Escape to the charming hamlet of Rosendale and unwind at South Street Speakeasy, a 2-bedroom country home believed to have been a Prohibition-era distillery. Indulge in easy access to the Rail Trail, Rosendale Trestle, and breathtaking views of Rondout Creek and Joppenbergh Mountain. Rejuvenate with in-home private chef services or mobile spa sauna treatments.
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms2 bathroomsSleeps 4145 sq m
Popular amenities
Spa pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
South Street Speakeasy: Historic Rosendale Home
Indulge in the allure of Upstate NY at the South Street Speakeasy! Discover this charming 2 bed / 2 bath country home in the quaint hamlet of Rosendale. Believed to have been a Prohibition-era distillery, this modern sanctuary invites you to unwind amidst the breathtaking Hudson Valley. Enjoy easy access to the 22.5-mile Rail Trail and the iconic Rosendale Trestle, where panoramic vistas of Rondout Creek and Joppenbergh Mountain await just a short stroll away!
This property is managed by Home Sweet Hudson, a trusted & local management company. Our team is passionate about connecting with each guest and providing unique stay places for your Hudson Valley vacation! We’re here to help answer any questions and provide thoughtful support throughout your trip.
Home Sweet Hudson has partnered with local third-party vendors who offer amazing add-on features to your stay. The Hudson Valley is a beautiful area to relax and rejuvenate, and now you can do it from the comfort of your ‘home’!
Mobile Spa Sauna: That’s right! Bring a Mobile Cedar Sauna right to your doorstep.
Private Yoga Classes: Bring the studio vibes to you, and enjoy a tailored private yoga class.
In-Home Private Chef’s: Skip the shopping and experience fine dining with locally sourced ingredients, seasonal menus and delicious wine pairings.
Private Massage Session: Whether you’ve been hiking, skiing or just taking in the views, an in home massage is the perfect way to unwind on your vacation.
Interested in learning more? Be sure to message us with what services you’d like to explore so we can check availability and help coordinate your experience!
There is a Level 2 EV charging station with two ports is conveniently located in the municipal parking lot behind the Rosendale Theatre (Main St/Route 213), within walking distance of downtown businesses, hiking trails, and the rail trail.
Rosendale is centrally located in the Hudson Valley with easy access to a diverse array of beautiful scenery and outdoor adventures, including nearby Minnewaska State Preserve and the Shawangunk Mountains; and is less than 15 minutes by car to New Paltz and Kingston where you'll find a thriving arts community and some of the region's finest dining and upscale shopping.
You can explore the charming hamlet of Rosendale on foot and discover spots like Postmark Books, Identity Yoga, and The Big Cheese, and catch a flick at the historic and newly renovated Rosendale Movie Theatre. In nearby High Falls, you'll find Ollie's Pizza, a popular woodfire pizza place with a delicious menu of craft cocktails, local beers, and natural wines.
Bedrooms Primary bedroom with en suite: King bed, plenty of dresser drawer space & a small closet. Washer/dryer located here, available for you to use with detergent provided! En suite bathroom: Has a stand up shower. Second bedroom: Queen sized bed, large closet, desk provided for WFH. Second bathroom: Shower stall.
Kitchen Large space for cooking, beautiful kitchen island, large pantry space, and modern appliances. Small dutch oven, 4 slice toaster, Clean blend blender, can opener, measuring spoons, pressure cooker, strainer, cutting boards, microwave. Coffee Options: Drip coffee, Breville Bambino espresso maker, stovetop kettle.
Dining Room Table and chairs for 6. Open floor plan with kitchen.
Living Room Smart TV and cozy couches. Feel free to log-in to your favorite streaming services! An indoor fireplace will be available for you to use to keep cozy.
All Seasons Room A room with seating: great for eating breakfast in the morning light.
Outdoor Space Small outdoor patio (uncovered) with seating and propane grill for you to use (we stock propane!). Fire pit with seating area for nighttime star gazing.
Note The house is close to neighbors but is a very quiet and peaceful neighborhood!
Home Sweet Hudson is a proud member of VRMA, an international Vacation Rental Management Association. Our mission as a professional management company is to foster professionalism, collaboration, and growth for short-term rentals in our area. We hope you will help us support our mission by abiding by all of our house rules, supporting our local community, and being respectful of the home during your time in the beautiful Hudson Valley.
Other Things to Note - If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation unless otherwise approved by the host (please send us a message). There is a $50 one time pet fee per dog. - Routinely scheduled maintenance by Home Sweet Hudson team members or lawn care/snow plowing may happen during your stay. This also includes garbage pick up, linen pickup, hot tub service, and pool cleanings. - Parking shall be allowed solely in the designated parking spaces - Smoking is not permitted anywhere on the premises. - Weapons are strictly prohibited - Please adhere to safety instructions for fireplaces, firepits, etc. - Due to the risk of fire, please do not charge your electric car on the property. - We do not allow parties or extra guests outside the maximum occupancy allowed on the reservation. We also ask you to follow the good neighbor guidelines and abide by quiet hours after 9 pm. - Please do not trespass on property boundaries - Tents, yurts, and other camping equipment are prohibited - You can rest easy knowing your stay is covered with $1,500 in “All-Risk” Damage Protection. Although rare, accidental damage from guests does happen. We hope you enjoy your vacation with peace of mind knowing that if an accident happens and damages occur, you are protected under Waivo. - This house does not currently have a backup generator. - Please note, this property does have exterior cameras for safety and security. These are only located on the exterior of the property, never the interior, and will not be monitored during your stay unless an issue arises.
