Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
The price is NZ$869 per night from 14 Apr to 15 Apr
NZ$869
includes taxes & fees
14 Apr - 15 Apr
Book a stay at this family-friendly vacation home in Worcester. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions DCU Center ...
Beautiful two-story home close to downtown worcester 5beds-4bedroom
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

West Brookfield
Stay at this vacation home in West Brookfield. Enjoy free WiFi and air conditioning. Popular attractions Rock House Reservation and Gilbertville Covered Bridge ...
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
The Bungalow at Eagleville Lake 
Under 3 miles to UCONN!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Coventry
Book a stay at this family-friendly vacation home in Coventry. Enjoy free WiFi, a garden, and patios. Popular attractions J. M. Sarnik & Sons' The Old General ...
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
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Spacious Oxford Home w/ Pool - 4 Mi to Lake!

Spacious Oxford Home w/ Pool - 4 Mi to Lake!

Oxford
Stay at this vacation home in Oxford. Enjoy private pools, an in-room coffeemaker, and in-room fireplaces. Popular attractions Sutton Pond and Slater Woods are ...
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
Stay at this vacation home in Ashford. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Tinkerville Brook Reserve and Westford ...
Amazing lake house with everything you need!
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford
The price is NZ$499 per night from 9 Apr to 10 Apr
NZ$499
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this family-friendly vacation home in Ashford. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Tinkerville Brook Reserve ...
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Home in the woods

Home in the woods

Monson
Stay at this vacation home in Monson. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Crane Hill Disc Golf Course and Chase Memorial ...
Home in the woods
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$1,103 per night from 5 Apr to 6 Apr
NZ$1,103
includes taxes & fees
5 Apr - 6 Apr
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!
Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!

Sturbridge
The price is NZ$1,234 per night from 5 Apr to 6 Apr
NZ$1,234
includes taxes & fees
5 Apr - 6 Apr
Stay at this vacation home in Sturbridge. Enjoy free WiFi, a garden, and patios. Popular attractions Old Sturbridge Village and Village Common are located ...
Lake House in Sturbridge w/All the Views!
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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.

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 Woodstock vacation homes are the perfect way for you to wing it.

Holiday houses in 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 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 Woodstock adventures, obvs.

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

Woodstock Holiday Homes essential information

Accommodation
90 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$1,234
Popular accommodation
Beautiful two-story home close to downtown worcester 5beds-4bedroom, SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC, The Bungalow at Eagleville Lake Under 3 miles to UCONN! , Spacious Oxford Home w/ Pool - 4 Mi to Lake!, Amazing lake house with everything you need! , Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD, Home in the woods, Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!, Lake House in Sturbridge w/All the Views!

Top trending hotels in 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$1,103 per night from 5 Apr to 6 Apr
NZ$1,103
includes taxes & fees
5 Apr - 6 Apr
Stay at this vacation home in Woodstock. Enjoy free WiFi, a garden, and patios. Popular attractions Black Pond and Campert Preserve are located nearby.
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$1,103 per night from 5 Apr to 6 Apr
NZ$1,103
includes taxes & fees
5 Apr - 6 Apr
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$207 per night from 20 Apr to 21 Apr
NZ$207
includes taxes & fees
20 Apr - 21 Apr
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
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Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 6 Apr to 7 Apr
NZ$180
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Comfort Inn Auburn - Worcester
Don't see what you're looking for?
See all available properties in 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.