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NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

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TV, DVD player, books, video library - NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! (Woodstock)
Exterior - NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! (Woodstock)
Fridge, microwave, oven, stovetop - NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! (Woodstock)
Interior - NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! (Woodstock)
Outdoor dining - NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! (Woodstock)
Nestled at the gateway to Woodstock's legendary Overlook Mountain, Herb Cottage offers a serene retreat amidst its fragrant herb garden. Unwind in the comfortable living room with a woodstove, explore an extensive library of books and games, or relax on the secluded bluestone terrace with gas grill.

Reviews

9.8 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Pet-friendly
  • Laundry room
  • Spa
  • Outdoor space
  • Parking available

Add dates for prices

About this property

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

  • Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Catskills.” Enjoy the fragrance and serenity of the “show-off” herb garden right outside your door.

    Just 1/2 mile from town center, Herb Cottage is nestled at the gateway to Woodstock’s legendary Overlook Mountain. If you’re searching for a mystical hideaway in which to relax, restore your energies, and recapture your creative self, this is the place for you!

    Completely renovated, Herb Cottage offers a delightful mix of luxurious appointments and bluestone charm, including:
    • Comfortable living room with woodstove, bluestone hearth, 37" cable HDTV, Blu-Ray player, and an extensive library of books, games and DVDs.
    • Fully-equipped country kitchen with a bluestone countertop, herb tiles from Mexico, and a sunny dining nook.
    • Second floor loft bedroom with a king-size bed featuring a luxurious memory foam mattress topper and 100% cotton linens.
    • First floor bathroom with an antique claw foot tub converted into a rain shower.
    • Additional amenities include spa robes, WIFI, and a secluded bluestone terrace with bluestone table and gas grill.
    • Optional: Reiki treatments and access to other holistic practitioners.

    Ideal for a couple. Combine with nearby Rock City Writer's Studio (VRBO # 3469886) for additional space.

    PETS
    Well-behaved and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the cottage, and leashed when outdoors. A $100/week pet fee per dog applies.

    CANCELLATIONS
    Cancellations that are made more than sixty days prior to the arrival date will receive a full refund. Cancellations that are made between thirty and sixty days in advance of the arrival date will receive a 50% refund. Cancellations that are made less than 30 days prior to check-in forfeit the full payment. Early departure does not warrant any refund of rent. Refunds will not be given due to weather or road conditions.

    TRAVEL INSURANCE
    If you think there's any chance that you may need to cancel your reservation, we strongly suggest that you consider purchasing travel insurance to protect your trip. Thank you!

    Short-Term Rental Operating Permit #21N-113

Property amenities

Beach

  • Beach towels

Ski

  • Close to skiing

Pool/Spa

  • Spa services

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Memory foam mattress

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Rainfall showerhead
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • TV with cable/satellite channels
  • Video library

Outdoor areas

  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio
  • Terrace

Laundry

  • Laundry facilities

Work spaces

  • Desk
  • Desk chair

Comfort

  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • In a village
  • In the mountains
  • Near a hospital
  • Near a zoo

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Sledding nearby
  • Swimming nearby
  • Water tubing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Property does not allow children

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Rules

Well-behaved crate-trained dogs considered ~ please ask. Dogs must be crated when alone in cottage + leashed when outdoors. $100/week pet fee applies.

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

1 total (up to 23 kg per pet)

Note from host: Well-behaved and crate-trained dogs are considered

Children and extra beds

This property does not allow children

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transport to and from this property

About the area

Located in Woodstock, this cottage is in the mountains. Overlook Mountain Trailhead and Senate House State Historic Site are local landmarks, and the area's natural beauty can be seen at Catskill Mountains and Catskill State Park. Ready for a night out? Consider Byrdcliffe Barn and The Chateau. Take in the nearby slopes with skiing, or try out other outdoor activities such as sledging and ice skating. Visit our Woodstock travel guide
View more Cottages in Woodstock
Map
Woodstock, NY

What's nearby

  • Catskill State Park
    Catskill State Park
    1 min walk - 0.0 km
  • Manufacture of guitars of the brand Woodstock.
    Woodstock Music Shop
    16 min walk - 1.4 km
  • Colony
    14 min walk - 1.3 km
  • Woodstock Artists Association and Museum
    19 min walk - 1.6 km
  • Woodstock Golf Club
    2 min drive - 1.8 km

Getting around

  • Rhinecliff Station
    29 min drive
  • Hudson, NY (HCC-Columbia County)
    48 min drive

Restaurants

  • Stewart's Shops
    9 min drive
  • Tinker Street Tavern
    5 min drive
  • Bread Alone Bakery
    17 min walk
  • Dunkin’
    8 min drive
  • Caffe Woodstock
    3 min drive

Frequently asked questions

Is NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!?

