Holiday Homes in Cavendish

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Our top choices for Cavendish holiday homes

Lake Front Family Friendly Escape

Lake Front Family Friendly Escape
Newport
10.0 out of 10, Exceptional, (4)
"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$624
includes taxes & fees
14 Jan - 15 Jan 2026
Lake Front Family Friendly Escape

Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn
Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is NZ$347
includes taxes & fees
4 Jan - 5 Jan 2026
Whimsical Room & Private Bathroom in Historic Inn

Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes
Chester Depot
9.6 out of 10, Exceptional, (17)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is NZ$573
includes taxes & fees
7 Jan - 8 Jan 2026
Chester Farmhouse Ski Retreat near Slopes

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Bridgewater
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is NZ$979
includes taxes & fees
13 Jan - 14 Jan 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

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)
"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$481
includes taxes & fees
5 Jan - 6 Jan 2026
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Pomfret
10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is NZ$763
includes taxes & fees
29 Dec - 30 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
2.0 star property
Londonderry
8.0 out of 10, Very good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is NZ$839
includes taxes & fees
5 Jan - 6 Jan 2026
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is NZ$954
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Condo Tucked in the Heart of Killington

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
2.0 star property
Mendon
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is NZ$1,271
includes taxes & fees
12 Jan - 13 Jan 2026
large ski ranch hot tub close to killington pets ok

180-degree panoramic views of Vermont's mountains from the living room and Deck

180-degree panoramic views of Vermont's mountains from the living room and Deck
Hartford
8.0 out of 10, Very good, (2)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is NZ$882
includes taxes & fees
6 Jan - 7 Jan 2026
180-degree panoramic views of Vermont's mountains from the living room and Deck

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
2.0 star property
Killington
Breakaway House by Killington Vacation Rentals

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola
Bridgewater Corners
10.0 out of 10, Exceptional, (4)
"Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry"
United States
Sherry M.
The price is NZ$784
includes taxes & fees
19 Jan - 20 Jan 2026
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

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, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is NZ$1,129
includes taxes & fees
11 Jan - 12 Jan 2026
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

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, (104)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is NZ$868
includes taxes & fees
13 Jan - 14 Jan 2026
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Killington
10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is NZ$1,013
includes taxes & fees
5 Jan - 6 Jan 2026
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (1)
The price is NZ$738
includes taxes & fees
6 Jan - 7 Jan 2026
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Killington Area Home | Sleeps 8 | Game Room

Killington Area Home | Sleeps 8 | Game Room
Bridgewater
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is NZ$1,374
includes taxes & fees
4 Jan - 5 Jan 2026
Killington Area Home | Sleeps 8 | Game Room

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is NZ$868
includes taxes & fees
13 Jan - 14 Jan 2026
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Jamaica
9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
United States
Michael C.
The price is NZ$1,384
includes taxes & fees
12 Jan - 13 Jan 2026
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
2.0 star property
Killington
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
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

Find out more about Cavendish

Cavendish Holiday Homes information

Number of reviews
246
Accommodation
868 Holiday Homes
Lowest Price
NZ$347
Highest Price
NZ$1,384

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