Magical Private Island Retreat in Pine Plains


Island hosted by Roger

  1. 4 guests
  2. 1 bedroom
  3. 3 beds
  4. 1 bathroom
Self check-in
Check yourself in with the keypad.
Roger is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for their guests.
Great location
100% of recent guests gave the location a 5-star rating.
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Enjoy the serenity of Twin Island Lake, surrounded by tranquil water, lush mountains and nature. this incredible private island retreat is only 2 hours from NYC.

Take a canoe across a lily pad dotted lake to your own private island paradise. You will never find a magical space like this so close!

The entire island is yours to enjoy and has plenty of outdoor spaces including a propane grill, hammocks and plenty of seating areas.

The inside a humble aesthetic with wood paneling and charm.

The space
Affectionately named Rony's Island, this island was love at first sight for us. We knew it had something magical about it (as you will discover), and this Dutchess County "upstate" town itself boasts so much charm. There's no way to describe it other than visiting yourself.

We'll provide all the eco-friendly essential amenities you'll need. Just bring food, water and comfortable clothes. Bring an instrument or play the guitar we left for guests.

Take a stroll around the island and enjoy the panoramic views of lush green mountains. Watch swans, geese and herons take off on the lake. Lay on the chaise lounges and take in some sun. Enjoy a picnic or a candlelit dinner outside. Take a long nap on our rope hammocks. Do some yoga or meditation. Do some writing or art. Be happy.

The interiors are all wood paneling with natural pine floors and details. This gives the space a delicate warmth that has unique characteristics throughout the day. The interior style we went with was simple earth tones, natural materials and a comfy aesthetic. You'll feel so relaxed that time will cease to exist.

If it gets chilly, we have electric baseboard heating. Bring a warm sweater and drink a hot chocolate or make some smores around a campfire.

The upstairs bedroom suite is a large wooden-paneled loft space with 1 plush king size bed and a futon. Downstairs, we have another sleeper sofa for additional accommodation. Of course, a couple can enjoy this all by themselves as a romantic retreat if you wish. Love is love. <3

We have a septic system and clean running water from an aquifer below. Be sure to be eco-conscious and respectful of our humble home.

Parking is available on the lawn in front of the boat house when you arrive. Several cars fit.

Where you'll sleep

1 king bed, 1 sofa bed
Living room
1 sofa bed

What this place offers

Lake view
Mountain view
Beach access
Dedicated workspace
Free parking on premises
Window AC unit
Private patio or balcony
Security cameras on property

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5.0 out of 5 stars from 17 reviews


Where you’ll be

Pine Plains, New York, United States

This charming equestrian town, although small with a population of less than 2,500, is bursting with character as you will discover. Delicious restaurants, historic buildings with small businesses, an old church-converted-art gallery, and even a great little barber shop! Upon your arrival to Pine Plains, you'll find everything you need to enjoy prior to your check in. But if it gets late, there's always a Stewarts nearby that closes at midnight. Don't forget to pick up a nice bottle of red or white at Pine Plains Fine Wines to enjoy the sunset.

Pine Plains is about 20 minutes east of Rhinebeck village and about 10 minutes from the nearest Taconic State Parkway exit. NYC is about two hours away.

Places to We Recommend to Eat:
- Pine Plains Platter (local fare)
- Spud Shack (1950's style American eatery)
-Champetre (Elevated French cousine)
- El Guacamole (amazing authentic Mexican food!)
- Tower Pizza (yum)

Nearby Places to Visit:
- Thompson Pond Reserve (with hiking trails)
- Stissing Lake Park (with small beach)
- Peck's Food Market
- Wilcox Memorial Park (with small beach)
- Stissing Fire Tower
- Rhinebeck
- Red Hook
- The Stissing Center theater
- Gallery & Goods
- Hammertown Barn shopping
- Dutch's Spirits
- Ronnybrook Farm
- Chasehold Farm (LGBTQ+ friendly!)
- Grand Cru Beer & Cheese Market (Rhinebeck)
- The Center for Performing Arts at Rhinebeck
- Northern Dutchess Botanical Garden

Hosted by Roger

  1. Joined in February 2021
  • 17 Reviews
  • Identity verified
  • Superhost
We're Roger + Tony and we love our little island paradise in upstate New York!


  • Antonio

During your stay

Roger+Tony are hosts at heart. We love beautiful things, beautiful spaces and we absolutely love to entertain. We've traveled the world and have seen so many amazing places, and it was always our dream to have a space like this to share our eclectic style and hospitality with guests.

We'll provide your our cell phone numbers (both of us!) and you can contact us if you ever need anything. We're very friendly!

What you should bring:
- clothes you're okay getting dirty in
- a swimsuit
- water shoes
- a sweater in case it's chilly
- boots in case it's muddy or for hiking
- umbrella
- if you want internet, you can bring a mifi or use your phone as a hotspot (but it's also great to disconnect!)
- an open mind to receive the experience

Safety and Children: As an island, it is inherently an unsafe place in general if you are not comfortable with open water. No effort has been made to child-proof the island nor the cottage. In general, we do not allow children under 12 to rent the island unless a written waiver of liability is signed. We love children and want all to enjoy the island, safely.

Remember, no loud parties. We have neighbors (that we love) and sound carries across the water. :)

We hope to continue to transform this island getaway into a paradise over time, adding more and more charm so we create the ultimate memorable experience for all our guests. Take a million pictures and tag us! #RonysIsland
Roger+Tony are hosts at heart. We love beautiful things, beautiful spaces and we absolutely love to entertain. We've traveled the world and have seen so many amazing places, and it…

Roger is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
  • Languages: English, Español
  • Response rate: 100%
  • Response time: within an hour
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Things to know

House rules

Check-in: 14:00 - 18:00
Check out: 12:00
Self check-in with keypad
Not suitable for children and infants
No smoking
No pets
No parties or events

Health & safety

Airbnb's COVID-19 safety practices apply
Security camera/recording device Show more
Nearby lake, river, other body of water
Heights without rails or protection
Carbon monoxide alarm

Cancellation policy