Woodstock vacation rentals
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Top-rated vacation rentals in Woodstock
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodstock vacation rentals
Other great vacation rentals in Woodstock
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
Sep 17 – 24
Tiny home in Hartland
4.95 out of 5 average rating, 147 reviewsCabin on the Hill
Aug 14 – 21
Home in Hartford
4.97 out of 5 average rating, 173 reviewsOne-bedroom furnished house available March/April
Jul 24 – 31
Guesthouse in Wallingford
4.98 out of 5 average rating, 593 reviewsVermont Home Central to Ski Areas-No Cleaning Fees
Jan 27 – Feb 3
Cabin in Vershire
4.99 out of 5 average rating, 190 reviewsComfortable cozy cabin in the hills of Vermont!
Mar 1 – 8
Tiny home in Woodstock
4.99 out of 5 average rating, 117 reviewsThe Cluck House
Feb 9 – 16
Cabin in Randolph
4.95 out of 5 average rating, 193 reviewsSecluded Log Home on 109 Acre Natural Wonderland!
Aug 11 – 18
Barn in Fairlee
4.93 out of 5 average rating, 425 reviewsPrivate Barn On a Hilltop in Fairlee, Vermont
Jan 18 – 25
Other great vacation rentals in Woodstock
Guest suite in Brownsville/West Windsor
4.99 out of 5 average rating, 161 reviewsCozy Guest Suite in Charming Farmhouse
Sep 10 – 17
Guesthouse in Putney
4.97 out of 5 average rating, 201 reviewsCozy cottage loft and retreat
Mar 4 – 11
Guest suite in Royalton
4.96 out of 5 average rating, 167 reviewsBluestone Farm
Jul 23 – 30
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Oct 26 – Nov 2
Guesthouse in Springfield
4.86 out of 5 average rating, 322 reviewsConnecticut River-Cozy Cottage
Jan 25 – Feb 1
Farm stay in Plainfield
4.97 out of 5 average rating, 176 reviewsRenovated 1817 Hobby Farm Close to Dartmouth
Jan 19 – 26
Cabin in Londonderry
4.93 out of 5 average rating, 308 reviewsStone Fence Cabin
Nov 5 – 12
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Mar 10 – 17
Quick stats about vacation rentals in Woodstock
Total rentals
180 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
$60 before taxes and fees
Frequently Asked Questions
Where should I stay in Woodstock?
Make yourself at home in Woodstock by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in Taftsville, over 10 vacation rentals in South Woodstock, and over 300 vacation rentals in Woodstock.
Are there vacation rentals with a dedicated workspace in Woodstock?
Yes! Work meets play with ease at over 70 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Woodstock?
Four-legged friends are welcome in Woodstock. Choose from more than 60 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Woodstock?
Experience the best of Woodstock with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Woodstock have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodstock have wifi?
Absolutely! We offer over 50 house rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodstock have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Woodstock. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Woodstock?
Woodstock has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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