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
Apartment in Woodstock
4.94 out of 5 average rating, 229 reviewsRiver St Apt. 3 min walk to Woodstock Village
Apr 23 – 30
Cabin in Royalton
4.99 out of 5 average rating, 174 reviewsGenuine Vermont Sugar House on 70 peaceful acres.
May 23 – 30
Tiny home in Woodstock
4.99 out of 5 average rating, 117 reviewsThe Cluck House
Mar 28 – Apr 4
Guest suite in Royalton
4.96 out of 5 average rating, 179 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
Jun 26 – Jul 3
Guesthouse in Hartland
4.95 out of 5 average rating, 912 reviewsYurt In The Woods - Private Refuge
Jun 28 – Jul 5
Barn in Fairlee
4.93 out of 5 average rating, 424 reviewsPrivate Barn On a Hilltop in Fairlee, Vermont
Dec 5 – 12
Guesthouse in Wallingford
4.98 out of 5 average rating, 585 reviewsVermont Home Central to Ski Areas-No Cleaning Fees
Feb 13 – 20
Apartment in Woodstock
4.81 out of 5 average rating, 117 reviewsSweet apartment near downtown Woodstock
Aug 25 – Sep 1
Other great vacation rentals in Woodstock
Tiny home in Pittsford
4.96 out of 5 average rating, 155 reviewsCharming tiny house with great VT location!
Jun 2 – 9
Tiny home in Warren
4.99 out of 5 average rating, 149 reviewsLuxury Glass Tiny House - Mountain View + Hot Tub
Aug 12 – 19
Cabin in Grafton
4.9 out of 5 average rating, 114 reviews“The Great Escape” Cabin - Pet Friendly!
Dec 6 – 13
Cabin in Leicester
4.98 out of 5 average rating, 711 reviewsLog Cabin Getaway near Middlebury and Green Mtns
Jan 10 – 17
Home in Hartford
4.86 out of 5 average rating, 150 reviewsBeautiful Historic 1909 Library with a Fireplace
May 7 – 14
Cabin in Vershire
4.99 out of 5 average rating, 187 reviewsComfortable cozy cabin in the hills of Vermont!
Feb 1 – 8
Guesthouse in Putney
4.97 out of 5 average rating, 195 reviewsCozy cottage loft and retreat
Nov 11 – 18
Cabin in Grafton
4.96 out of 5 average rating, 127 reviewsThe WildeWoods Cabin | gas fireplace, pet-friendly
May 17 – 24
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
R1,142 ZAR 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 300 vacation rentals in Woodstock, over 10 vacation rentals in South Woodstock, and over 230 vacation rentals in Taftsville.
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 apartment rentals in Woodstock?
Experience the best of Woodstock with our apartment rentals, starting at about $90 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 bed and breakfast rentals in Woodstock have wifi?
Absolutely! We offer over 30 bed and breakfast 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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