Entire home
Serene Hillsdale Cottage Amped with Tech and Wifi
Waterfront holiday home with kitchen and balcony
Photo gallery for Serene Hillsdale Cottage Amped with Tech and Wifi
Reviews
10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 8
Popular amenities
Explore the area
Hillsdale, NY
- Place, Catamount Aerial Adventure Park12 min drive
- Place, Catamount Ski Area13 min drive
- Place, National Shrine of the Divine Mercy30 min drive
- Airport, Hudson, NY (HCC-Columbia County)33 min drive
Rooms & beds
4 bedrooms (sleeps 8)
King Room
1 King Bed
Office / Daybed Room
1 Single Bed
Queen Room
1 Queen Bed
Twin Room
2 Single Beds
2 bathrooms, 1 half bathroom
Full 1
Toilet · Shower only
Full 2
Bathtub or shower · Toilet
Powder Room
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Serene Hillsdale Cottage Amped with Tech and Wifi
Escape the city and relax at our serene Hillsdale House, nestled alongside a picturesque creek and pond with acres of shady woods to hike and explore. Cozy nooks abound to decompress with your favorite book. The home is WFH and remote learning equipped with 1GB internet and several quiet spaces for work, zoom, art projects... you name it!
A quick 2.5hr trip from NYC. 5mins to historic Hilldale, 15mins to Great Barrington, 30mins to the Hudson Amtrak station. 10 Mins to Catamount slopes!
In addition to all the typical amenities and aesthetics you want in a vacation home, you will ALSO find:
- marked hiking trail on the property (including search for 6 fairy doors)
- NO pictures of someone else’s family
- empty drawers... waiting for your clothing!
- clutter FREE space
- iOS chargers in all bedrooms
- work friendly spaces... feel free to plug in if and when you want to
- serious WiFi: It is just as good as our WiFi in Brooklyn... WiFi extends outside... AND it still works on the porch and we have even had successful facetimes in the backyard.
More details on the rooms are below. We are new hosts, but we have stayed at some pretty sweet places and have a good understanding of what works and are learning along the way!
Main Floor:
Spacious chef's kitchen complete with double ovens, dishwasher and plenty of counter space. Large dining room is perfect for entertaining and gathering with family/friends and contains a newly renovated half-bath (powder room). The light filled living room boasts a working fireplace and plenty of room for gathering with loved ones, yoga, chess, reading, napping, chilling etc. The adjoining screened-in porch is the perfect place to breath fresh air and relax. Turn on the outdoor ceiling fan for a perfect breeze on a hot day!
Lower Level:
Snuggle up and chill or watch your favorite movies on the flat screen Samsung Frame TV. Enjoy the adjoining light filled art/zoom room… great for art projects, playing, remote learning etc. The lower level also leads out to the streamside patio area, which is ready for al fresco dining, grilling on the large Weber Genesis grill and gathering safely outdoors.
Upstairs:
4 tranquil bedrooms await… BR 1: King Bed, plenty of closet space, listen to the tranquil sounds of the neighboring stream as you drift off to sleep. BR 2: Light filled room with Queen Bed and tons of charm. BR 3: A perfect room for kids or guests with 2 Twin beds (plus additional trundle bed) and space to play. BR 4: This room has a twin daybed (might be the coziest spot in the entire house) as well as a lovely desk area complete with dual monitor setup… just in case you need to check in with the office while away. 2 freshly renovated full bathrooms finish out the upper level, which providing options of a walk-in shower with glass surround OR a lovely deep soaking tub for relaxing after a long day.
Smart Home Features
• 3 Nest Thermostats control the baseboard heating system
• Phillips Hue Lighting on main and lower levels
• Newly installed ADT Security System
A quick 2.5hr trip from NYC. 5mins to historic Hilldale, 15mins to Great Barrington, 30mins to the Hudson Amtrak station. 10 Mins to Catamount slopes!
In addition to all the typical amenities and aesthetics you want in a vacation home, you will ALSO find:
- marked hiking trail on the property (including search for 6 fairy doors)
- NO pictures of someone else’s family
- empty drawers... waiting for your clothing!
- clutter FREE space
- iOS chargers in all bedrooms
- work friendly spaces... feel free to plug in if and when you want to
- serious WiFi: It is just as good as our WiFi in Brooklyn... WiFi extends outside... AND it still works on the porch and we have even had successful facetimes in the backyard.
More details on the rooms are below. We are new hosts, but we have stayed at some pretty sweet places and have a good understanding of what works and are learning along the way!
