Holiday rentals near Judith Reilly Gallery
We found 904 holiday rentals — enter your dates for availability
If you'd like to stay close to Judith Reilly Gallery, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Judith Reilly Gallery
Showing deals for:19 Sept - 26 Sept
Image gallery for Pristine Mountain Farm
1010 out of 10 rating
Exceptional
(26 reviews)
Pristine Mountain Farm
Rochester, VT
19% off
Price is NZ$9,991
NZ$9,991
NZ$1,427 per night
includes taxes & fees
Image gallery for Beautiful 4 Bedroom Home Available this Summer
1010 out of 10 rating
Exceptional
(10 reviews)
Beautiful 4 Bedroom Home Available this Summer
Ripton, VT
12% off
Price is NZ$11,102
NZ$11,102
NZ$1,586 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
16% off
Price is NZ$10,318
NZ$10,318
NZ$1,474 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 NZ$7,680
NZ$7,680
NZ$1,097 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 NZ$15,005
NZ$15,005
NZ$2,144 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
(62 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is NZ$6,545
NZ$6,545
NZ$935 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
(9 reviews)
Alpine Court Chalet: Ultimate Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is NZ$4,073
NZ$4,073
NZ$582 per night
includes taxes & fees
Image gallery for Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
9.69.6 out of 10 rating
Exceptional
(62 reviews)
Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
Killington, VT
8% off
Price is NZ$9,018
NZ$9,018
NZ$1,288 per night
includes taxes & fees
Image gallery for Cottage @ Waterhouses
1010 out of 10 rating
Exceptional
(22 reviews)
Cottage @ Waterhouses
Salisbury, VT
12% off
Price is NZ$2,860
NZ$2,860
NZ$409 per night
includes taxes & fees
Image gallery for 5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
9.89.8 out of 10 rating
Exceptional
(84 reviews)
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
Killington, VT
8% off
Price is NZ$10,824
NZ$10,824
NZ$1,546 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
15% off
Price is NZ$11,357
NZ$11,357
NZ$1,622 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 NZ$10,005
NZ$10,005
NZ$1,429 per night
includes taxes & fees
Image gallery for Keewaydin Suite @ Waterhouses
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Keewaydin Suite @ Waterhouses
Salisbury, VT
7% off
Price is NZ$3,916
NZ$3,916
NZ$559 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 NZ$6,746
NZ$6,746
NZ$964 per night
includes taxes & fees
Image gallery for The Cabana, a Studio apt. w/ private deck on Lake Dunmore w/ beach. Generator.
1010 out of 10 rating
Exceptional
(37 reviews)
The Cabana, a Studio apt. w/ private deck on Lake Dunmore w/ beach. Generator.
Salisbury, VT
12% off
Price is NZ$2,621
NZ$2,621
NZ$374 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
19% off
Price is NZ$2,349
NZ$2,349
NZ$336 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 NZ$2,747
NZ$2,747
NZ$392 per night
includes taxes & fees
Image gallery for Water front home with large two tiered deck! 2 bathrooms 😂
9.49.4 out of 10 rating
Exceptional
(101 reviews)
Water front home with large two tiered deck! 2 bathrooms 😂
Castleton, VT
8% off
Price is NZ$6,413
NZ$6,413
NZ$916 per night
includes taxes & fees
Image gallery for 1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
1010 out of 10 rating
Exceptional
(13 reviews)
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Killington, VT
15% off
Price is NZ$2,046
NZ$2,046
NZ$292 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 NZ$4,587
NZ$4,587
NZ$655 per night
includes taxes & fees
Image gallery for South View Chalet!
9.29.2 out of 10 rating
Wonderful
(26 reviews)
South View Chalet!
Killington, VT
8% off
Price is NZ$23,556
NZ$23,556
NZ$3,365 per night
includes taxes & fees
Image gallery for The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
1010 out of 10 rating
Exceptional
(8 reviews)
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
Killington, VT
12% off
Price is NZ$6,271
NZ$6,271
NZ$896 per night
includes taxes & fees
Image gallery for Killington Summer Retreat: Air Conditioned - Sleeps 8 - Fire Pit & Bike Shed
1010 out of 10 rating
Exceptional
(37 reviews)
Killington Summer Retreat: Air Conditioned - Sleeps 8 - Fire Pit & Bike Shed
Killington, VT
7% off
Price is NZ$7,351
NZ$7,351
NZ$1,050 per night
includes taxes & fees
Image gallery for Sun-filled, quiet country home on 27 acres with mountain views
1010 out of 10 rating
Exceptional
(7 reviews)
Sun-filled, quiet country home on 27 acres with mountain views
Middlebury, VT
9% off
Price is NZ$6,733
NZ$6,733
NZ$962 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Judith Reilly Gallery
Showing deals for: 16 Sept - 19 Sept
Ultimate relaxing vacation
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
The current price is NZ$871
NZ$871
for 3 nights, 1 cabin
NZ$290 per night
includes taxes & fees
'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace
Sleeps 16 · 5 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
73 reviews(73 reviews)
The current price is NZ$3,020
NZ$3,020
for 3 nights, 1 home
NZ$1,007 per night
includes taxes & fees
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is NZ$1,888
NZ$1,888
for 3 nights, 1 chalet
NZ$629 per night
includes taxes & fees
Water front home with large two tiered deck! 2 bathrooms 😂
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
The current price is NZ$3,016
NZ$3,016
for 3 nights, 1 home
NZ$1,005 per night
includes taxes & fees
Killington Big House: Largest Vacation Rental in Killington
Sleeps 30 · 12 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
The current price is NZ$11,230
NZ$11,230
for 3 nights, 1 home
NZ$3,743 per night
includes taxes & fees
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
86 reviews(86 reviews)
The current price is NZ$1,881
NZ$1,881
for 3 nights, 1 apartment
NZ$627 per night
includes taxes & fees
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