On-site parking is available at the property.

What time is check-in at NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!?

Check-in begins at 4:00 PM.

What time is check-out at NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!?

Checkout is at 11:00 AM.

Where is NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! located?

Situated in the mountains, this cottage is within 1 mile (2 km) of Catskill State Park, Colony and SweetHeart Gallery. Woodstock Music Shop and Woodstock Artists Cemetery are also within 1 mile (2 km).

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NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 119 out of 140 reviews
Rating 8 - Good. 19 out of 140 reviews
Rating 6 - Okay. 2 out of 140 reviews
Rating 4 - Poor. 0 out of 140 reviews
Rating 2 - Terrible. 0 out of 140 reviews

10

Cleanliness

9.8

Location

10

Staff & service

8.0

Property conditions & facilities

Reviews

Verified

10/10 Excellent

PJ V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a perfect, snowy weekend at the Herb Cottage. Amazing location, loved the wood burning fire place, DVD collection and loft bedroom. Highly recommend for a Woodstock getaway.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Shannon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMAZING TIME!

My husband and I stayed here for our anniversary. It was exactly as described. So gorgeously quaint. The wood burning stove was a HUGE plus! Thank you for such a lovely stay!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Joseph H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Cottage

The herb cottage was amazing. Has everything you need and is just around the corner from downtown Woodstock. We stayed over the Thanksgiving holiday and were really pleased with the quiet and quaint environment the cottage offered. Would recommend for those looking for a peaceful relaxing stay. (also the wood stove is great)
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Caitlin J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy weekend

My husband and I really enjoyed using Herb Cottage as a base to explore the Catskills and Hudson Valley areas. The place was as described and had everything we needed to be comfortable. We really enjoyed the wood burning stove in the evenings.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Steven S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oozing with charm!

Herb Cottage is quite the little gem. You can feel the history in this well appointed and charming home. The hosts could not have been more thorough and responsive during our stay. We look forward to our next visit through Woodstock.
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Carlos A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous peaceful cottage

For a peaceful getaway this cottage will serve you well. It’s a long walk (15 min) to central Woodstock and also feels quiet and away from the hustle bustle. Fully equipped, cozy, quaint place. Perfect for - couple and a small pooch, if you have one. Easy communication with owners rep.
Stayed 10 nights in Dec 2023
Verified

10/10 Excellent

Catherine H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Property!

We had an excellent stay at Herb Cottage. It was charming and homey. Check in was simple, guidelines clear. Lots of privacy which was great! I will say that although you could walk to downtown Woodstock, there are no sidewalks and I personally would not have felt safe walking down the road to town, especially since there is little shoulder.
Stayed 5 nights in Jan 2025
Verified

8/10 Good

M S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Last Hurrah

My husband and I enjoyed a long weekend at this cozy cottage situated within a 5-minute drive of Woodstock’s great shops and restaurants and equally close to Woodstock’s great hiking trails. After long days of walking and hiking we enjoyed relaxing on the chaises in the backyard, and in the evenings the expansive DVD collection was a treat!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Adrienne G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Comfort Zone

The location was perfect. The history of the residence fascinating. The hosts most accommodating. We had a problem that was quickly attended to and solved. Everything we needed was on hand and our dog loved walking about in the yard. Elder visitors alert: the top step is tough to negotiate, but we did.
Stayed 12 nights in Jun 2024
Verified

6/10 Okay

Michael

Liked: Communication
Could've been a bit cleaner. I get it's an old cottage, but cobwebs everywhere aren't necessary. Also, filling all of the soap dispensers with water to dilute is really budget. It's cute. Great wood burning stove. But just didn't feel like it was worth the price or up to the standards of other vacation rentals I've stayed at in the area and in this price point. I just never felt...clean.
Stayed 3 nights in Mar 2025
Verified