Main Floor:
Spacious chef's kitchen complete with double ovens, dishwasher and plenty of counter space. Large dining room is perfect for entertaining and gathering with family/friends and contains a newly renovated half-bath (powder room). The light filled living room boasts a working fireplace and plenty of room for gathering with loved ones, yoga, chess, reading, napping, chilling etc. The adjoining screened-in porch is the perfect place to breath fresh air and relax. Turn on the outdoor ceiling fan for a perfect breeze on a hot day!
Lower Level:
Snuggle up and chill or watch your favorite movies on the flat screen Samsung Frame TV. Enjoy the adjoining light filled art/zoom room… great for art projects, playing, remote learning etc. The lower level also leads out to the streamside patio area, which is ready for al fresco dining, grilling on the large Weber Genesis grill and gathering safely outdoors.
Upstairs:
4 tranquil bedrooms await… BR 1: King Bed, plenty of closet space, listen to the tranquil sounds of the neighboring stream as you drift off to sleep. BR 2: Light filled room with Queen Bed and tons of charm. BR 3: A perfect room for kids or guests with 2 Twin beds (plus additional trundle bed) and space to play. BR 4: This room has a twin daybed (might be the coziest spot in the entire house) as well as a lovely desk area complete with dual monitor setup… just in case you need to check in with the office while away. 2 freshly renovated full bathrooms finish out the upper level, which providing options of a walk-in shower with glass surround OR a lovely deep soaking tub for relaxing after a long day.
Smart Home Features
• 3 Nest Thermostats control the baseboard heating system
• Phillips Hue Lighting on main and lower levels
• Newly installed ADT Security System
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a security system
Property Registration Number HIL-2025-030
About the area
Hillsdale
Located in Hillsdale, this holiday home is in a rural area and on the waterfront. W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center are local landmarks, and some of the area's attractions include Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Charles H. Baldwin & Sons and Hoffman's Pottery are also worth visiting.
Hillsdale, NY
What's nearby
- Catamount Aerial Adventure Park - 12 min drive - 12.8 km
- Catamount Ski Area - 13 min drive - 13.8 km
- Norman Rockwell Museum - 28 min drive - 36.2 km
- National Shrine of the Divine Mercy - 30 min drive - 38.4 km
- Tanglewood Music Center - 35 min drive - 43.0 km
Getting around
Restaurants
- Stewart's Shops - 7 min drive
- Hy’s Fried - 11 min drive
- Four Brothers Pizza Inn - 7 min drive
- Roe Jan Brewing Co. - 7 min drive
- O's Hillsdale Diner - 7 min drive
Frequently asked questions
About the host
Hosted by Jennifer Portland
Hi! I live in Brooklyn with my husband and 2 younger kiddos. I really enjoy city living, spreadsheets, but also love spending time outdoors.
Why they chose this property
Our Hillsdale House has given us a place to escape the city… HOWEVER we still need to be plugged in wherever we are for remote learning and working from home.
What makes this property unique
Some of our favorite parts of the home include:
- Screened in Porch overlooking the creek (perfect for reading, have some coffee or a glass of wine)
- Hiking on the property (find the fairy doors we hid for you)
- 3 incredible spaces for working remotely
- Living Room is SO zen... BUT you still have a projector to watch whatever you want on the big screen
- All the technology you could possible want and the fun (puzzles, games, art supplies, basketball hoop, we even have a gaga court that you can use... just ask!)
Please Note: Our space is well-equipped for remote work, featuring a generator, high-speed Wi-Fi, desks, a projector, and chargers. While internet outages are extremely rare (only twice in the past five years), in the unlikely event of a disruption, we will make every effort to coordinate with Consolidated Communications to resolve the issue promptly. However, please be aware that any repairs or service timelines are subject to Consolidated Communications, and are ultimately beyond our control.
- Screened in Porch overlooking the creek (perfect for reading, have some coffee or a glass of wine)
- Hiking on the property (find the fairy doors we hid for you)
- 3 incredible spaces for working remotely
- Living Room is SO zen... BUT you still have a projector to watch whatever you want on the big screen
- All the technology you could possible want and the fun (puzzles, games, art supplies, basketball hoop, we even have a gaga court that you can use... just ask!)
Please Note: Our space is well-equipped for remote work, featuring a generator, high-speed Wi-Fi, desks, a projector, and chargers. While internet outages are extremely rare (only twice in the past five years), in the unlikely event of a disruption, we will make every effort to coordinate with Consolidated Communications to resolve the issue promptly. However, please be aware that any repairs or service timelines are subject to Consolidated Communications, and are ultimately beyond our control.
Languages:
English
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