Holiday rentals near Woodstock Town Hall Theatre
We found 2,016 holiday rentals — enter your dates for availability
Select the perfect holiday home that's close to Woodstock Town Hall Theatre. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Woodstock Town Hall Theatre
Showing deals for:26 Sept - 3 Oct
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$7,495
NZ$7,495
NZ$1,071 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$7,371
NZ$7,371
NZ$1,053 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$59,699
NZ$59,699
NZ$8,528 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$9,747
NZ$9,747
NZ$1,392 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$10,264
NZ$10,264
NZ$1,466 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$4,410
NZ$4,410
NZ$630 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$14,243
NZ$14,243
NZ$2,035 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$6,650
NZ$6,650
NZ$950 per night
includes taxes & fees
Image gallery for Beautiful year round location!
1010 out of 10 rating
Exceptional
(53 reviews)
Beautiful year round location!
Killington, VT
8% off
Price is NZ$5,918
NZ$5,918
NZ$845 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$15,705
NZ$15,705
NZ$2,244 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$6,046
NZ$6,046
NZ$864 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$10,744
NZ$10,744
NZ$1,535 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$5,076
NZ$5,076
NZ$725 per night
includes taxes & fees
Image gallery for Ski, RIde, Walk On/Off Condo On Pico at Killington
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Ski, RIde, Walk On/Off Condo On Pico at Killington
Killington, VT
7% off
Price is NZ$3,022
NZ$3,022
NZ$432 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$13,847
NZ$13,847
NZ$1,978 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$8,137
NZ$8,137
NZ$1,162 per night
includes taxes & fees
Image gallery for Tanglewood Retreat: Cozy, private chalet in Killington, Vermont
1010 out of 10 rating
Exceptional
(6 reviews)
Tanglewood Retreat: Cozy, private chalet in Killington, Vermont
Killington, VT
8% off
Price is NZ$7,026
NZ$7,026
NZ$1,004 per night
includes taxes & fees
Image gallery for Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
1010 out of 10 rating
Exceptional
(5 reviews)
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
White River Junction, VT
9% off
Price is NZ$6,961
NZ$6,961
NZ$994 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$11,023
NZ$11,023
NZ$1,575 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$14,395
NZ$14,395
NZ$2,056 per night
includes taxes & fees
Image gallery for Lovely country home on 62 acres with stream
1010 out of 10 rating
Exceptional
(7 reviews)
Lovely country home on 62 acres with stream
Tunbridge, VT
16% off
Price is NZ$5,492
NZ$5,492
NZ$785 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 NZ$7,967
NZ$7,967
NZ$1,138 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$2,031
NZ$2,031
NZ$290 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$7,623
NZ$7,623
NZ$1,089 per night
includes taxes & fees
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Find the best place to stay - Woodstock Town Hall Theatre
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)
Cozy Quechee Corner Cabin
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Treehouse at Wise Pines- SoBo
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 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
53 reviews(53 reviews)
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
209 reviews(209 reviews)
Idyllic Lakefront House Suited Two Families
Sleeps 10 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
158 reviews(158 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