Anywhere
Pine Plains, New York
Historic Cottage w Brand New Hot Tub and Game Room
4.7532 reviews
House
3 bedrooms
4 beds
2 baths
6 guests
Property photoProperty photo
Property photo
Property photoProperty photo
Property photo
Property photoProperty photo
Property photo
Summary
Restored 1810 cottage where historic charm meets modern living. Follow and tag us on IG @theupstatecub! Welcome to The Upstate Cub by Summer, a beautifully designed historic 1810 cottage with modern amenities. Located near Pine Plains, this three-bedroom, two-bathroom home on a 1.2-acre plot features a converted barn game room and a new hot tub. Perfect for a private weekend getaway, it offers easy access to popular Catskills destinations like Rhinebeck, Red Hook, Millerton, and Millbrook.
Space
As you step inside, you're greeted by a home where historical elements like exposed beams and wooden floors are elegantly intertwined with modern updates. The den, warmed by a wood stove and equipped with a full bath, provides a cozy retreat after a day of hiking or skiing. With its own separate entrance, this den offers the perfect escape as a quiet work-from-home space. The heart of the home is the open kitchen and dining area, designed to be both inviting and functional. The kitchen, a dream for any culinary enthusiast, boasts sleek stainless steel appliances, soft-closing cabinets, and chic butcher block countertops. On the upper level, three snug bedrooms await, sharing a well-fitted bathroom. The house comfortably hosts up to 5 guests across 3 bedrooms and can accommodate an extra 2 guests with a pullout couch. Each bedroom features luxurious linens and dream mattresses to ensure a restorative sleep. Step outside to discover a world of natural beauty and entertainment. The home is surrounded by landscaped gardens and a welcoming front porch – the ideal spot for morning coffee. A bluestone walkway leads to a spacious backyard, complete with multiple patios and a fire pit, set against a stunning mountainous backdrop – perfect for enjoying starry nights with loved ones. Adjacent to this, a newly converted barn now serves as a fun-packed game room, and a brand new hot tub invites relaxation under the stars. The partially fenced property offers both ample space and privacy, crafting it into a serene haven for those in search of tranquil respite. Key Features: - Renovated 1810 cottage with original wood doors, wood beam floors, and exposed beams - Spacious, open floor plan perfect for entertaining - A full kitchen with stainless steel appliances and butcher block countertops - Three comfortable bedrooms with dream mattresses and luxury linens - Two well-maintained bathrooms that include a walk-in shower and standalone tub - Warm and inviting den, featuring a wood stove - Dedicated work-from-home space with multiple desks throughout the house and high-speed WiFi for working and streaming - Game room with Foosball and Ping Pong tables, and a TV - Brand New Hot Tub (7-person with jets and lights) - Outdoor entertainment including, outdoor dining area, brand new fire pit, and grill - Spacious partly fenced backyard with stone patios and an enclosed flower garden - Ample parking space in front of the game room and overflow on the driveway towards the back Sleeping Arrangements: - Bedroom 1: 1 queen bed - Bedroom 2: 1 twin bed - Bedroom 3: 1 queen bed - Pullout couch
Guest Access
We offer convenient door codes for self-check-in. Portoro Homes uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message. • Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.
Getting Around
Bringing or renting a car is highly recommended as Uber, Lyft and Taxi service in the area can be extremely limited. Four-wheel drive is encouraged in the winter months for safety on potentially slick and snowy roads.
Others Things to Note
Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at a Portoro Homes are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - No Parties or Events. - Quiet Hours observed, 10:00pm - 8:00am. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Portoro Homes directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. - We cannot guarantee early check ins or late checkouts, fee typically applies. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - Some homes have pools and hot tubs. There is no guard around the water features. - Use at your own risk. - In the State of New York and in Dutchess County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Animals/Pets -- Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property.
Amenities
Hair dryer
Hot water
Shampoo
Towels provided
Bed linens
Dryer
Essentials
Iron
Washer
Foosball table
Ping pong table
26 more
Accommodation
1 Sofa Bed
1 Queen Bed
1 Single Bed
1 Queen Bed
Terms & Rules
Quiet hours required between 10:00 PM and 8:00 AM
Pets
Suitable for Children
Suitable for Infants
Availability
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$337
Night
Average price
Check-in: After 4pm • Check-out: Before 11am
Reviews
4.7532 reviews
T
Timothy
January 2025
I had an incredible time at Summer's place. It was peaceful and relaxing, exactly what I needed.
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T
Tom
January 2025
We had a fantastic stay at this charming New England-style home. The location was peaceful and serene, yet conveniently close to restaurants and dining options—just a 15-minute drive away. Our host was incredibly responsive and communicative, promptly addressing a minor issue with a leaky pipe in the bathroom. Highly recommend!
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W
Winnie
December 2024
The house was beautiful and the neighborhood was very quiet so we definitely felt like we had the privacy we wanted. There was a small mishap about not having any heat in the barn but Summer was quick to rectify that by bringing a space heater in the next day. The wifi information given upon arrival was also incorrect and we did have to wait an hour and a half for the correct wifi info but did not take away from having a great stay. They were very responsive with any questions I had, even before I had booked the place!
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S
Simon
December 2024
Lovely old cottage in a nice location. Host was very responsive. Tub was already on which was nice, heating in the games room would of been nice, other than that a great relaxing stay
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Location
Pine Plains, New York. Exact location is provided after booking is confirmed.
Neighborhood
Pine Plains, located 1.5 hours north of New York City (George Washington Bridge), is a charming destination in the heart of Hudson Valley. This picturesque town, known for its quaint charm and small-town ambiance, provides an idyllic setting for relaxation and exploration. The Pine Plains town center, a mere 5-minute drive from our delightful property, is a hub of quaint shops and local eateries, offering visitors a taste of authentic small-town life. Other nearby Catskills destinations include: - Stissing House + Champetre: Less than 5 minutes driving, these local establishments offer unique dining experiences, encapsulating the essence of the Hudson Valley - Storybook Cafe: Less than 5 minutes driving, enjoy a cute local breakfast / lunch spot where a cafe meets bookstore - Troutbeck: ~10 minutes away, a 250 acre estate hotel in Amenia where non-guests can enjoy food, drinks and activities - Hiking Trails: Explore the beauty of the Hudson Valley with trails like Huckleberry Point, Overlook Mountain + Overlook Fire Tower Trail, Devil’s Path Trail, Kaaterskill Wild Forest, and Indian Head, all within a 20-minute drive. - Montgomery Place: Approximately 30 minutes west, this majestic estate is a treat for art lovers and history enthusiasts. - Thomas Cole National Historic Site: A must-visit for those interested in art history, situated about a half-hour's drive away. - Hunter Mountain + Windham Mountain: Located less than an hour away, perfect for ski enthusiasts looking to hit the slopes. Nearby Towns and Attractions: Easily accessible are the vibrant city of Hudson, the artsy Rhinebeck, Millerton, Millbrook and the cultural Berkshires, perfect for day trips.
Help
Contact us
Guests
888-576-3775reservations@portoro.com
Vacation rental owners
owners@portoro.com
Anything else
help@portoro.com
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