Holiday rentals near Judith Reilly Gallery
We found 897 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 AU$9,311
AU$9,311
AU$1,330 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 AU$10,365
AU$10,365
AU$1,481 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$9,622
AU$9,622
AU$1,375 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$6,947
AU$6,947
AU$992 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
13% off
Price is AU$13,283
AU$13,283
AU$1,898 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 AU$6,058
AU$6,058
AU$865 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 AU$3,758
AU$3,758
AU$537 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 AU$8,388
AU$8,388
AU$1,198 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 AU$2,672
AU$2,672
AU$382 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 AU$10,103
AU$10,103
AU$1,443 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 AU$10,659
AU$10,659
AU$1,523 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 AU$2,448
AU$2,448
AU$350 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 AU$3,608
AU$3,608
AU$515 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$9,325
AU$9,325
AU$1,332 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$6,264
AU$6,264
AU$895 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 AU$2,197
AU$2,197
AU$314 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$2,566
AU$2,566
AU$367 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 AU$5,933
AU$5,933
AU$848 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 AU$1,927
AU$1,927
AU$275 per night
includes taxes & fees
Image gallery for Cozy home 13 minutes from Killington- child & dog friendly
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Cozy home 13 minutes from Killington- child & dog friendly
Rutland, VT
21% off
Price is AU$2,267
AU$2,267
AU$324 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$4,235
AU$4,235
AU$605 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 AU$5,798
AU$5,798
AU$828 per night
includes taxes & fees
Image gallery for Breathtaking Cottage On Beautiful Historic Lake Champlain! Great fishing access!
9.29.2 out of 10 rating
Wonderful
(26 reviews)
Breathtaking Cottage On Beautiful Historic Lake Champlain! Great fishing access!
Shoreham, VT
8% off
Price is AU$2,816
AU$2,816
AU$402 per night
includes taxes & fees
Image gallery for Spacious Ski Lodge in Killington with Game Room and Wood burning Fireplace.
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Spacious Ski Lodge in Killington with Game Room and Wood burning Fireplace.
Killington, VT
7% off
Price is AU$5,347
AU$5,347
AU$764 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Judith Reilly Gallery
Ultimate relaxing vacation
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
'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)
Charming cottage located on peaceful Lake Bomoseen
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
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)
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)
Killington Big House: Largest Vacation Rental in Killington
Sleeps 30 · 12 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
121 reviews(121 reviews)
Top rated rentals - Judith Reilly Gallery
Cozy, private, and well equipped accommodation.
1010 out of 10
Exceptionalexceptional
496 reviews(496 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