See all properties

Bright, historic Woodstock home close to town

Top rated by guests
Exterior
Private kitchen
Interior
Exterior
Exterior
review stars
10.0Outstanding
(13 Ratings)
"Perfect woodstock getaway, many thanks to Cheryl, the most thoughtful host! 2 min drive from town, but feels like you are nestled in the woods up the gravel drive among picturesque trees and birds all..."
maggie s.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(13 Ratings)

House in Woodstock, NY

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

Our historic Woodstock home is close to everything, but far enough away to be surrounded by trees, grass and peace & quiet. High ceilings, lots of Woodstock windows, stone fireplace, open kitchen and so many original details. We've loved this house for over 20 years. It's down the street from the Midnight Ramble, walking distance to town, close to the Big Deep, hiking, dining, skiing, music and more.

Amenities at Bright, historic Woodstock home close to town

Free WiFi/internet
Air conditioning
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Kitchenware
Oven
Stove
Laundry services
Fireplace
Bath or shower
Towels
Desk
Hairdryer

Map of Woodstock, NY

city location on map

Nearby attractions

Minnewaska State Park Preserve
22.7 mi
Walkway Over the Hudson State Historic Park
24.4 mi
Home of Franklin D. Roosevelt National Historic Site
20.9 mi
Vanderbilt Mansion National Historic Site
18.9 mi

Ratings and reviews

10.0 / 10.0
Outstanding(13 Ratings)
10.0 / 10.0Outstanding·Nov 2025
Perfect woodstock getaway, many thanks to Cheryl, the most thoughtful host! 2 min drive from town, but feels like you are nestled in the woods up the gravel drive among picturesque trees and birds all around. A cozy fireplace, great layout, warm bedrooms w/ comfortable mattresses & bedding, great water pressure & temperature. Good kitchen for cooking family meals! We have rented in Woodstock a number of times and this has been the best yet!
10.0 / 10.0Outstanding·Oct 2025
Wonderful stay! We were in town for a show at Levon Helms Studio right down the street. Great place to stay, very clean and charming.
10.0 / 10.0Outstanding·Oct 2025
Wonderful cabin, great location, charming, clean, friendly host
10.0 / 10.0Outstanding·Aug 2025
This was hands-down one of the best VRBO properties I’ve ever stayed in. The home was money, fully stocked, super clean and very interesting. The property is absolutely gorgeous and private. There was not one thing I would change about this beautiful farmhouse.
$$$$
vrbo logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Bright, historic Woodstock home close to town. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Bright, historic Woodstock home close to town pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Bright, historic Woodstock home close to town?

We found 22 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, pets allowed, and tv.

Explore similar stays in Woodstock

Explore all stays
You can save with One Key
Absolute Woodstock Chill
House
 in Bearsville
6 guests · 3 bedrooms · 1 bath
WiFi/Internet · Air conditioning · TV

Business stays, family stays, couples stay, getaway vacation, and rental in Woodstock at Absolute Woodstock Chill for $486 for your next trip.

vrbo logo
View deal
9.0 / 10.0
Outstanding(6 Ratings)
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Cottage
 in Woodstock
4 guests · 1 bedroom · 1 bath
Free WiFi/internet · Air conditioning · Pool

The best choice in Woodstock for Cottage, for $374 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(205 Ratings)
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
Chalet
 in Woodstock
8 guests · 3 bedrooms · 2 baths

Discover the beauty of Woodstock with a stay at Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!, a top rated Chalet with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
8.8 / 10.0
Excellent(6 Ratings)
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Cottage
 in Woodstock
4 guests · 1 bedroom · 1 bath
Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Woodstock in our Cottage, Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch. A stunning property with amenities including Air conditioning, WiFi/Internet and Kitchen, and more.

vrbo logo
View deal
9.8 / 10.0
Outstanding(75 Ratings)
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths
Free WiFi/internet · Air conditioning · Pool

Business stays, family stays, couples stay, getaway vacation, and rental in Woodstock at COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK! for $513 for your next trip.

expedia logo
View deal
10.0 / 10.0
Outstanding(11 Ratings)
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
House
 in Woodstock
5 guests · 3 bedrooms · 1 bath
Free WiFi/internet · TV · Coffee/tea maker

Looking to create some memories in Woodstock? Look no further than our House, Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town. Enjoy top-rated amenities including Dryer, Fireplace and WiFi/Internet, and more.

vrbo logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(18 Ratings)
Serene Woodstock 3 bedroom cottage with sweeping mountain views
House
 in Woodstock
5 guests · 3 bedrooms · 2 baths
Free WiFi/internet · Air conditioning · TV

When traveling to Woodstock, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $394 per night.

vrbo logo
View deal
9.8 / 10.0
Outstanding(46 Ratings)
Woodstock Historic Artist Estate - The Carriage House
House
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

This House in Woodstock, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

expedia logo
View deal
9.7 / 10.0
Outstanding(75 Ratings)
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths
Free WiFi/internet · Air conditioning · Pool

This attractive House in Woodstock, $513 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
9.8 / 10.0
Outstanding(46 Ratings)
Woodstock Historic Artist Estate - The Carriage House
House
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

