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The Tipsy Gypsy

Photo gallery for The Tipsy Gypsy

Kitchen with central island, cabinetry, and a tiled backsplash, featuring a chandelier and modern appliances.
Sliding glass door leads to an outdoor area with a wooden deck.
Charming single-story home with a front porch and well-manicured lawn.
Relax in this serene bedroom with a comfortable bed and a window offering a view of lush greenery.
Relax in this inviting living space with a central dining table and comfortable seating.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Pet-friendly
  • Outdoor space
The current price is NZ$825
includes taxes & fees
10 Aug - 11 Aug

About this property

Entire place

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

The Tipsy Gypsy

Walk to Hunter Mountain for skiing, snow tubing or the beautiful sky ride. With a great village location this home has a front row view to the ski slopes and is walking distance to Hunter Mountain, the NYC bus station, restaurants, bars and the Mountain Cinema! The home has ample storage for your skis/snowboards, two bedrooms, one and a half baths and a laundry room off the kitchen with a full size Murphy bed. We are pet friendly so feel free to bring your fur babies!!!

The space
Enjoy all the Catskills has to offer! Walk to hiking, biking, fishing, skiing, snow tubing, the Hunter Mountain sky ride and so much more. Or take a day trip to Bailiwick Animal Park and Riding Stables, hike Huckleberry Trail or Kaaterskill Falls, swim North-South Lake or visit historic Woodstock or Kingston NY. Take an ATV or snowmobiling tour to really enjoy the beautiful mountain terrain. This home is perfectly located for you to to take in all the beautiful Catskills have to offer year round.

Guest access
Entire home. Home is one floor, master bedroom has a king size bed, spare bedroom has a queen and there is a Murphy bed. Home has a washer and dryer. Small deck off the side of the home. BBQ grill and fully equipped kitchen. Plenty of room to store your skis and snowboards! Hardwood floors throughout and very pet friendly.

Property manager

Renee

Add dates for prices

Property amenities

Bedrooms

  • 2 bedrooms

Bathroom

  • 2 bathrooms

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Pets

  • Pet friendly
  • 3 pets total

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoke-free property

Location highlights

  • In the mountains

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

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  • Kitchen
  • Washer
  • Dryer
  • Outdoor space
10.0 out of 10, Exceptional, 16 reviews
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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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
3 total pets

Children and extra beds

Children are welcome

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 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
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

Map
Hunter, NY

What's nearby

  • Dolans Lake - 5 min walk - 0.5 km
  • Kaatskill Flyer Ski Lift - 6 min walk - 0.6 km
  • Hunter Mountain - 6 min walk - 0.6 km
  • Windham Mountain Resort - 21 min drive - 20.3 km
  • Kaaterskill Falls - 23 min drive - 17.1 km

Getting around

  • Hudson, NY (HCC-Columbia County) - 55 min drive

Restaurants

  • ‪Village Market & Deli - ‬6 min drive
  • ‪Fellow Mountain Cafe - ‬10 min walk
  • ‪Mama's Boy Burgers - ‬6 min drive
  • ‪Last Chance Antiques & Cheese Cafe - ‬7 min drive
  • ‪West Kill Brewing - ‬30 min drive

Frequently asked questions

Is The Tipsy Gypsy pet-friendly?

Yes, this property allows pets (limit 3 total).

How much does it cost to stay at The Tipsy Gypsy?

As of 6 Aug 2025, prices found for a 1-night stay for 2 adults at The Tipsy Gypsy on 10 Aug 2025 start from NZ$825.46, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at The Tipsy Gypsy?

Check-in begins at 3:00 PM.

What time is check-out at The Tipsy Gypsy?

Checkout is at 11:00 AM.

Where is The Tipsy Gypsy located?

Situated in the mountains, this holiday home is within 1 mi (2 km) of Catskill State Park and Hunter Mountain. Dolans Lake and 20th Century Ski Lift are also within 10 minutes.

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The Tipsy Gypsy Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 23 out of 25 reviews
Rating 8 - Good. 2 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

10/10 Excellent

Lee P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good 2 day stay

Home was clean and comfortable and host was quick to respond
Stayed 2 nights in Sep 2024

10/10 Excellent

Gary R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski house

Great location. Very clean and cozy. Very nice people to work with. My kids loved it as well.
Stayed 3 nights in Dec 2024

10/10 Excellent

Chris K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Clean. Less than 2 minutes to mountain.
Stayed 2 nights in Feb 2025

10/10 Excellent

Alpha

Liked: Cleanliness, amenities, property conditions & facilities, communication
Unique layout, beautiful porch, spacious kitchen, quiet area
Stayed 3 nights in Jun 2024

10/10 Excellent

Danielle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hunter NY weekend

It was a very short trip but the home was clean and comfortable and located very conveniently.
Stayed 1 night in Sep 2024

10/10 Excellent

Brenda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home

We had an exceptional experience! The house is beautiful- comfortable, cozy, and convenient. The host is very willing to please. We would love to go again!
Stayed 4 nights in Jul 2024

