Holiday rentals near Otter Valley Winery
We found 1,062 holiday rentals — enter your dates for availability
Choose the right holiday home that's near Otter Valley Winery. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Otter Valley Winery
Showing deals for:15 Aug - 22 Aug
Image gallery for MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
1010 out of 10 rating
Exceptional
(71 reviews)
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!
Killington, VT
8% off
Price is AU$15,721
AU$15,721
AU$2,246 per night
includes taxes & fees
Image gallery for Private House with Fantastic Views off Home Stretch Trail
1010 out of 10 rating
Exceptional
(48 reviews)
Private House with Fantastic Views off Home Stretch Trail
Killington, VT
9% off
Price is AU$69,947
AU$69,947
AU$9,992 per night
includes taxes & fees
Image gallery for Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
1010 out of 10 rating
Exceptional
(33 reviews)
Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
Killington, VT
15% off
Price is AU$9,797
AU$9,797
AU$1,400 per night
includes taxes & fees
Image gallery for MapleDreams - Cozy Ski Chalet w/Hot Tub on Wooded Lot
9.89.8 out of 10 rating
Exceptional
(45 reviews)
MapleDreams - Cozy Ski Chalet w/Hot Tub on Wooded Lot
Stockbridge, VT
8% off
Price is AU$4,840
AU$4,840
AU$691 per night
includes taxes & fees
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is AU$9,480
AU$9,480
AU$1,354 per night
includes taxes & fees
Image gallery for Private Chalet with Custom WFH Space and Hot Tub
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Private Chalet with Custom WFH Space and Hot Tub
Rutland, VT
12% off
Price is AU$13,926
AU$13,926
AU$1,989 per night
includes taxes & fees
Image gallery for Luxury 6 BR, 3BA hot tub, deck and yard! Air Conditioning, grill, CEDARWALK
1010 out of 10 rating
Exceptional
(59 reviews)
Luxury 6 BR, 3BA hot tub, deck and yard! Air Conditioning, grill, CEDARWALK
Killington, VT
17% off
Price is AU$14,277
AU$14,277
AU$2,040 per night
includes taxes & fees
Image gallery for Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is AU$4,138
AU$4,138
AU$591 per night
includes taxes & fees
Image gallery for May Graduation Special: 750/night, 4 night minimum; Beautiful 4 Bedroom Home
1010 out of 10 rating
Exceptional
(10 reviews)
May Graduation Special: 750/night, 4 night minimum; Beautiful 4 Bedroom Home
Ripton, VT
12% off
Price is AU$10,554
AU$10,554
AU$1,508 per night
includes taxes & fees
Image gallery for Four Season KILLINGTON Getaway!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Four Season KILLINGTON Getaway!
Pittsfield, VT
8% off
Price is AU$3,898
AU$3,898
AU$557 per night
includes taxes & fees
Image gallery for "Whispering Pines" Ski House in the heart of the Green Mountains
1010 out of 10 rating
Exceptional
(61 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is AU$5,823
AU$5,823
AU$832 per night
includes taxes & fees
Image gallery for Cozy One Story Home Surrounded by Mountain Views, Trees near Middlebury College
1010 out of 10 rating
Exceptional
(15 reviews)
Cozy One Story Home Surrounded by Mountain Views, Trees near Middlebury College
Middlebury, VT
8% off
Price is AU$5,229
AU$5,229
AU$747 per night
includes taxes & fees
Image gallery for Beautiful Killington VT Ski & Mountain Bike 5 Season House
1010 out of 10 rating
Exceptional
(36 reviews)
Beautiful Killington VT Ski & Mountain Bike 5 Season House
Pittsfield, VT
7% off
Price is AU$4,456
AU$4,456
AU$637 per night
includes taxes & fees
Image gallery for Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
1010 out of 10 rating
Exceptional
(13 reviews)
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Killington, VT
16% off
Price is AU$13,643
AU$13,643
AU$1,949 per night
includes taxes & fees
Image gallery for Private Home, with breathtaking views of Killington
1010 out of 10 rating
Exceptional
(7 reviews)
Private Home, with breathtaking views of Killington
Killington, VT
8% off
Price is AU$9,495
AU$9,495
AU$1,356 per night
includes taxes & fees
Image gallery for Spacious Townhouse on the Killington Access Road
1010 out of 10 rating
Exceptional
(12 reviews)
Spacious Townhouse on the Killington Access Road
Killington, VT
10% off
Price is AU$7,366
AU$7,366
AU$1,052 per night
includes taxes & fees
Image gallery for Killington Condo with 3 Flat Screen TVs, pool & tennis !
