Summer in Woodstock Starts Here | Renovated Cottage Rental in Bearsville with Mt. Tremper Views
If you're dreaming of a Hudson Valley summer--morning hikes, afternoons by the water, evenings under the stars--this renovated 3-bedroom cottage in Bearsville puts you right in the middle of it all. Tucked into a quiet mountain ridge pocket just minutes from Woodstock, Phoenicia, and Kingston, this seasonal rental is available for June-September (flexible dates.
Inside, the home is bright, open, and easy to live in. The light-filled living room and kitchen flow together for cooking, dining, and relaxing after a day out. On cooler nights, the woodstove adds a cozy, upstate touch. There are full baths on both floors, with a flexible layout that includes one bedroom on the main level and additional bedrooms upstairs--ideal for hosting friends or family throughout the season.
Step outside and you'll see why this is a standout summer rental. A flat, elevated lawn above the house captures fresh mountain air and views of Mt. Tremper--perfect for morning coffee, yoga, or sunset dinners. It's the kind of outdoor space that turns a good summer into a great one.
Location is everything here:
Minutes to Woodstock restaurants, shops, galleries, and live music
Easy access to Phoenicia tubing, hiking trails, and Catskills swimming holes
Short drive to Kingston's waterfront, farmers markets, and dining scene
About 10 minutes to the NYS Thruway for easy weekend arrivals and departures
Whether you're planning a full summer escape or a flexible seasonal stay, this home offers the rare combination of privacy, convenience, and authentic Catskills lifestyle.
📍 Summer rentals this close to Woodstock--and at this value--don't come around often.
📅 Reach out to secure your dates and start planning your Hudson Valley summer.
Sold for $3,000
Street View
$3,000
287 Wittenberg Rd, Woodstock, NY 12409
3beds
1,072sqft
Other
Built in 1940
-- sqft lot
$382,900 Zestimate®
$3/sqft
$3,118 Estimated rent
Home value
$382,900
$299,000 - $475,000
$3,118/mo
Zestimate® history
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$17/mo
Est. payment
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Est. payment
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Zillow last checked:
Source: BHHS NE Properties sold,MLS#: 20262344
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Appliances
- Included: Microwave
Interior area
- Total structure area: 1,072
- Total interior livable area: 1,072 sqft
Property
Details
- Parcel number: 5158002615214
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Other
Condition
- Year built: 1940
- Major remodel year: 1940
Community & HOA
Location
- Region: Woodstock
Financial & listing details
- Price per square foot: $3/sqft
- Tax assessed value: $468,085
- Date on market: 6/6/2026
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Sold | $3,000$3/sqft |
Source: BHHS NE Properties sold #b02804609773f71520040e28a3fdf621 Report a problem | ||
| 6/5/2026 | Listing removed | $3,000$3/sqft |
Source: | ||
| 5/13/2026 | Listed for rent | $3,000$3/sqft |
Source: | ||
| 6/29/2025 | Listing removed | $3,000$3/sqft |
Source: | ||
| 6/18/2025 | Listed for rent | $3,000$3/sqft |
Source: | ||
| 7/30/2024 | Sold | $3,000-98.5%$3/sqft |
Source: BHHS NE Properties sold #a36c73119713b38e6990f52e0159d76e Report a problem | ||
| 7/30/2024 | Listing removed | -- |
Source: | ||
| 7/4/2024 | Price change | $3,000-14.3%$3/sqft |
Source: | ||
| 6/10/2024 | Listed for rent | $3,500$3/sqft |
Source: | ||
| 6/15/2022 | Listing removed | -- |
Source: BHHS broker feed Report a problem | ||
| 6/4/2022 | Listed for rent | $3,500$3/sqft |
Source: BHHS broker feed #20221644 Report a problem | ||
| 10/17/2019 | Sold | $199,000$186/sqft |
Source: | ||
| 9/16/2019 | Pending sale | $199,000$186/sqft |
Source: BHHS HUDSON VALLEY PROP-WDST #20192136 Report a problem | ||
| 7/9/2019 | Price change | $199,000-9.1%$186/sqft |
Source: BHHS HUDSON VALLEY PROP-WDST #20192136 Report a problem | ||
| 6/15/2019 | Price change | $219,000-4.4%$204/sqft |
Source: BHHS HUDSON VALLEY PROP-WDST #20192136 Report a problem | ||
| 5/30/2019 | Price change | $229,000+4.6%$214/sqft |
Source: BHHS HUDSON VALLEY PROP-WDST #20192136 Report a problem | ||
| 5/29/2019 | Listed for sale | $219,000-6.8%$204/sqft |
Source: BHHS HUDSON VALLEY PROP-WDST #20192136 Report a problem | ||
| 10/13/2016 | Listing removed | $235,000$219/sqft |
Source: Westwood Metes & Bounds - WD #20162830 Report a problem | ||
| 8/10/2016 | Price change | $235,000+18.7%$219/sqft |
Source: Westwood Metes & Bounds - WD #20162830 Report a problem | ||
| 6/23/2016 | Price change | $198,000-5.7%$185/sqft |
Source: Westwood Metes & Bounds - WD #20162830 Report a problem | ||
| 6/16/2016 | Listed for sale | $210,000+200%$196/sqft |
Source: Westwood Metes & Bounds - WD #20162830 Report a problem | ||
| 6/15/1998 | Sold | $70,000$65/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $220,000 |
| 2024 | -- | $220,000 |
| 2023 | -- | $220,000 |
| 2022 | -- | $220,000 |
| 2021 | -- | $220,000 +59.4% |
| 2020 | -- | $138,000 |
| 2019 | -- | $138,000 |
| 2018 | -- | $138,000 |
| 2017 | $2,973 | $138,000 |
| 2016 | -- | $138,000 |
| 2015 | -- | $138,000 |
| 2014 | -- | $138,000 |
| 2013 | -- | $138,000 |
| 2011 | -- | $138,000 +38% |
| 2010 | -- | $100,000 |
| 2009 | -- | $100,000 -35.1% |
| 2008 | -- | $154,000 |
| 2007 | -- | $154,000 |
| 2006 | -- | $154,000 |
| 2005 | -- | $154,000 -15% |
| 2004 | -- | $181,200 +170.4% |
| 2003 | -- | $67,000 |
| 2002 | -- | $67,000 |
| 2001 | -- | $67,000 |
| 2000 | -- | $67,000 |
Find assessor info on the county website
Neighborhood: 12409
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Nearby schools
GreatSchools rating
- 8/10Woodstock Elementary SchoolGrades: K-4Distance: 3.6 mi
- 9/10Onteora Middle SchoolGrades: 6-8Distance: 4.6 mi
- 7/10Onteora High SchoolGrades: 9-12Distance: 4.6 mi
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Estimated market value
$382,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$382,900
- New York
- Ulster County
- Bearsville
- 12409
- 287 Wittenberg Rd