Holiday rentals near Black Dog Sports
We found 2,050 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:21 Nov - 28 Nov
Image gallery for Reading Farms Estate
1010 out of 10 rating
Exceptional
(34 reviews)
Reading Farms Estate
Reading, VT
9% off
Price is AU$36,007
AU$36,007
AU$5,144 nightly
Includes taxes & fees
Image gallery for The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
1010 out of 10 rating
Exceptional
(5 reviews)
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Rutland, VT
11% off
Price is AU$3,735
AU$3,735
AU$534 nightly
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
(87 reviews)
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
Killington, VT
8% off
Price is AU$10,087
AU$10,087
AU$1,441 nightly
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$4,322
AU$4,322
AU$617 nightly
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
8% off
Price is AU$6,776
AU$6,776
AU$968 nightly
Includes taxes & fees
Image gallery for Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
1010 out of 10 rating
Exceptional
(34 reviews)
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Woodstock, VT
7% off
Price is AU$5,123
AU$5,123
AU$732 nightly
Includes taxes & fees
Image gallery for The Cabin that brings people together
9.69.6 out of 10 rating
Exceptional
(80 reviews)
The Cabin that brings people together
Bridgewater Corners, VT
8% off
Price is AU$16,379
AU$16,379
AU$2,340 nightly
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
16% off
Price is AU$3,630
AU$3,630
AU$519 nightly
Includes taxes & fees
Image gallery for Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
1010 out of 10 rating
Exceptional
(54 reviews)
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Woodstock, VT
8% off
Price is AU$4,837
AU$4,837
AU$691 nightly
Includes taxes & fees
Image gallery for Cozy Log Cabin Short Drive to Okemo & Killington
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy Log Cabin Short Drive to Okemo & Killington
Cavendish, VT
6% off
Price is AU$5,441
AU$5,441
AU$777 nightly
Includes taxes & fees
Image gallery for "Whispering Pines" Ski House in the heart of the Green Mountains
9.89.8 out of 10 rating
Exceptional
(64 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is AU$10,492
AU$10,492
AU$1,499 nightly
Includes taxes & fees
Image gallery for Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
9.89.8 out of 10 rating
Exceptional
(125 reviews)
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Ludlow, VT
16% off
Price is AU$4,116
AU$4,116
AU$588 nightly
Includes taxes & fees
Image gallery for SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
1010 out of 10 rating
Exceptional
(89 reviews)
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Mount Holly, VT
8% off
Price is AU$3,490
AU$3,490
AU$499 nightly
Includes taxes & fees
Image gallery for Beautiful Cozy Log Cabin w/ HOT TUB - Right In Mtn Community! Great All Seasons
9.89.8 out of 10 rating
Exceptional
(71 reviews)
Beautiful Cozy Log Cabin w/ HOT TUB - Right In Mtn Community! Great All Seasons
Ludlow, VT
8% off
Price is AU$3,905
AU$3,905
AU$558 nightly
Includes taxes & fees
Image gallery for Stunning 6 BR/4.5 BA with 7-person hot tub, pool table and EV charger
1010 out of 10 rating
Exceptional
(88 reviews)
Stunning 6 BR/4.5 BA with 7-person hot tub, pool table and EV charger
White River Junction, VT
8% off
Price is AU$10,051
AU$10,051
AU$1,436 nightly
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 AU$5,007
AU$5,007
AU$715 nightly
Includes taxes & fees
Image gallery for Modern Mountain Condo with Spa
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Modern Mountain Condo with Spa
Killington, VT
12% off
Price is AU$14,473
AU$14,473
AU$2,068 nightly
Includes taxes & fees
Image gallery for Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
9.89.8 out of 10 rating
Exceptional
(114 reviews)
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Ludlow, VT
8% off
Price is AU$4,868
AU$4,868
AU$695 nightly
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$3,431
AU$3,431
AU$490 nightly
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 AU$7,671
AU$7,671
AU$1,096 nightly
Includes taxes & fees
Image gallery for "The Crooked House" with A/C and sauna on private wooded lot near Killington
1010 out of 10 rating
Exceptional
(111 reviews)
"The Crooked House" with A/C and sauna on private wooded lot near Killington
Stockbridge, VT
8% off
Price is AU$4,138
AU$4,138
AU$591 nightly
Includes taxes & fees
Image gallery for As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
9.69.6 out of 10 rating
Exceptional
(76 reviews)
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Ludlow, VT
8% off
Price is AU$4,675
AU$4,675
AU$668 nightly
Includes taxes & fees
Image gallery for New Lakeside Cottage near Okemo and Killington
9.69.6 out of 10 rating
Exceptional
(155 reviews)
New Lakeside Cottage near Okemo and Killington
Plymouth, VT
8% off
Price is AU$3,412
AU$3,412
AU$487 nightly
Includes taxes & fees
Image gallery for Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Killington, VT
15% off
Price is AU$5,082
AU$5,082
AU$726 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Black Dog Sports
Treehouse at Wise Pines- SoBo
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Idyllic Lakefront House Suited Two Families
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
162 reviews(162 reviews)
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
103 reviews(103 reviews)
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
214 reviews(214 reviews)
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Sleeps 12 · 6 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
174 reviews(174 reviews)
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
54 reviews(54 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