Holiday rentals near Bucklin Trailhead
We found 955 holiday rentals — enter your dates for availability
Find the perfect holiday rental that's close to Bucklin Trailhead. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and a washer and dryer. At the end of the day, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Bucklin Trailhead
Showing deals for:7 Nov - 14 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
21% off
Price is S$4,042
S$4,042
S$577 per night
includes taxes & fees
Image gallery for Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
1010 out of 10 rating
Exceptional
(5 reviews)
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington, VT
7% off
Price is S$2,593
S$2,593
S$370 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 S$4,905
S$4,905
S$701 per night
includes taxes & fees
Image gallery for BRIDGEWATER RETREAT
1010 out of 10 rating
Exceptional
(7 reviews)
BRIDGEWATER RETREAT
Bridgewater Corners, VT
8% off
Price is S$7,367
S$7,367
S$1,052 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 S$2,767
S$2,767
S$395 per night
includes taxes & fees
Image gallery for Tanglewood Chalet: 4 BR/4 BA Family Home in Killington, Perfect for Groups
8.88.8 out of 10 rating
Excellent
(9 reviews)
Tanglewood Chalet: 4 BR/4 BA Family Home in Killington, Perfect for Groups
Killington, VT
7% off
Price is S$5,123
S$5,123
S$732 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
(86 reviews)
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
Killington, VT
8% off
Price is S$8,769
S$8,769
S$1,253 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 S$8,403
S$8,403
S$1,200 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 S$5,045
S$5,045
S$721 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 S$4,345
S$4,345
S$621 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 S$9,003
S$9,003
S$1,286 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 S$2,236
S$2,236
S$319 per night
includes taxes & fees
Image gallery for Killington Big House: Largest Vacation Rental in Killington
1010 out of 10 rating
Exceptional
(122 reviews)
Killington Big House: Largest Vacation Rental in Killington
Killington, VT
7% off
Price is S$14,542
S$14,542
S$2,077 per night
includes taxes & fees
Image gallery for Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
1010 out of 10 rating
Exceptional
(44 reviews)
Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
Killington, VT
8% off
Price is S$5,052
S$5,052
S$722 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 S$4,769
S$4,769
S$681 per night
includes taxes & fees
Image gallery for Killington Slope side Home
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Killington Slope side Home
Killington, VT
8% off
Price is S$5,848
S$5,848
S$835 per night
includes taxes & fees
Image gallery for "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.89.8 out of 10 rating
Exceptional
(35 reviews)
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Plymouth, VT
7% off
Price is S$4,198
S$4,198
S$600 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
(49 reviews)
Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
Killington, VT
7% off
Price is S$5,560
S$5,560
S$794 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
8% off
Price is S$9,226
S$9,226
S$1,318 per night
includes taxes & fees
Image gallery for Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
9.89.8 out of 10 rating
Exceptional
(55 reviews)
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington, VT
7% off
Price is S$5,238
S$5,238
S$748 per night
includes taxes & fees
Image gallery for Base Camp Retreat at Killington - Trail Access, Fire Pit, Hot Tub, & Arcades
1010 out of 10 rating
Exceptional
(10 reviews)
Base Camp Retreat at Killington - Trail Access, Fire Pit, Hot Tub, & Arcades
Killington, VT
8% off
Price is S$8,755
S$8,755
S$1,251 per night
includes taxes & fees
Image gallery for Ski On/Off at the Sunrise Mountain Chalet
1010 out of 10 rating
Exceptional
(20 reviews)
Ski On/Off at the Sunrise Mountain Chalet
Killington, VT
8% off
Price is S$4,330
S$4,330
S$619 per night
includes taxes & fees
Image gallery for Quiet Vermont Winter Getaway
1010 out of 10 rating
Exceptional
(116 reviews)
Quiet Vermont Winter Getaway
Bridgewater Corners, VT
8% off
Price is S$6,421
S$6,421
S$917 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 S$1,581
S$1,581
S$226 per night
includes taxes & fees
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Find the best place to stay - Bucklin Trailhead
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
85 reviews(85 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)
Private lake-front cabin with walk-in access to water, next to state park.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
57 reviews(57 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