $582 total
includes taxes & fees
Nov 30 - Dec 1
Village Fireplace Shuttle Boot Warmers
A two-story house with a deck, surrounded by dense forest.

10. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is CA $762
CA $1,345 total
includes taxes & fees
Nov 8 - Nov 9
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A two-story house with a porch, a staircase, and a front door.

11. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is CA $158
CA $433 total
includes taxes & fees
Nov 11 - Nov 12
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A two-story house with a porch, a staircase, and a front door.

12. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Downtown Ludlow condo with electric fireplace, shuttle stop across the street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Easy stay. Great location."
United States
Zach S.
The price is CA $165
CA $377 total
includes taxes & fees
Dec 7 - Dec 8
Downtown Ludlow condo with electric fireplace, shuttle stop across the street
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

13. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (24 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is CA $379
CA $803 total
includes taxes & fees
Nov 9 - Nov 10
New Ludlow Village Home with Stunning Okemo Mountain View
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

14. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is CA $82
CA $317 total
includes taxes & fees
Nov 11 - Nov 12
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A two-story house with a covered porch, a staircase, and a front door with a wreath.

15. Compact downtown studio condo with kitchenette near the Okemo slopes

Compact downtown studio condo with kitchenette near the Okemo slopes
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is CA $158
CA $329 total
includes taxes & fees
Nov 11 - Nov 12
Compact downtown studio condo with kitchenette near the Okemo slopes
A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

16. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is CA $117
CA $368 total
includes taxes & fees
Nov 15 - Nov 16
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
A large house with a fire pit and outdoor seating.

17. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
The price is CA $153
CA $286 total
includes taxes & fees
Nov 8 - Nov 9
Bridgewater Living - Ben&Jerry Suite
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

18. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is CA $191
CA $657 total
includes taxes & fees
Nov 8 - Nov 9
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A spacious living area with a fireplace, a dining area, and a kitchen.

19. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is CA $1,941
CA $3,038 total
includes taxes & fees
Nov 8 - Nov 9
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
A modern living room with a fireplace, a television, and a ceiling fan.

20. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is CA $289
CA $709 total
includes taxes & fees
Nov 12 - Nov 13
Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cavendish Hotel Reviews

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish

10/10 Excellent

Super kind staff members. Our family arrived early, and they were able to find a room for us within an hour. Pool is clean as well!
Canada
XIANGXIAO
Reviewed April 15, 2026
Pointe at Castle Hill Resort

Find out more about Cavendish

Everything you need to know about Cavendish vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cavendish vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cavendish vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cavendish vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cavendish. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cavendish vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cavendish vacation rentals we have selected for you start as low as CA $81 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cavendish rentals

At Expedia, we put the best Cavendish vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cavendish rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cavendish vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cavendish. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Cavendish?

Yes, there are vacation rentals close to popular attractions in Cavendish, or you can choose a more secluded option if you want a relaxing place to stay. The ski slopes and spas are just a few reasons why tourists like Cavendish. Allow lots of time to check out the mountain landscape and restaurants during your visit.

What's the top vacation rental in Cavendish?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Cavendish is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Cavendish?

Choose from 27 Expedia vacation rentals in Cavendish for a memorable vacation.

What’s there to see and do in Cavendish?

Explore the area and family-friendly sights such as Maple Lanes, or get out into nature at a spot like Lake Rescue. Phineas Gage Memorial and Fox Run Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Cavendish like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Cavendish. Vacation rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.