9.89.8 out of 10 rating
Exceptional
(38 reviews)
Killington Condo with 3 Flat Screen TVs, pool & tennis !
Rutland, VT
7% off
Price is AU$2,613
AU$2,613
AU$373 per night
includes taxes & fees
Image gallery for Luxury Resort Condo Across From Killington Ski Slope - AAA Rated
1010 out of 10 rating
Exceptional
(29 reviews)
Luxury Resort Condo Across From Killington Ski Slope - AAA Rated
Killington, VT
8% off
Price is AU$3,490
AU$3,490
AU$499 per night
includes taxes & fees
Image gallery for 5 Min to Lodges & Town; Arcade & Ping Pong Table; Hot Tub; Renovated
1010 out of 10 rating
Exceptional
(6 reviews)
5 Min to Lodges & Town; Arcade & Ping Pong Table; Hot Tub; Renovated
Killington, VT
8% off
Price is AU$9,104
AU$9,104
AU$1,301 per night
includes taxes & fees
Image gallery for Large 3BR/3BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub on Shuttle Route E6
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Large 3BR/3BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub on Shuttle Route E6
Killington, VT
8% off
Price is AU$6,743
AU$6,743
AU$963 per night
includes taxes & fees
Image gallery for The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.
Killington, VT
8% off
Price is AU$6,406
AU$6,406
AU$915 per night
includes taxes & fees
Image gallery for Forest Mountain Lodge: Winter Wonderland Ski Retreat Mendon, VT. 20 min to Killington/14 to Pico.
1010 out of 10 rating
Exceptional
(32 reviews)
Forest Mountain Lodge: Winter Wonderland Ski Retreat Mendon, VT. 20 min to Killington/14 to Pico.
Rutland, VT
7% off
Price is AU$6,020
AU$6,020
AU$860 per night
includes taxes & fees
Image gallery for Spacious And Beautiful Luxury Home In Killington
1010 out of 10 rating
Exceptional
(21 reviews)
Spacious And Beautiful Luxury Home In Killington
Killington, VT
6% off
Price is AU$5,207
AU$5,207
AU$744 per night
includes taxes & fees
Image gallery for Killington: Cozy Private Home, Central Location
1010 out of 10 rating
Exceptional
(46 reviews)
Killington: Cozy Private Home, Central Location
Killington, VT
12% off
Price is AU$4,312
AU$4,312
AU$616 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Otter Valley Winery
Trail Creek pool/sauna/jacuzzi King, Queen sofa sleep 2Full Baths Two Level Unit
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Luxury Trail Creek ski home + shuttle 2king & 3twin beds sauna hot tub end unit
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
85 reviews(85 reviews)
Ultimate relaxing vacation
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
189 reviews(189 reviews)
Killington Big House: Largest Vacation Rental in Killington
Sleeps 30 · 12 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
Spectacular opportunity to enjoy the finest property in Killington Summit
Sleeps 14 · 7 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Sleeps 4 · 1 bathroom
8.48.4 out of 10
Very goodvery good
32 reviews(32 reviews)
Top rated rentals - Otter Valley Winery
Cozy, private, and well equipped accommodation.
1010 out of 10
Exceptionalexceptional
494 reviews(494 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value