8/10 Good

Kevin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint, tranquil get away with interesting history

The cottage was a great place to stay with great easy access to downtown Woodstock, Kingston, and Rhineback. Lots of attention to detail by the owner. For example, there are plenty of kitchen utensils and dishes and tons of books and DVD's. The DVD's are displayed in alphabetical order and there are multiple heat zones that enabled the bathroom to independently be very warm while keeping the remaining zones more temperate. The place has everything you need for a cozy stay. The only challenge was the very low ceiling clearance over the bed and steep stairs to the upper level where the bed is. For older and or physically challenged folks this may pose a bit of a challenge. Definitely recommend this great little get away.
Stayed 5 nights in Dec 2024
Verified

10/10 Excellent

Alison F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful and serene cottage close to town. Truly a gem with everything you need to relax and enjoy Woodstock!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Julian R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
cute and cozy as advertised. my partner and I loved our stay. we were very close to all the hikes and restaurants we needed, and had plenty of room to stretch out in the backyard area
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Keith Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Herb Cottage stay

We had a marvelous visit!
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Marissa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic stay at Herb Cottage! The house was perfect for a long weekend in the Catskills, consisting of a cozy fireplace, comfortable bed, and walking distance to downtown Woodstock. The cottage was clean, the check in process was smooth, and communication leading up to our stay was top notch. I recommend staying here for your trip to Woodstock!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Brianna W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Mountain Getaway

My boyfriend and I had a lovely time staying at Herb Cottage. The property is conveniently located making going to and from various hiking trails, Woodstock proper, Kingston and so on super convenient! Would definitely stay here again!
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Terrence C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage steeped in local history

The cottage was exactly what we hoped for a long weekend stay. We especially enjoyed using the wood stove, and learning about the history of the cottage and the artist author who built the cottage.
Stayed 3 nights in Feb 2023
Verified

8/10 Good

Stephanie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was very cozy and clean, well stocked, and not noisy considering it is just a few minutes from town. My only complaint is two days were extremely hot and the advertised AC amounted to a few fans!
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Pia G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming!

A lovely stay in a charming cottage minutes from the centre of Woodstock. The hosts were very helpful with some minor items.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet and Peaceful

The Cottage was perfect for what we were looking for. A quiet couple of days. The town of Woodstock was great. A lot of food choices and not far from cottage. 5 stars.
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Ann Elise P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely historic and charming cottage.

The property was very pretty and full of character. We were warm with the stove and heating and found the chairs and sofa extremely comfortable. It was within easy walking distance from the town. We were very happy with our choice and it was a perfect break from the stresses of New York!
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

annemarie f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely

My husband and I stayed for a little less then a week at this magnificent cottage. It was clean, comfortable and close to town . It’s small yet sweet and has everything you might need for a relaxing trip. The history is a big bonus and so interesting.
Stayed 5 nights in Mar 2023
Archival

8/10 Good

Darryl N.

Great Week @ Herb Cottage

Had the chance to enjoy this cottage and location for a week. It's a cozy little place just far enough off the beaten path of Woodstock to enjoy the peace and quiet and the cottage has a well equipped kitchen and great grill for bar-b-quing. Only suggestion for improvement is that the bed could be comfortable -- but other than that a GREAT EXPERIENCE and would definitely return another time
Verified

10/10 Excellent

Matthew C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful, Relaxing Getaway

This is a lovely cottage that's perfectly situated between the town of Woodstock and the Overlook Mountain trail. Wonderful ambiance, great mattress, generously-appointed kitchen. Only caveat is that the ceilings are quite low in some spots — especially the kitchen entrance and the upstairs loft-style bedroom. Bumped my head a few times when I forgot to duck!
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Marcus R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Joy of Herb Cottage.

My beloved and I just spent 4 unforgettable and wonderful days at Herb Cottage! We would have happily stayed for weeks. Judy's place is a peaceful haven and is a true gem. Very cosy, comfortable and heartwarming. Her assistant Chelsea went above and beyond to make sure every aspect of our stay went well. It was all brilliantly organized and free of any stress or concerns. We are deeply grateful for such a joyful experience.
Stayed 4 nights in May 2023