
Holiday rentals near Bucklin Trailhead
We found 948 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:3 Oct - 10 Oct
Image gallery for 4Bedroom Luxury Retreat Minutes to Pico/Killington Perfect for Families/Groups!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
4Bedroom Luxury Retreat Minutes to Pico/Killington Perfect for Families/Groups!
Rutland, VT
15% off
Price is AU$6,896
AU$6,896
AU$985 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$7,142
AU$7,142
AU$1,020 per night
includes taxes & fees
Image gallery for 5 Min to Lodges & Town; Arcade & Ping Pong Table; Hot Tub; Renovated

1010 out of 10 rating
Exceptional
(6 reviews)
5 Min to Lodges & Town; Arcade & Ping Pong Table; Hot Tub; Renovated
Killington, VT
8% off
Price is AU$9,745
AU$9,745
AU$1,392 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$4,495
AU$4,495
AU$642 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
8% off
Price is AU$5,778
AU$5,778
AU$825 per night
includes taxes & fees
Image gallery for Killington / Mendon CLEAN, 2 bedroom cabin

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Killington / Mendon CLEAN, 2 bedroom cabin
Rutland, VT
8% off
Price is AU$2,640
AU$2,640
AU$377 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$10,038
AU$10,038
AU$1,434 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$4,693
AU$4,693
AU$670 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$6,066
AU$6,066
AU$867 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$13,198
AU$13,198
AU$1,885 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$10,301
AU$10,301
AU$1,472 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 AU$8,315
AU$8,315
AU$1,188 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$10,304
AU$10,304
AU$1,472 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$1,915
AU$1,915
AU$274 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
9% off
Price is AU$68,258
AU$68,258
AU$9,751 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 AU$6,007
AU$6,007
AU$858 per night
includes taxes & fees
Image gallery for Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean

9.89.8 out of 10 rating
Exceptional
(33 reviews)
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
Bridgewater Corners, VT
8% off
Price is AU$5,293
AU$5,293
AU$756 per night
includes taxes & fees
Image gallery for The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.

1010 out of 10 rating
Exceptional
(7 reviews)
The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.
Killington, VT
7% off
Price is AU$9,237
AU$9,237
AU$1,320 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 AU$10,366
AU$10,366
AU$1,481 per night
includes taxes & fees
Image gallery for Killington Slope side Home

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Killington Slope side Home
Killington, VT
8% off
Price is AU$7,252
AU$7,252
AU$1,036 per night
includes taxes & fees
Image gallery for Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington

9.49.4 out of 10 rating
Exceptional
(8 reviews)
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
Rutland, VT
7% off
Price is AU$3,311
AU$3,311
AU$473 per night
includes taxes & fees
Image gallery for Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

1010 out of 10 rating
Exceptional
(6 reviews)
Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
Killington, VT
11% off
Price is AU$7,665
AU$7,665
AU$1,095 per night
includes taxes & fees
Image gallery for Fall Line E5 - Mountain View Killington Condo on the Shuttle Route. Hot tub. Pool. Sauna.

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Fall Line E5 - Mountain View Killington Condo on the Shuttle Route. Hot tub. Pool. Sauna.
Killington, VT
7% off
Price is AU$3,344
AU$3,344
AU$478 per night
includes taxes & fees
Image gallery for Killington Bill Condo w/ Kitchenette Sleeps 4

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Killington Bill Condo w/ Kitchenette Sleeps 4
Killington, VT
8% off
Price is AU$3,602
AU$3,602
AU$515 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
194 reviews(194 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
9.89.8 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
Water front home with large two tiered deck! 2 bathrooms 😂
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
103 reviews(103 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)
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
56 reviews(56 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