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South Woodstock Holiday Rentals

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Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in South Woodstock

Luxury Graduation Rental- Walk to Dartmouth!
Cozy living space with a dining table, sofa, and coffee table, perfect for relaxing and socializing.

Luxury Graduation Rental- Walk to Dartmouth!

10.0 out of 10, Exceptional, (1)
"Amazing house within walking distance of the campus. Would definitely recommend to anyone."
The price is HK$5,071
HK$7,018 total
includes taxes & fees
27 Jul - 28 Jul
Luxury Graduation Rental- Walk to Dartmouth!
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Terrace/patio

Acres & Views! Firepit, BBQ | Bayley Way Getaway

The price is HK$1,833
HK$5,211 total
includes taxes & fees
4 Aug - 5 Aug
Acres & Views! Firepit, BBQ | Bayley Way Getaway
WhiSki Cabin - 12 Acres With a Mountain View!
Enjoy cooking in this well-equipped kitchen with a central island, microwave, oven, and refrigerator.

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
The price is HK$4,232
HK$7,931 total
includes taxes & fees
6 Aug - 7 Aug
WhiSki Cabin - 12 Acres With a Mountain View!
Cozy Cavendish Bunk minutes to Okemo
Enjoy meals in the spacious dining area adjacent to the kitchen, featuring a wooden table and chairs.

Cozy Cavendish Bunk minutes to Okemo

9.8 out of 10, Exceptional, (6)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is HK$989
HK$1,873 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Cavendish Bunk minutes to Okemo
Sleep Woodstock - Dog Friendly King Suite
Experience the charm of a classic train situated on a scenic track, surrounded by a serene landscape of deciduous and evergreen trees.

Sleep Woodstock - Dog Friendly King Suite

10.0 out of 10, Exceptional, (1)
"We had an excellent stay, everything was so clean, the room was well appointed and there was even a little communal area with laundry, kitchen, snacks, and shuffleboard. We would absolutely recommend this motel, it’s a gem! "
The price is HK$1,541
HK$2,100 total
includes taxes & fees
5 Aug - 6 Aug
Sleep Woodstock - Dog Friendly King Suite
Sleep Woodstock - 2 Double Beds - Dog Friendly
Cozy retreat with a kitchenette, comfortable bed, and workspace.

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is HK$1,475
HK$2,010 total
includes taxes & fees
27 Jul - 28 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly
Sleep Woodstock Mobility Impaired Accessible Suite
Two single beds with white linens, a bedside table, and framed pictures adorn this cozy space.

Sleep Woodstock Mobility Impaired Accessible Suite

The price is HK$734
HK$1,105 total
includes taxes & fees
30 Jul - 31 Jul
Sleep Woodstock Mobility Impaired Accessible Suite
Sleep Woodstock - Deluxe Suite
Cozy living room with a fireplace, comfortable seating, and a television.

Sleep Woodstock - Deluxe Suite

2.0 star property
The price is HK$1,962
HK$3,222 total
includes taxes & fees
17 Aug - 18 Aug
Sleep Woodstock - Deluxe Suite
A charming 1820's farmhouse
Cozy living room with a fireplace, two comfortable chairs, and a large artwork above the mantel.

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (27)
"this property had a very different feel because it was once an inn, which made it feel like we had the whole inn to ourselves, which was lovely. The place is spotless, everything you could possibly need is there, and it is beautifully decorated."
The price is HK$6,209
HK$10,406 total
includes taxes & fees
19 Aug - 20 Aug
A charming 1820's farmhouse
The Bridgewater House | Game Room | Hiking | Golf
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and dishwasher.

The Bridgewater House | Game Room | Hiking | Golf

9.4 out of 10, Exceptional, (6)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
The price is HK$1,664
HK$4,484 total
includes taxes & fees
28 Jul - 29 Jul
The Bridgewater House | Game Room | Hiking | Golf
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Stunning two-story home with a cozy front porch and white picket fence.

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
The price is HK$1,507
HK$3,219 total
includes taxes & fees
27 Jul - 28 Jul
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and ample countertop space.

