Holiday rentals near Black Dog Sports
We found 2,071 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Black Dog Sports that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Black Dog Sports
Showing deals for:3 Oct - 10 Oct
Image gallery for Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
1010 out of 10 rating
Exceptional
(14 reviews)
Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
White River Junction, VT
16% off
Price is NZ$6,910
NZ$6,910
NZ$987 per night
includes taxes & fees
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 NZ$7,365
NZ$7,365
NZ$1,052 per night
includes taxes & fees
Image gallery for Luxury Ski Chalet - Okemo Killington
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury Ski Chalet - Okemo Killington
Ludlow, VT
8% off
Price is NZ$7,445
NZ$7,445
NZ$1,064 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 NZ$7,711
NZ$7,711
NZ$1,102 per night
includes taxes & fees
Image gallery for Reading Farms Estate
1010 out of 10 rating
Exceptional
(34 reviews)
Reading Farms Estate
Reading, VT
8% off
Price is NZ$59,302
NZ$59,302
NZ$8,472 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 NZ$10,374
NZ$10,374
NZ$1,482 per night
includes taxes & fees
Image gallery for Okemo Oasis - Cabin: Hot Tub, Fire Pit, Pool Table, Shuffleboard Table, Sledding
1010 out of 10 rating
Exceptional
(8 reviews)
Okemo Oasis - Cabin: Hot Tub, Fire Pit, Pool Table, Shuffleboard Table, Sledding
Cavendish, VT
8% off
Price is NZ$9,938
NZ$9,938
NZ$1,420 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 NZ$4,815
NZ$4,815
NZ$688 per night
includes taxes & fees
Image gallery for Country house minutes from Killington and Okemo
1010 out of 10 rating
Exceptional
(6 reviews)
Country house minutes from Killington and Okemo
Plymouth, VT
8% off
Price is NZ$14,148
NZ$14,148
NZ$2,021 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 NZ$6,201
NZ$6,201
NZ$886 per night
includes taxes & fees
Image gallery for 🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
9.89.8 out of 10 rating
Exceptional
(12 reviews)
🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
Woodstock, VT
8% off
Price is NZ$18,634
NZ$18,634
NZ$2,662 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 NZ$2,805
NZ$2,805
NZ$401 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
8% off
Price is NZ$10,397
NZ$10,397
NZ$1,485 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 NZ$10,672
NZ$10,672
NZ$1,525 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 NZ$6,504
NZ$6,504
NZ$929 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 NZ$5,042
NZ$5,042
NZ$720 per night
includes taxes & fees
Image gallery for Killington area entire Inn to yourself! 14bd/15bth
8.08.0 out of 10 rating
Very good
(5 reviews)
Killington area entire Inn to yourself! 14bd/15bth
Pittsfield, VT
8% off
Price is NZ$21,098
NZ$21,098
NZ$3,014 per night
includes taxes & fees
Image gallery for A1 Solitude. 4 Bedrooms, ski in and out to main Solitude lift, pool & gym access
1010 out of 10 rating
Exceptional
(21 reviews)
A1 Solitude. 4 Bedrooms, ski in and out to main Solitude lift, pool & gym access
Ludlow, VT
8% off
Price is NZ$13,747
NZ$13,747
NZ$1,964 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
12% off
Price is NZ$14,795
NZ$14,795
NZ$2,114 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 NZ$8,628
NZ$8,628
NZ$1,233 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 NZ$10,949
NZ$10,949
NZ$1,564 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 NZ$2,018
NZ$2,018
NZ$288 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 NZ$10,954
NZ$10,954
NZ$1,565 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 NZ$7,572
NZ$7,572
NZ$1,082 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Black Dog Sports
Showing deals for: 29 Sept - 2 Oct
Dramatic Design & Landscape 3500 Sq Ft. Farmhouse W/Jacuzzi&Swim Pond&CentralAC!
Sleeps 28 · 7 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
The current price is NZ$3,695
NZ$3,695
for 3 nights, 1 room
NZ$1,232 per night
includes taxes & fees
Treehouse at Wise Pines- SoBo
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The current price is NZ$1,058
NZ$1,058
for 3 nights, 1 cabin
NZ$353 per night
includes taxes & fees
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
The current price is NZ$2,685
NZ$2,685
for 3 nights, 1 home
NZ$895 per night
includes taxes & fees
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
41 reviews(41 reviews)
The current price is NZ$2,641
NZ$2,641
for 3 nights, 1 cabin
NZ$880 per night
includes taxes & fees
Idyllic Lakefront House Suited Two Families
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
The current price is NZ$1,591
NZ$1,591
for 3 nights, 1 home
NZ$530 per night
includes taxes & fees
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Sleeps 7 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
211 reviews(211 reviews)
The current price is NZ$2,131
NZ$2,131
for 3 nights, 1 home
NZ$710 per night
includes taxes & fees
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