Holiday rentals near Woodstock Country Club
We found 2,028 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within close proximity to Woodstock Country Club. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Woodstock Country Club
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 AU$6,401
AU$6,401
AU$914 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 AU$6,734
AU$6,734
AU$962 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$6,977
AU$6,977
AU$997 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 AU$52,315
AU$52,315
AU$7,474 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$9,672
AU$9,672
AU$1,382 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 AU$9,261
AU$9,261
AU$1,323 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$4,444
AU$4,444
AU$635 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 AU$12,757
AU$12,757
AU$1,822 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$5,731
AU$5,731
AU$819 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 AU$16,460
AU$16,460
AU$2,351 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$2,619
AU$2,619
AU$374 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$9,957
AU$9,957
AU$1,422 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$6,034
AU$6,034
AU$862 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$4,656
AU$4,656
AU$665 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 AU$18,620
AU$18,620
AU$2,660 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 AU$12,376
AU$12,376
AU$1,768 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$8,020
AU$8,020
AU$1,146 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$10,218
AU$10,218
AU$1,460 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$1,899
AU$1,899
AU$271 per night
includes taxes & fees
Image gallery for Log Cabin Retreat on 40 Acres
1010 out of 10 rating
Exceptional
(17 reviews)
Log Cabin Retreat on 40 Acres
Hartland, VT
16% off
Price is AU$7,163
AU$7,163
AU$1,023 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$10,222
AU$10,222
AU$1,460 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 AU$6,847
AU$6,847
AU$978 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$5,251
AU$5,251
AU$750 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$5,958
AU$5,958
AU$851 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Woodstock Country Club
Okemo | Studio Condo + Close to All Amenities
Sleeps 2 · 1 bathroom
Convenient Location, Dog Friendly
Sleeps 3 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Sleeps 6 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
72 reviews(72 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