Book Holiday Homes in South Woodstock

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Featured Holiday Homes in South Woodstock

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Woodstock
The price is NZ$856 per night from 4 Jan to 5 Jan
NZ$856
includes taxes & fees
4 Jan - 5 Jan
Stay at this vacation home in Woodstock. Enjoy free WiFi, a garden, and patios. Popular attractions Bishop Preserve and Taylor Brooke Winery are located ...
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Woodstock
The price is NZ$865 per night from 17 Jan to 18 Jan
NZ$865
includes taxes & fees
17 Jan - 18 Jan
Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and patios. Popular attractions Roseland Cottage and Taylor Brooke Winery ...
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
Stay at this vacation home in Windham County. Enjoy free WiFi, a garden, and patios. Popular attractions Thompson International Speedway and Quaddick Reservoir ...
The Tree House at Underhill Hollow
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Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds

Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds

Charlton
Stay at this vacation home in Charlton. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Capen Hill Nature Sanctuary and Charlton ...
Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds
Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!

Sturbridge
Stay at this vacation home in Sturbridge. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Old Sturbridge Village and Village Common ...
Lake House in Sturbridge w/All the Views!
5 bedrooms Home away from Home

5 bedrooms Home away from Home

Leicester
Book a stay at this business-friendly vacation home in Leicester. Enjoy free WiFi, a fitness center, and patios. Popular attractions Charlton Town Common and ...
5 bedrooms Home away from Home
Furnished large room in walking distance to UConn Storrs. Room

Furnished large room in walking distance to UConn Storrs. Room

Mansfield
Stay at this vacation home in Storrs. Enjoy air conditioning. Popular attractions Ballard Institute and Museum of Puppetry and Harry A. Gampel Pavilion are located ...
Furnished large room in walking distance to UConn Storrs. Room
Quintessential New England Home w/ Patio & Grill!

Quintessential New England Home w/ Patio & Grill!

2 out of 5
Putnam
Book a stay at this family-friendly vacation home in Putnam. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Bradley Playhouse ...
Quintessential New England Home w/ Patio & Grill!
Impressive Unique Waterfront Pool Resort Country Estate

Impressive Unique Waterfront Pool Resort Country Estate

Southbridge
Book a stay at this family-friendly vacation home in Southbridge. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Old Sturbridge ...
Impressive Unique Waterfront Pool Resort Country Estate
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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.

South Woodstock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Woodstock vacation homes are the perfect way for you to wing it.

Holiday houses in South Woodstock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Woodstock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Woodstock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Woodstock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Woodstock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Woodstock Holiday Homes essential information

Accommodation
43 Holiday Homes
Lowest Price
NZ$130
Highest Price
NZ$865
Popular accommodation
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!, Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!, The Tree House at Underhill Hollow, Holiday Lake House near Treehouse Brewery & Amazon Warehouse with King Beds, Lake House in Sturbridge w/All the Views!, 5 bedrooms Home away from Home , Furnished large room in walking distance to UConn Storrs. Room , Quintessential New England Home w/ Patio & Grill!, Impressive Unique Waterfront Pool Resort Country Estate

Top trending hotels in South Woodstock

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Woodstock
The price is NZ$865 per night from 17 Jan to 18 Jan
NZ$865
includes taxes & fees
17 Jan - 18 Jan
Book a stay at this beach vacation home in Woodstock. Enjoy free WiFi, a beach locale, and patios. Popular attractions Roseland Cottage and Taylor Brooke Winery ...
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 4 Jan to 5 Jan
NZ$188
includes taxes & fees
4 Jan - 5 Jan
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Wellsworth Hotel
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$158 per night from 5 Jan to 6 Jan
NZ$158
includes taxes & fees
5 Jan - 6 Jan
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
Publick House Historic Inn and Country Motor Lodge
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Days Inn by Wyndham Sturbridge

Days Inn by Wyndham Sturbridge

2 out of 5
400 Route 15, Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$130 per night from 5 Jan to 6 Jan
NZ$130
includes taxes & fees
5 Jan - 6 Jan
Stay at this hotel in Sturbridge. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular ...
Days Inn by Wyndham Sturbridge
Don't see what you're looking for?
See all available properties in South Woodstock
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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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^Subject to availability and chosen travel dates.