This attractive House in Woodstock, $400 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
10.0 / 10.0
Outstanding(177 Ratings)
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Cottage
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

Indulge in a peaceful retreat at TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage, our elegant Cottage in Woodstock. Enjoy amenities including Air conditioning, Balcony/Terrace and Dryer, and more.

expedia logo
View deal
Unique Woodstock House with Swimming Pool - walk to town
House
 in Woodstock
8 guests · 4 bedrooms · 2 baths

Looking to create some memories in Woodstock? Look no further than our House, Unique Woodstock House with Swimming Pool - walk to town. Enjoy top-rated amenities including Family friendly, and more.

vrbo logo
View deal
9.9 / 10.0
Outstanding(177 Ratings)
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Cottage
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

Experience vacation in Woodstock with our Cottage, TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage. Enjoy amenities such as Air conditioning, Balcony/Terrace and Dryer, and more.

vrbo logo
View deal
10.0 / 10.0
Outstanding(136 Ratings)
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
House
 in Woodstock
5 guests · 3 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Woodstock at Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly for $439 for your next trip.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(2 Ratings)
Renovated home seconds from town
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths
WiFi/Internet · Air conditioning · TV

When traveling to Woodstock, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $423 per night.

vrbo logo
View deal
9.9 / 10.0
Outstanding(136 Ratings)
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
House
 in Woodstock
5 guests · 3 bedrooms · 2 baths

Looking for a House in Woodstock, this House for $439 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
10.0 / 10.0
Outstanding(36 Ratings)
Maple House: Private/Romantic Walk-to-Town Oasis
House
 in Woodstock
4 guests · 2 bedrooms · 2 baths
WiFi/Internet · Air conditioning · TV

Looking for a memorable stay in Woodstock? Our House might just be what you're looking for. Enjoy amenities including Air conditioning, Dryer and Fireplace, and more during your stay.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(36 Ratings)
Maple House: Private/Romantic Walk-to-Town Oasis
House
 in Woodstock
4 guests · 2 bedrooms · 2 baths
WiFi/Internet · Air conditioning · TV

Nestled in Woodstock, this House is perfect for your next vacation. Enjoy Maple House: Private/Romantic Walk-to-Town Oasis's top-rated amenities, including Air conditioning, Dryer and Fireplace, and more.

vrbo logo
View deal
9.9 / 10.0
Outstanding(102 Ratings)
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
House
 in Woodstock
6 guests · 4 bedrooms · 2 baths

Looking to create some memories in Woodstock? Look no further than our House, Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!. Enjoy top-rated amenities including Pets allowed and Non-smoking, and more.

vrbo logo
View deal
10.0 / 10.0
Outstanding(102 Ratings)
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
House
 in Woodstock
6 guests · 4 bedrooms · 2 baths

House in Woodstock, for $370 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

expedia logo
View deal
10.0 / 10.0
Outstanding(244 Ratings)
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
Cottage
 in Woodstock
4 guests · 2 bedrooms · 2 baths
Free WiFi/internet · Air conditioning · TV

Looking for a Cottage in Woodstock, this Cottage for $439 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(20 Ratings)
Fabulous Newly Renovated Family House Near Woodstock Center
House
 in Woodstock
8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Woodstock in our House, Fabulous Newly Renovated Family House Near Woodstock Center. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

vrbo logo
View deal
10.0 / 10.0
Outstanding(71 Ratings)
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths

Nestled in Woodstock, this House is perfect for your next vacation. Enjoy Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!'s top-rated amenities, including Pets allowed and Non-smoking, and more.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(71 Ratings)
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths

The best choice in Woodstock for House, for $532 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(186 Ratings)
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
House
 in Woodstock
8 guests · 3 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Woodstock at Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town! for $391 for your next trip.

vrbo logo
View deal
9.8 / 10.0
Outstanding(13 Ratings)
Bright, historic Woodstock home close to town
House
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

This House for $465 in Woodstock, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

expedia logo
View deal
Cozy Escape in Woodstock
House
 in Woodstock
8 guests · 3 bedrooms · 3 baths
WiFi/Internet · Air conditioning · TV

Looking for a House in Woodstock, this House for $525 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
9.4 / 10.0
Outstanding(10 Ratings)
Quaint Woodstock Escape - 2 Mi to Tinker St!
House
 in Woodstock
6 guests · 3 bedrooms · 2 baths
WiFi/Internet · Air conditioning · TV

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Woodstock, at $415 per night for your next great vacation.

vrbo logo
View deal
Cozy Escape in Woodstock
House
 in Woodstock
8 guests · 3 bedrooms · 3 baths
WiFi/Internet · Air conditioning · TV

Looking for a House in Woodstock, this House for $525 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

expedia logo
View deal
You can save with One Key
10.0 / 10.0
Outstanding(15 Ratings)
"Blissful Retreat" Elegant , Charming & Peaceful
House
 in Woodstock
4 guests · 2 bedrooms · 1 bath
Free WiFi/internet · Air conditioning · TV

Discover the beauty of Woodstock with a stay at "Blissful Retreat" Elegant , Charming & Peaceful, a top rated House with amenities such as Air conditioning, Dryer and Fireplace, and more.

vrbo logo
View deal