🐾 Pet Policy: We welcome all types of dogs with a $50 fee per animal/per night. If you plan to bring more than one dog, please obtain prior approval from the host. All fees are due before check-in and we cannot accept other types of animals at this time. Any undisclosed pets will incur a $300 deep-cleaning fee.
Please be advised that every 30 minutes spent on the property past 11am check out time a $50 fee will be initiated and charged to the card on file used to book the listing. We appreciate your cooperation and understanding.
Property amenities
Pool/Spa
Hot tub
Internet
Available in the house: Free WiFi
Parking and transport
Electric car charging station on site
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Espresso maker
Hob
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2 private bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Books
Smart TV
Streaming services
Outdoor areas
Barbecue grill
Firepit
Patio
Laundry
Laundry facilities
Washer/dryer
Work spaces
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
Pet friendly
Welcoming dogs only
One pet total
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the mountains
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)
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
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 and a first aid kit
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
About the area
Located in Rosendale, this holiday home is in the mountains. Catskill State Park and Forsyth Park reflect the area's natural beauty and area attractions include Ulster Performing Arts Center and Hudson River Maritime Museum. Looking to enjoy an event or a game while in town? See what's happening at Loren Campbell Memorial Field or Dietz Stadium. Visit our Rosendale travel guide
Is South Street Speakeasy: Historic Rosendale Home pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much is parking at South Street Speakeasy: Historic Rosendale Home?
On-site parking is available at the property.
What time is check-in at South Street Speakeasy: Historic Rosendale Home?
Check-in begins at 4:00 PM.
What time is check-out at South Street Speakeasy: Historic Rosendale Home?
Checkout is at 11:00 AM.
Where is South Street Speakeasy: Historic Rosendale Home located?
Situated in the mountains, this holiday home is within a 15-minute walk of Rosendale Trestle and Rosendale Public Library. Century House Historical Society is 1.3 mi (2.1 km) away.
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South Street Speakeasy: Historic Rosendale Home 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.
My husband and I enjoyed our stay very much! Great sun room, kitchen, and dining room. Walkable to the main street of Rosendale and several hiking trails.
The South Street Speakeasy is quiet, comfortable, and well appointed. The temperatures were in the 90’s while we were there and the house was cool and comfortable to come back to after our daily adventures.
There is a lot to do around Rosendale!
My husband and I and two friends stayed at this house for my son's wedding nearby. It was very, very comfortable, clean, well equipped, and aesthetically lovely. The only thing worth mentioning to people considering renting it is that there is a steep set of stairs leading to the second floor where the two bathrooms are. This would only be a problem for older adults or anyone with knee issues. We will surely return again if we ever need a place to stay near Kingston! It is superb! In fact, one of the best places we've ever rented!
A fantastic house and host - incredible back yard, very comfortable beds, exceptionally clean, and great communication from start to finish. Would definitely recommend and would stay again.
Madlyn E.
Stayed 2 nights in Sep 2025
From a partner site
10/10 Excellent
Jonathan L.
27 May 2025
Great home
The house is beautiful. It has everything you could need. We would definitely stay at the home again.
Really nice property, all the products in and out of place was very well thought out in details.
Very much appreciated the stay here. Would love to come back.
My family and I really enjoyed our stay at this beautiful, comfortable, and very tastefully designed home. We had all our meals in the lovely sun porch, and our puppy had fun in the big back yard. It was an easy walk to Main Street, the Rosendale Trestle, and Rosendale Community Center. The management company was responsive and helpful. We would love to come back for another getaway here. Thank you.
This rental property was pristine! The design was classy and fresh! The yard was dog friendly and large. Grass was a little long but all and all we loved this listing! I highly recommend it for any visit to New Paltz, Kingston or Woodstock area! Perfect location!
This was a pleasant place to stay! The house is located on a quiet street, on a corner lot with a large yard. The house is renovated and warmly decorated. The kitchen was stocked with cooking supplies and pantry items. It's a short drive to the bike path. The town of Rosendale is small and charming, and is within striking distance of many other towns like New Paltz, Kingston, Stone Ridge, and High Falls.
Property was exactly what we were looking for! Super quiet neighborhood and the outdoor fire pit was so great, they sell bundles of wood with kindling right down the road at Stewart’s. Only things I’d call out just to note is that both bathrooms are on the second floor and lots of loose kitties roam through the backyard so if you have a dog that will chase them, be aware of that. I also loved the bird watching touches throughout the home and how they really enabled that experience as well through providing things like binoculars and the bird feeders outside. Sun room was also wonderful since it was still a little too chilly to sit outside, it allowed us to enjoy the sun without having to bundle up or be cold!
My husband, my 2 month old & myself had a blissful long fall weekend getaway. We enjoyed the location, the beautiful home (designed perfectly!) and the timing of year in October was incredible. We highly recommend to anyone looking for a cozy retreat. It was so nice that bedrooms were upstairs so my husband and I could hang out by the fireplace after we put our daughter to sleep. Definitely would stay again and the design of the home inspired us for our future dream house!
This home is as beautiful in person as it is in the pictures. We are people that frequently rent. We enjoy interacting with owners more than management companies but the company was still responsive. We brought our dog which was a joy and appreciated. The yard is large, beautiful and well maintained. The Golden Finches and Hummingbirds put on a show! Be aware that the yard in NOT fully fenced-in in case that matters to you with a pet. Quiet neighborhood. Nice kitchen to cooking in and tranquil spaces throughout. Thank you!