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (101)
"This place was great! Convenient and clean. The beds were soooo comfy! We walked to town for groceries and dined out in town. We were there for a concert at Okemo which was just a few minutes away. We planned on hanging out back at the fire. Unfortunately, it rained so we hung out in the warm and inviting living room with a fire in the fireplace!! "
The price is HK$1,593
HK$3,334 total
includes taxes & fees
28 Jul - 29 Jul
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Okemo's Back Room - in the heart of the village on the shuttle route!
Relax in this stylish living room with a flat-screen TV, entertainment unit, and comfortable seating area.

Okemo's Back Room - in the heart of the village on the shuttle route!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
The price is HK$793
HK$2,546 total
includes taxes & fees
30 Jul - 31 Jul
Okemo's Back Room - in the heart of the village on the shuttle route!
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath
Cozy cabin kitchen with TV, stainless steel appliances, and a dining area with a comfortable seating space.

Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

10.0 out of 10, Exceptional, (1)
"We booked this for a last minute trip to Okemo and it was perfect for our group. It is only a couple minutes from Okemo base and a couple minutes from the cute downtown and a supermarket and craft beer store. The host was easy to talk to and extremely available, and very friendly and helpful! The house was in great condition, clean, and updated."
The price is HK$4,152
HK$8,665 total
includes taxes & fees
6 Aug - 7 Aug
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath
New Ludlow Village Home with Stunning Okemo Mountain View
Enjoy cooking in this well-lit kitchen with an oven, stainless steel dishwasher, and a convenient island with sink and countertop.

New Ludlow Village Home with Stunning Okemo Mountain View

10.0 out of 10, Exceptional, (6)
"Beautiful and clean place near Okemo with everything you need. "
The price is HK$1,752
HK$4,242 total
includes taxes & fees
4 Aug - 5 Aug
New Ludlow Village Home with Stunning Okemo Mountain View
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House
Enjoy a serene forest view from this deck with a table and chairs, shaded by an umbrella.

NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

The price is HK$3,085
HK$6,981 total
includes taxes & fees
28 Jul - 29 Jul
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is HK$1,437
HK$4,326 total
includes taxes & fees
28 Jul - 29 Jul
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Modern Farm House…minutes to Okemo; 2 King beds!
Set amidst snow-covered hills and trees, this charming house features a steeply pitched roof and multiple windows.

Modern Farm House…minutes to Okemo; 2 King beds!

9.4 out of 10, Exceptional, (10)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is HK$1,052
HK$3,350 total
includes taxes & fees
10 Aug - 11 Aug
Modern Farm House…minutes to Okemo; 2 King beds!
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Guests can enjoy a serene outdoor setting with a covered porch area, surrounded by a lush lawn and forested hillside.

150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!

The price is HK$5,887
HK$11,033 total
includes taxes & fees
28 Jul - 29 Jul
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Fully equipped kitchen with microwave, toaster, and oven, featuring a granite countertop and wooden cabinetry.

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

9.8 out of 10, Exceptional, (36)
"Very nice"
The price is HK$1,908
HK$4,941 total
includes taxes & fees
29 Jul - 30 Jul
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Woodstock Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Great spot on the river!"
Sally 1-night trip
Posted 23 hours ago
The Shire Woodstock

Frequently asked questions

Can I find holiday rentals in South Woodstock?

Yes, there are holiday rentals close to the most popular sights in South Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say South Woodstock has a good selection of restaurants. Make sure you have time to check out the bars while you're in the area.

What are some of the best holiday rentals that South Woodstock has to offer?

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable: This holiday home rental outside of South Woodstock is located in the city centre, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in South Woodstock?

Choose from 5 Expedia holiday rentals in South Woodstock for a memorable holiday.

What’s there to see and do in South Woodstock?

While exploring the area, visit family-friendly sights like Sugarbush Farm, or get outside and enjoy nature at Marsh-Billings-Rockefeller National Historical Park. In the wider area, you’ll find VINS Nature Center and Woodstock Town Hall Theatre.

What’s a holiday rental in South Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Woodstock. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.