The Heights Rentals USA New York Shelter Island Heights The Heights

Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10 | House in Shelter Island Heights

10.0 (2 Reviews) |   5 Bedrooms  5 Bathrooms  10 Guests  Stay&Play
The Heights House | Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10

5 Bedroom House in The Heights, Shelter Island Heights

Please contact us if you are interested in booking a month or longer stay for the 2025 summer season.
An impeccably restored and charming Victorian summer cottage originally built in 1876 and located in the heart of historic Shelter Island Heights, Gingerbread Cottage is a five bedroom, four bathroom vacation rental that is fully furnished and beautifully appointed. With over 3,300 square feet of living space to spread out, this is the perfect retreat from the hustle and bustle of city life. The property features a wrap around porch with outdoor living and dining areas in a private setting behind a mature hedge. Perfectly situated amidst the best of Shelter Island, you can walk or bike to beaches, shops, the public golf course and Mashomack Preserve.
The classic comfort of this home welcomes you with period details such as gingerbread gothic carpentry details, white picket fence, hedge arches, gabled roofs, a famous leaning tower, and plenty of nooks throughout the house to enjoy. Hide away in one of the five bedrooms, enjoy an evening cocktail on the wraparound porch looking out to Greenport Harbor, or lounge around the property with your favorite book.
When the mood strikes and you are ready to venture out, you are only a few minutes walk from the conveniently located Heights shops, restaurants, hardware stores, yoga, pilates, and nearby golf course. The Shelter Island Heights Association tennis courts are directly across the street, and the beach club is a three minute walk away.
Swing by the Shelter Island Pharmacy for basic sundries and an authentic egg cream from the “gooseneck” dispensers at its century old lunch counter. Grab coffee from Stars Cafe or takeout from Isola, with its modern take on Italian cuisine. Down the street, you can find the popular Marie Eiffel Market. All are a short walk from Gingerbread Cottage. The Sunset Beach Hotel, operated by André Balasz, with famed sunset views, and the Perlman Music Camp with world class young musicians performing camp are a ten minute bike ride. Or walk across the lawn to the North Ferry and you are an eight minute ferry ride away from the walkable main streets of Greenport village with award winning restaurants such as Barba Bianca, Frisky Oyster, Aldo’s Coffee, Bruce & Son’s, American Beech, 1943 Pizza and Brix & Rye speakeasy.
Like a pearl between the pincers of Long Island’s North and South Forks, Shelter Island’s easy, natural rhythm and pristine beauty keeps the island one of the last great beach towns in the United States.
Sleeps 10 guests
Five bedrooms, four bathrooms
Indoor dining room, living area, and great room
Outdoor entertaining and hang spaces including wrap around veranda and balcony overlooking Greenport Harbor
Stocked kitchen, and outdoor gas BBQ
Complimentary WiFi
Washer & dryer
Centrally located in the historic Shelter Island Heights neighborhood
Guests receive access to Shelter Island Heights Property Owner’s Association tennis courts and beach club
Two week minimum stay during summer season; Nightly rental available after Labor Day
Porch furniture and cushions removed after October 31
SI Heights Association Beach Club closed after Labor Day; tennis court closed in autumn TBD
2022-S-0002

Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10 is located in The Heights. Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10 provides accommodation, featuring Bedding/Linens, Kitchen, Laundry, among other amenities. This House features Bedding/Linens, Kitchen, Laundry, to make your stay a comfortable one.

Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10 has 5 Bedrooms , 5 Bathrooms, and max occupancy of 10 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.

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Unique Amenities

  • Air Conditioner
  • Parking
  • View
  • Ocean View
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 18
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy 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 onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher 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 Heights, 11965, United States

What Our Guests say 500 + Reviews

Sep 29, 2023 04:30:16 AM
Summary: .
Allison R. Allison R.
Jul 27, 2022 02:34:43 AM
Summary: We loved our stay here. The location is amazing--it's easy to walk to town, the beach club, and the tennis courts. The house is a Shelter Island landmark, and the interiors are charming but not fussy or cluttered (and the bathrooms are newly renovated).
Christie M. Christie M.

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?

No, this The Heights house does not have 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 $1,164 per night with includes Sports/Activities, Wellness Facilities, Barbecue/Outdoor Cooking, Child Friendly, Internet, View, Ocean View, Oceanfront, Bedding/Linens, Kitchen, Laundry, Air Conditioner, Parking, Security/Safety 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.

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