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Charming cottage with a mountain view from the wrap-around deck, @upstayz

Gilboa accommodation with kitchen

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Photo gallery for Charming cottage with a mountain view from the wrap-around deck, @upstayz

2 bedrooms, free WiFi, bed sheets
Smart TV, fireplace, books
Property grounds
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom51 sq m

Popular amenities

  • Hot tub
  • Parking available
  • Pet-friendly
  • Fireplace
  • Outdoor space
  • Barbecue grill

Explore the area

View in a map
Gilboa, NY
  • Place, Windham Vineyards and Winery
    ‪28 min drive‬
  • Place, Windham Mountain Resort
    ‪37 min drive‬
  • Place, Hunter Mountain
    ‪53 min drive‬

Room options

About the area

Gilboa

On lake.Stay at this Gilboa cottage and you'll be within 12 miles (20 km) of Gilboa Town Hall and Windham Vineyards and Winery. Gilboa Museum and North Blenheim Town Hall are within 12 miles (20 km).
View more Cottages in GilboaOpens in a new window

What's nearby

  • Zoom Flume - 27 min drive - 23.6 km
  • Windham Vineyards and Winery - 28 min drive - 16.3 km
  • Windham Mountain Resort - 37 min drive - 25.2 km
  • Windham Country Club - 38 min drive - 27.0 km
  • Hunter Mountain - 53 min drive - 43.6 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 76 min drive

Restaurants

  • ‪Two Guys Local Bites - ‬19 min drive
  • ‪Windham Vineyard and Winery - ‬26 min drive
  • ‪The Great Gum Shee - ‬20 min drive
  • ‪Mountainside BBQ & Bar - ‬27 min drive
  • ‪Westwinds - ‬19 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming cottage with a mountain view from the wrap-around deck, @upstayz

Experience the charm of Gilboa in this marvelous 2-bedroom cottage. The cozy bedrooms feature a queen bed and a full bed, ensuring a comfortable night's sleep for guests. The bathroom is equipped with a shower, bidet, and a hairdryer for added convenience. Stay connected with WiFi and enjoy the comfort of the fireplace. Cottage is beautifully located in the small vacation community on the hill with a mountain view from the wrap-around deck. Enjoy the privacy and tranquility of the 1,5 acre land adjacent to the state forest, take on the stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike or visit Windham and Hunter. We hope you'll enjoy your stay at our cottage. Find us on Instagram @upstayz, #upstayz, #homealonemountain to learn more about the area.

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Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bidet
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a rural location
  • In the mountains
  • On a lake

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)

General

  • Garden
  • Unit size: 550 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Turn off AC/ Heat unit. All used dishes, pans should be cleaned thoroughly and replaced. The cooktop,  the oven, and the grill outside should be clean as well. 
Our cleaning crew will be happy to clean kitchen after your stay, but we will charge you $60 of the cleaning fee.
Please report any damage that happened during your stay so we can fix or replace it before guests' new arrival.
Failure to complete these may result in a negative review from the host.

Rules

Guests will receive all information 24 hours prior to the arrival. The hot tub availability depends on the condition and the weather.
Guests need to confirm that they agree with the house rules and the hot tub waiver to receive the entry code.
Only the guests included in the reservation can stay on the property. Receiving guests that are not included in the reservation is not allowed.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Note from host: The cottage does not have fireplace, stairs guards

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Reviews

Charming cottage with a mountain view from the wrap-around deck, @upstayz Reviews

10

Exceptional

9.0/10

Cleanliness
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

10/10 Excellent

Jenn W.

Liked: Cleanliness
It was exactly what we needed. Private. Comfortable. Could have stayed twice as long!
Stayed 3 nights in Sep 2025

10/10 Excellent

Susan K.

Liked: Cleanliness
Beautiful location and fun little house. Perks were the screened porch and bathrobes. Shower is a little quirky but nothing unusual for a summer cottage. If you don't get out of the city much, it's lovely and take a look at the stars at night.
Stayed 5 nights in Aug 2025