A coastal landscape with a sandy beach, dense forest, and a clear blue sea under a partly cloudy sky.

Holiday Homes in Cavendish

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Cavendish holiday homes

A cozy living room with a fireplace, comfortable seating, and a television.

1. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is NZ$716
includes taxes & fees
28 Sept - 29 Sept
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A two-story house with a deck, surrounded by dense forest.

2. 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, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is NZ$1,724
includes taxes & fees
27 Sept - 28 Sept
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

3. 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 NZ$895
includes taxes & fees
30 Sept - 1 Oct
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A two-story house with a covered porch and a garage.

4. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is NZ$1,468
includes taxes & fees
28 Sept - 29 Sept
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

5. 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, (19 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is NZ$1,041
includes taxes & fees
27 Sept - 28 Sept
New Ludlow Village Home with Stunning Okemo Mountain View
A spacious living area with a wooden ceiling, a fireplace, and a television mounted on the wall.

6. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
8.8 out of 10, Excellent, (3 reviews)
"Everything about the property was beautiful and relaxing. We loved our stay .... We did however run into one issue, while we were enjoying the property, someone claiming to be there to service the hot tub decided to let themselves in with the lock code unannounced while we were undressed and stood there listening to us and only when the dog ran down there did he announce himself. Not sure if simple sent them or if they showed up on their own accord but boy did we get quite the scare and hope...
United States
Adam S.
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
A large house with a fire pit and outdoor seating.

7. Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is NZ$1,043
includes taxes & fees
21 Oct - 22 Oct
Beautiful 3-bedroom house with AC in charming Bridgewater

8. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is NZ$746
includes taxes & fees
29 Sept - 30 Sept
Charming Chester Farmhouse near Near VT Slopes
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

9. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is NZ$501
includes taxes & fees
29 Sept - 30 Sept
Luxury Condo Tucked in the Heart of Killington
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

10. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is NZ$409
includes taxes & fees
27 Sept - 28 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A spacious living area with a fireplace, a dining area, and a kitchen.

11. Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
Ludlow
10.0 out of 10, Exceptional, (1 review)
"My family and I stayed at this property last weekend and it was amazing!!! We were the first to rent as this is a brand new construction home. Everything inside is brand new from the bedding, furniture and amazing cookware. This house has a few great features that make it top notch: 1: Every bedroom has an en-suite bathroom, so we all had our own space and privacy. The bedrooms were big and beds were so comfortable. The master bedroom has this huge shower and tub that was so nicely designed. 2:...
United States
Michael
The price is NZ$3,817
includes taxes & fees
26 Sept - 27 Sept
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

12. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is NZ$820
includes taxes & fees
20 Oct - 21 Oct
Lakefront Family Fun Retreat

13. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is NZ$1,093
includes taxes & fees
29 Sept - 30 Sept
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

14. CozyDen - AC, Bike to Mountain, Porch!

CozyDen - AC, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is NZ$499
includes taxes & fees
1 Oct - 2 Oct
CozyDen - AC, Bike to Mountain, Porch!
A modern living room with a dark gray sectional sofa, a white armchair, a wooden coffee table, and a spiral staircase.

15. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is NZ$1,763
includes taxes & fees
5 Oct - 6 Oct
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A cabin with a deck and a stone chimney.

16. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is NZ$2,925
includes taxes & fees
27 Sept - 28 Sept
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
A bedroom with a bed, curtains, a radiator, and a view of the outside.

17. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is NZ$337
includes taxes & fees
29 Sept - 30 Sept
Cozy Rutland Retreat
A cabin with a deck, a hot tub, and a fire pit area.

18. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is NZ$1,523
includes taxes & fees
1 Oct - 2 Oct
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
A cozy living room with a fireplace, a television, and a view of a snowy deck.

19. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is NZ$1,878
includes taxes & fees
27 Sept - 28 Sept
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A forested area with a wooden structure and a red and blue playset.

20. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Great stay. Killer location!"
United States
Matthew P.
The price is NZ$1,646
includes taxes & fees
28 Sept - 29 Sept
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cavendish Hotel Reviews

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"EVERYTHING was first class...Will definitely return. Mr Bill"
William 1-night trip
Posted 9 hours ago
Align Inn Vermont

Find out more about Cavendish

Cavendish Holiday Homes information

Number of reviews
220
Accommodation
934 Holiday Homes
Lowest Price
NZ$337
Highest Price
NZ$3,817

Explore a world of travel with Expedia