The Heights Rentals USA New York Shelter Island Heights The Heights

NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! | House in Shelter Island

9.8 (40 Reviews) |   3 Bedrooms  2 Bathrooms  6 Guests  Stay&Play
The Heights House | NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

3 Bedroom House in The Heights, Shelter Island

Sleeps 4 adults (max) or total of 6 with kids.
Perfect family getaway.
Shelter Island Rental License #: 2023-V-0018
**PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD A CONVERSATION ON THIS SITE. MESSAGE ME ABOUT YOUR STAY AND I WILL RESPOND QUICKLY**
Weekly and Monthly Discounts for Winter Rentals!
Stay at our newly renovated, light filled home! In the warmer months lounge by the heated pool in the private tree-filled yard, relax in the hot tub that overflows into the pool, nap in the shade of the pool house, then rinse off in the outdoor shower. Read a book in the hammock or on the porch rocking chairs. BBQ on the big back deck and hang out by the outdoor fire pit to roast marshmallows in the evening. **Pool & hot tub CLOSED NOVEMBER - MAY.
In the colder months, stay in the mid-century modern style living room, play board games and watch a movie on Netflix with a roaring fire in the stone fireplace or walk to the best sledding on the island. Cook in our well appointed kitchen and eat while watching the sunshine and stars through the dining room skylight. You will never have to leave the house for an incredibly relaxing vacation! Perfect for a family get away any time of year (we also have toys, pool toys, and a Wii with lots of games) or for a place just to get away from it all.
And when you want to get out to explore Shelter Island - we are less than 1 mile from beautiful Sunset Beach! Beach by day, have a cocktail at the bar to watch the sunset in the evening! Walking distance to the public golf course. Or take the Ferry to Greenport or Sag Harbor for an easy trip! Ride the bikes to town for lunch. From the house it's an easy walk to the ice cream shop and Ice Pond Park.
The house is situated on a very quiet, dead-end street with a beautiful, tree filled, and large yard. We have privacy for relaxing, but are close enough to Shelter Island Heights, the North Ferry to Greenport, the South Ferry to the Hamptons, and other conveniences to make this the perfect vacation location.
We'll provide you with maps and tips for exploring the island's beaches and restaurants. Before purchasing this house we rented on Shelter Island for many years, so our goal is to make your stay as perfect as we can.
IMPORTANT:
- PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD AN EMAL EXCHANGE ON VRBO.
-**Must be 30 years or older to rent the house. Families encouraged. 4 adults maximum. Hot Tub and Pool are Closed November - Mid May.
House Details:
Central Air and Ceiling Fans in each room.
Bedroom 1 - 1 Queen Bed (sleeps 2); private back deck; full bathroom with shower
Bedroom 2 - 1 full bed (sleeps 2)
Bedroom 2 - 1 twin bunk bed, 1 twin bed, 1 expandable twin bed (from Bo Concept) (sleeps 3 children)
Bathroom 2 - clean and renovated with bathtub and shower
Pool - Heated and beautiful. Open Mid May - October **Note: Swimming only. There is no diving. The pool is not deep enough.**
Hot Tub - Open Mid May - October
Pool House with Outdoor Shower - Open May - October
Washer/Dryer
Kitchen with Stainless Steel appliances
WiFi, basic cable and Apple TV with Netflix
The premises are equipped with exterior security cameras. Cameras are not monitored for guest safety in any way and should not be relied on by guests for personal security or security of their belongings. Cameras may be used to enforce and verify compliance with rental policies.

NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! is located in The Heights. NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! provides accommodation, featuring Balcony/Terrace, Bedding/Linens, Barbecue/Outdoor Cooking, among other amenities. This House features Balcony/Terrace, Bedding/Linens, Barbecue/Outdoor Cooking, to make your stay a comfortable one.

NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the The Heights has interesting places to visit. If you want to learn more about the House in The Heights, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Unique Amenities

  • Air Conditioner
  • Parking
  • Other
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
Read More Read Less

Policies

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 30
Check-out Check-out before 10:30 am contactless check-out available
Child Policy Children are welcome. note from host: house is very family friendly. families encouraged
Pet Policy Note from host: this is strict. no pets. pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: this is strict. no parties. no addt'l guests. onsite parties or group events are strictly prohibited property registration number 2023-v-0018 safety features at this property include a fire extinguisher, a security system, and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Shelter Island, 11965, USA

What Our Guests say 500 + Reviews

May 5, 2025 12:04:47 AM
Summary: The home is beautiful. If you love being outside, this is the place. Beautiful yard, with many separate areas to sit, meditate , read or socialize. Great for families with all ages of children. Great for friend get together.
Alice L. Alice L.
Jul 11, 2024 06:28:57 PM
Summary: We have been coming to Jennifer’s house for seven years now, and it’s our favorite place. We spend hours at the pool and hot tub, and the kids love the rope swing in the front yard. Jennifer is one of the best hosts - she responds quickly and helps make our stay as comfortable as possible. We love her place!
Lauren R. Lauren R.
Jun 9, 2024 05:22:10 AM
Summary: This was our 2nd Summer here and it was even better than we remembered. Home is comfortable, clean and well equipped. Pool, hot tub & yard are fabulous and spacious. Secluded, but close enough to walk to Sunset Beach, public golf course, ice cream shop and several eateries in the Heights area (in day time on 'country roads') . Great for couples as well as families with children as back & front yards are expansive. Ferries make both North & South Forks easy access, but there is plenty to do on Island. Host Jennifer is gracious and very responsive to even the smallest inquiries. Highly recommend this property.
Suzanna W. Suzanna W.
Dec 6, 2023 09:08:00 AM
Summary: Jennifer’s place was cozy and well appointed. She was easy to reach prior to check in and booking. Highly recommend.
Ethan B. Ethan B.
Sep 1, 2023 06:31:40 AM
Summary: A really special property and a special mention to Jennifer who went out of their way to remove a hornet nest that had appeared in the garden within 12 hours of bringing it to their attention. We loved every minute here and will be back for sure
Joseph D. Joseph D.
Jul 21, 2023 11:01:36 AM
Summary: Everything about our stay is perfect. The owner is very friendly and helpful. We are grateful that she shared with us her beautiful house!
Jean Y. Jean Y.
Jun 26, 2023 04:37:49 AM
Summary: This was so relaxing and a much needed time alone. Beautiful place.
Denise L. Denise L.
Jun 23, 2023 11:00:12 AM
Summary: What a lovely retreat! Beautiful property and surprise upgrades throughout the home; a delight as soon as you open the front door. Gorgeous and spacious backyard, pool, hot tub and pool house. Even better than the photos. The kitchen upgrades were chef quality and had every imaginable appliance including a high end juicer and coffee maker. Tastefully decorated but not overdone; comfortable beds throughout, along with a plethora of video games, children's toys and an interesting book collection in the MBR. Easy walk to 'Sunset Beach', several restaurants, bagel shop and ice cream parlor but don't miss an opportunity to explore the rest of the Island, beaches and nature trails. Host Jennifer was extremely available to answer any questions and an ample 'house book' provided many suggestions for activities, dining and adventures. We are already looking at next year's calendar to rent again!
Suzanna W. Suzanna W.
Apr 18, 2023 11:02:49 PM
Summary: We love visiting Jennifer’s house and have been coming for years. It is always clean, peaceful, and well-equipped with anything we would need. Jennifer is the best host and communicates thoroughly. It’s a terrific experience all around!
Lauren R. Lauren R.
Jan 10, 2023 01:27:14 AM
Summary: The host, Jennifer, is absolutely amazing. She is very responsive and the home is very clean, well located and we made ourselves at home immediately. We would definitely go back to this home again.
Rob R. Rob R.

FAQ's

Is this The Heights house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the The Heights house have a swimming pool?

Yes, this The Heights house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in The Heights house?

Best-rates for the The Heights house starts from $457 per night with includes Bedding/Linens, Barbecue/Outdoor Cooking, Hot Tub, Parking, Private Pool, Child Friendly, Laundry, Air Conditioner, Other, View, Security/Safety, Wellness Facilities, Fireplace/Heating, Entertainment, Kitchen, Pool, TV, Ocean View, Sports/Activities, Guest Services, Internet, Balcony/Terrace StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is The Heights house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the The Heights house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the The Heights house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the The Heights house?

Based on the information reported by the owner or manager, the The Heights house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for The Heights house?

Based on the information reported by the owner or manager, details for the cancellation policy for the The Heights house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

People Also Ask

Check House Availability
Nightly rates from:
US $457
Price Details
You will be redirected to  
Hot Deal - It has been viewed 98 times today
Not the right fit? Check out our other properties in The Heights
view more places to stay

Recently Booked Locations

Recently Booked Properties