Holiday rentals near Judith Reilly Gallery
We found 902 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:7 Nov - 14 Nov
Image gallery for Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
1010 out of 10 rating
Exceptional
(16 reviews)
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
Salisbury, VT
8% off
Price is AU$5,137
AU$5,137
AU$734 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
7% off
Price is AU$5,882
AU$5,882
AU$840 per night
includes taxes & fees
Image gallery for The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is AU$3,335
AU$3,335
AU$476 per night
includes taxes & fees
Image gallery for Winter Lore – 4BR Mountain Getaway w/ Hot Tub, Game Room & Pet-Friendly Vibes!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Winter Lore – 4BR Mountain Getaway w/ Hot Tub, Game Room & Pet-Friendly Vibes!
Rutland, VT
9% off
Price is AU$4,922
AU$4,922
AU$703 per night
includes taxes & fees
Image gallery for Apt 3B Lake Bomoseen Inn “The Dog” with boat slip.
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Apt 3B Lake Bomoseen Inn “The Dog” with boat slip.
Castleton, VT
14% off
Price is AU$2,025
AU$2,025
AU$289 per night
includes taxes & fees
Image gallery for Snowplace Like Home at Mountain Green 1BR/1BA
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Snowplace Like Home at Mountain Green 1BR/1BA
Killington, VT
7% off
Price is AU$2,777
AU$2,777
AU$397 per night
includes taxes & fees
Image gallery for Year-Round Lake George Access with Easy Walk to Gull Bay Beach & Boat Launch
1010 out of 10 rating
Exceptional
(5 reviews)
Year-Round Lake George Access with Easy Walk to Gull Bay Beach & Boat Launch
Town of Putnam, NY
8% off
Price is AU$5,164
AU$5,164
AU$738 per night
includes taxes & fees
Image gallery for Merry Maple Getaway
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Merry Maple Getaway
Rutland, VT
16% off
Price is AU$6,049
AU$6,049
AU$864 per night
includes taxes & fees
Image gallery for Tanglewood Retreat: Cozy, private chalet in Killington, Vermont
1010 out of 10 rating
Exceptional
(6 reviews)
Tanglewood Retreat: Cozy, private chalet in Killington, Vermont
Killington, VT
7% off
Price is AU$5,305
AU$5,305
AU$758 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$5,144
AU$5,144
AU$735 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
(85 reviews)
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
Killington, VT
8% off
Price is AU$10,139
AU$10,139
AU$1,448 per night
includes taxes & fees
Image gallery for Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!
1010 out of 10 rating
Exceptional
(6 reviews)
Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!
Killington, VT
8% off
Price is AU$10,403
AU$10,403
AU$1,486 per night
includes taxes & fees
Image gallery for Romantic Cabin Pvt Mtn getaway
1010 out of 10 rating
Exceptional
(5 reviews)
Romantic Cabin Pvt Mtn getaway
Ripton, VT
8% off
Price is AU$2,121
AU$2,121
AU$303 per night
includes taxes & fees
Image gallery for The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
9.29.2 out of 10 rating
Wonderful
(7 reviews)
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
Brandon, VT
11% off
Price is AU$6,344
AU$6,344
AU$906 per night
includes taxes & fees
Image gallery for Lake Front Home with Stunning Views
1010 out of 10 rating
Exceptional
(60 reviews)
Lake Front Home with Stunning Views
Brandon, VT
8% off
Price is AU$5,890
AU$5,890
AU$841 per night
includes taxes & fees
Image gallery for Romantic 1-Bdrm on Lake Dunmore, Views, Linens, Beach, Marina, Pub, Sleeps 4
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Romantic 1-Bdrm on Lake Dunmore, Views, Linens, Beach, Marina, Pub, Sleeps 4
Salisbury, VT
12% off
Price is AU$2,534
AU$2,534
AU$362 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 AU$6,248
AU$6,248
AU$893 per night
includes taxes & fees
Image gallery for 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
1010 out of 10 rating
Exceptional
(27 reviews)
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Chittenden, VT
8% off
Price is AU$7,381
AU$7,381
AU$1,054 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$1,895
AU$1,895
AU$271 per night
includes taxes & fees
Image gallery for NorthPorch Farmhouse
1010 out of 10 rating
Exceptional
(27 reviews)
NorthPorch Farmhouse
Rochester, VT
8% off
Price is AU$3,526
AU$3,526
AU$504 per night
includes taxes & fees
Image gallery for Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
Killington, VT
8% off
Price is AU$6,666
AU$6,666
AU$952 per night
includes taxes & fees
Image gallery for Watch Point Cottages/Overlooking historical Lake Champlain/Addison County, fish
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Watch Point Cottages/Overlooking historical Lake Champlain/Addison County, fish
Shoreham, VT
8% off
Price is AU$2,613
AU$2,613
AU$373 per night
includes taxes & fees
Image gallery for Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!
Brandon, VT
7% off
Price is AU$3,584
AU$3,584
AU$512 per night
includes taxes & fees
Image gallery for Killington / Mendon CLEAN, 2 bedroom cabin
1010 out of 10 rating
Exceptional
(7 reviews)
Killington / Mendon CLEAN, 2 bedroom cabin
Rutland, VT
8% off
Price is AU$2,631
AU$2,631
AU$376 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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
197 reviews(197 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
74 reviews(74 reviews)
Charming cottage located on peaceful Lake Bomoseen
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Killington Big House: Largest Vacation Rental in Killington
Sleeps 30 · 12 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
122 reviews(122 reviews)
Water front home with large two tiered deck! 2 bathrooms 😂
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
105 reviews(105 reviews)
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Top rated rentals - Judith Reilly Gallery
Cozy, private, and well equipped accommodation.
1010 out of 10
Exceptionalexceptional
504 reviews(504 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