10/10 Excellent

Connor G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot for a getaway

This was the perfect spot for my wife, two dogs and I to spend Labor Day weekend. The house was exactly as described, had everything we needed and was close to lots of things to do. The host was quick to answer and helpful!
Stayed 3 nights in Aug 2024

10/10 Excellent

Mike G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Located at the foot of Hunter Mountain

Very clean, beautiful woodwork, conveniently located. Owner was very responsive and great to work with/
Stayed 1 night in Nov 2023

10/10 Excellent

Rick C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midweek ski days

My family of 4 stayed here for 3 nights while skiing at Hunter Mountain. Couldn't ask for a better location , right across the street. Very nice home , comfortable, well furnished , and had everything needed for our stay. Would definitely stay here again.
Stayed 3 nights in Jan 2024

10/10 Excellent

katherine t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tipsy Gypsy

Excellent
Stayed 1 night in Oct 2024

8/10 Good

Peggy Ballard oct 11-18 8.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Village House

Nice house for village visit. We hiked and visited other places. Not a lot of things to do in village.
Stayed 5 nights in Aug 2024

10/10 Excellent

Alyssa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Engagement weekend

We rented this because my daughter was getting engaged at hunter mountain. The house was exactly what we needed. Everything was clean and set for us. The owner was so easy to communicate with and accommodating. I would definitely stay there again
Stayed 1 night in Jul 2024

10/10 Excellent

Lori H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable and Easy to Book

The home was clean and comfortable. It is well located on the main road and very convenient. It was easy to communicate with Renee. She was able to accommodate our request to check in early. It was just my husband and a for one night but i can see this as a great place for skiers. Lots if room for gear and relaxing.
Stayed 1 night in Oct 2024

10/10 Excellent

Jerald B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Host

Super location with awesome host I lived in the area for about 20 years then moved south to the Hilton Head area .First time VRBO in the Hunter area .This place brought back great memories as a child .I went to HTC K-12 The school (changed very little) I played socer and little league there.The local businesses so close to you .Walk for a bagel or a slice of Pizza..Have a drink aSuch a great time t the local pub or fuel up for the travel to Kingston ,Catskill or numerius other places Such a great time and accommodation were fantastic .
Stayed 11 nights in Oct 2024

10/10 Excellent

Shaun Cary A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Time

My friends and I spent the Thanksgiving weekend at the property. Everything went smoothly from check in until our check out. The host was very accommodating, gracious, and easy to reach out to. The place was clean, had a fully equipped kitchen, had comfortable beds, and compete with bathroom needs. And I should say, it had a very cozy atmosphere. It also was very close to the ski resort. For sure, I would book the property again and again, and highly recommend it to everyone.
Stayed 1 night in Nov 2023

10/10 Excellent

Olga G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely house next to Hunter lift

Location is very convenient to get to ski lift by walk 7 minutes, drive 1 min. House has that old house charm.Owner let us arrive before official 3pm check in.What was missing in house, no tea kettle, no jacket rocksat main entrance. Den site with rocks was way too cold to hang jackets. But coffee pot with coffee and filters were waiting for us.Will be back for sure. Thanks
Stayed 1 night in Dec 2024

10/10 Excellent

Debbie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house!

Two couples stayed here for a long weekend to ski at Hunter. The house is so convenient - 2 minute drive to the mountain and 5 minute walk to a couple of restaurants. You could probably walk to the mountain but it'd be tough in ski boots. The house is spacious, comfortable, clean, and has all the necessities! Overall, as described in the listing. Thank you!
Stayed 4 nights in Feb 2024

10/10 Excellent

Lynn K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Place in Hunter!

This property was super clean and the owner was always available for communication. After seeing the entire town, I can honestly say I don't think there is a better location in Hunter. I walked my dog two blocks to the Dolans Lake Park and was able to hike at Kaaterskill Falls and the Mountain Top Arboretum with the dog. We thought Selena's Diner had an outstanding menu in Tannersville. Also took the opportunity to visit Kingston, do the River Cruise on the Hudson, finishing it off with dinner at Savona's. The ski lift started operating on the day we left and would have liked to do that, as well. Step back in time to Hunter, this lovely property, and all that there is to offer in this area!
Stayed 4 nights in Jun 2024

10/10 Excellent

Cristiano

Liked: Cleanliness, amenities, property conditions & facilities, communication
Excelente casa, quase que em frente da estação de ski. Apesar do problema na marcação, que foi prontamente resolvido pela proprietária, adoramos a estadia, pois a casa é muito confortável.
Stayed 4 nights in Dec 2024

10/10 Excellent

Horacio A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The jewel

I stayed for a few days and it was very good,nice quiet,clean and near to all stores available. I hope to come back soon.
Stayed 3 nights in Aug 2024

8/10 Good

Leslie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location

Amazing location right across the street from the entrance to Hunter. Very clean and spacious. Comfortable beds, well stocked kitchen. We had one glitch that was quickly addressed by our lovely host. We would come stay again!
Stayed 1 night in Mar 2024