Woodstock vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Woodstock vacation rentals

Stay near Woodstock's top sights

Billings Farm & Museum171 locals recommend
Woodstock Inn & Resort52 locals recommend
Worthy Kitchen110 locals recommend
Woodstock Farmers' Market92 locals recommend
Marsh - Billings - Rockefeller National Historical Park43 locals recommend
Mon Vert Cafe44 locals recommend

Other great vacation rentals in Woodstock

Guest favorite
Barn in Chester
Inviting studio apartment above barn in Vermont
Aug 10 – 17
$88 per night
4.99 out of 5 average rating, 485 reviews
Guest favorite
Tiny home in Woodstock
The Cluck House
Jul 29 – Aug 5
$135 per night
4.99 out of 5 average rating, 117 reviews
Guest favorite
Apartment in Woodstock
New Modern Apartment - Woodstock Village on Mt Peg
Jan 2 – 9
$175 per night
4.89 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Woodstock
Prospect Place
Nov 19 – 26
$191 per night
4.94 out of 5 average rating, 102 reviews
Guest favorite
Apartment in Hartland
Sunny Studio Apartment in Hartland
Oct 19 – 26
$103 per night
4.87 out of 5 average rating, 437 reviews
Guest favorite
Cabin in Royalton
Genuine Vermont Sugar House on 70 peaceful acres.
Aug 9 – 16
$135 per night
4.99 out of 5 average rating, 174 reviews
Guest favorite
Home in Hartford
The Quechee Haus: VT Retreat with Outdoor Hot Tub
May 21 – 28
$486 per night
4.96 out of 5 average rating, 125 reviews
Guest favorite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
Feb 25 – Mar 4
$110 per night
4.98 out of 5 average rating, 705 reviews

Other great vacation rentals in Woodstock

Guest favorite
Farm stay in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
Dec 6 – 13
$130 per night
4.97 out of 5 average rating, 174 reviews
Guest favorite
Apartment in Lebanon
Green Street Hideaway. Downtown Lebanon.
May 27 – Jun 3
$122 per night
4.91 out of 5 average rating, 513 reviews
Guest favorite
Cabin in Grafton
“The Great Escape” Cabin - Pet Friendly!
Nov 20 – 27
$88 per night
4.92 out of 5 average rating, 109 reviews
Guest favorite
Tiny home in Hartland
Cabin on the Hill
Jul 29 – Aug 5
$81 per night
4.95 out of 5 average rating, 144 reviews
Guest favorite
Apartment in Grantham
Dartmouth / Lake Sunapee Region
May 2 – 9
$103 per night
5.0 out of 5 average rating, 147 reviews
Guest favorite
Guest suite in Royalton
Private Guest Suite on 155 Acre Royalton Town Farm
Apr 18 – 25
$94 per night
4.95 out of 5 average rating, 174 reviews
Guest favorite
Home in Hartford
Beautiful Historic 1909 Library with a Fireplace
May 16 – 23
$152 per night
4.86 out of 5 average rating, 150 reviews
Guest favorite
Cabin in Groton
Peaceful Log Cabin in the Woods
Dec 8 – 15
$106 per night
4.99 out of 5 average rating, 553 reviews

Quick stats about vacation rentals in Woodstock

Total rentals

170 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

5.3K reviews

Nightly prices starting at

$90 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 280 vacation rentals in Woodstock, over 10 vacation rentals in South Woodstock, and over 220 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 house rentals in Woodstock?

    Experience the best of Woodstock with our house rentals, starting at about $120 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 20 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 apartment rentals in Woodstock?

    Woodstock has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Woodstock