Holiday rentals near Pond Hill Ranch and Pro Rodeo
We found 895 holiday rentals — enter your dates for availability
Select the perfect holiday rental within easy reach of Pond Hill Ranch and Pro Rodeo. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Pond Hill Ranch and Pro Rodeo
Showing deals for:31 Oct - 7 Nov
Image gallery for 4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!
Rutland, VT
15% off
Price is AU$5,302
AU$5,302
AU$757 per night
includes taxes & fees
Image gallery for Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Killington, VT
7% off
Price is AU$5,058
AU$5,058
AU$723 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$5,116
AU$5,116
AU$731 per night
includes taxes & fees
Image gallery for Pastoral 5-BR Estate Minutes to Okemo
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Pastoral 5-BR Estate Minutes to Okemo
East Wallingford, Vermont
7% off
Price is AU$8,711
AU$8,711
AU$1,244 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$3,262
AU$3,262
AU$466 per night
includes taxes & fees
Image gallery for Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
1010 out of 10 rating
Exceptional
(88 reviews)
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.
Clemons, NY
13% off
Price is AU$4,008
AU$4,008
AU$573 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$10,315
AU$10,315
AU$1,474 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$6,184
AU$6,184
AU$883 per night
includes taxes & fees
Image gallery for Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
1010 out of 10 rating
Exceptional
(11 reviews)
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Fair Haven, VT
8% off
Price is AU$3,881
AU$3,881
AU$554 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$5,203
AU$5,203
AU$743 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$10,586
AU$10,586
AU$1,512 per night
includes taxes & fees
Image gallery for Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
1010 out of 10 rating
Exceptional
(15 reviews)
Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
Shrewsbury, VT
8% off
Price is AU$10,585
AU$10,585
AU$1,512 per night
includes taxes & fees
Image gallery for Private Cabin/Pets OK/AC/Minutes to Okemo/Fast WiFi
1010 out of 10 rating
Exceptional
(7 reviews)
Private Cabin/Pets OK/AC/Minutes to Okemo/Fast WiFi
East Wallingford, VT
8% off
Price is AU$2,369
AU$2,369
AU$338 per night
includes taxes & fees
Image gallery for Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
Killington, VT
7% off
Price is AU$5,819
AU$5,819
AU$831 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom w/ huge yard. Rural getaway!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Spacious 5-bedroom w/ huge yard. Rural getaway!
Granville, NY
8% off
Price is AU$6,162
AU$6,162
AU$880 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
7% off
Price is AU$6,991
AU$6,991
AU$999 per night
includes taxes & fees
Image gallery for Get away from the crowd. 400 private acres. Vermont's fresh air. Sleeps 2-14.
8.28.2 out of 10 rating
Very good
(17 reviews)
Get away from the crowd. 400 private acres. Vermont's fresh air. Sleeps 2-14.
Wells, VT
12% off
Price is AU$6,072
AU$6,072
AU$867 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$1,938
AU$1,938
AU$277 per night
includes taxes & fees
Image gallery for Killington Big House: Largest Vacation Rental in Killington
1010 out of 10 rating
Exceptional
(121 reviews)
Killington Big House: Largest Vacation Rental in Killington
Killington, VT
7% off
Price is AU$16,700
AU$16,700
AU$2,386 per night
includes taxes & fees
Image gallery for Comfy Cottage in Historic East Poultney
1010 out of 10 rating
Exceptional
(7 reviews)
Comfy Cottage in Historic East Poultney
Poultney, VT
16% off
Price is AU$2,132
AU$2,132
AU$305 per night
includes taxes & fees
Image gallery for Beautiful Spacious Condo at Killington Resort
9.89.8 out of 10 rating
Exceptional
(38 reviews)
Beautiful Spacious Condo at Killington Resort
Killington, VT
7% off
Price is AU$2,469
AU$2,469
AU$353 per night
includes taxes & fees
Image gallery for Splendid Green Mountain Retreat with Views & Pond
1010 out of 10 rating
Exceptional
(90 reviews)
Splendid Green Mountain Retreat with Views & Pond
Middletown Springs, VT
24% off
Price is AU$3,179
AU$3,179
AU$454 per night
includes taxes & fees
Image gallery for Beautifully appointed lake-view cottage with dock access
1010 out of 10 rating
Exceptional
(37 reviews)
Beautifully appointed lake-view cottage with dock access
Bomoseen, VT
8% off
Price is AU$2,832
AU$2,832
AU$405 per night
includes taxes & fees
Image gallery for Charming Converted Horse Barn
9.69.6 out of 10 rating
Exceptional
(93 reviews)
Charming Converted Horse Barn
Bomoseen, VT
8% off
Price is AU$2,771
AU$2,771
AU$396 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Pond Hill Ranch and Pro Rodeo
Cozy cabin with private pond near hiking, skiing, biking, fishing. Dog friendly!
Sleeps 4 · 2 bedrooms · 1 bathroom
Cozy condo w/ mountain & golf course views, walk to lifts, complex amenities
Sleeps 6 · 2 bedrooms · 1+ bathroom
Welcoming 3-bedroom house in Mendon 15 minutes from Killington 9 minutes to Pico
Sleeps 7 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
New York Vermont Border Cottage Getaway
Sleeps 4 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
13 reviews(13 reviews)
Rustic Retreat Cozy and Pet friendly Log Cabin in the Woods.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
44 reviews(44 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