Relax and Enjoy! | House in Shelter Island

Q: How much does it cost per night to stay in Relax and Enjoy!?

Best-rates for the Relax and Enjoy! starts from $2,611 per night with includes Private Pool, Sports/Activities, Child Friendly, Parking, Wellness Facilities, Kitchen, Laundry, Air Conditioner, Security/Safety, Fireplace/Heating, Entertainment, Internet, View, Ocean View, Balcony/Terrace, Bedding/Linens, Barbecue/Outdoor Cooking, Pet Friendly, Pool, TV with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

10.0 (16 Reviews) | Pet Friendly 4 Bedrooms 4 Bathrooms 10 Guests

4 Bedroom House in The Heights, Shelter Island

Stretch out and relax in this well-designed home high on a hill with truly spectacular water views from every room. Enjoy watching yachts and sea planes pull up to Sunset Beach, or peek over the Long Island Sound to Connecticut from the highest deck on the island. Eat a meal in one of our two outdoor dining areas, or lounge by the pool and enjoy the one-of-a-kind sunset view, flowering gardens, outdoor kitchen and sunken dining area, large daybed and sectional sofa. The kids can play in the fenced-in yard that measures 100' by 50'. Dog friendly!

Relax and Enjoy! is located in The Heights. Relax and Enjoy! provides accommodation, featuring Ocean View, Balcony/Terrace, Bedding/Linens, among other amenities. This House features Ocean View, Balcony/Terrace, Bedding/Linens, to make your stay a comfortable one.

Relax and Enjoy! has 4 Bedrooms , 4 Bathrooms, and max occupancy of 10 persons. The minimum rental for this property is 1 night, 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.

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 30

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy Note from host: dogs only pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees

Smoking Policy Smoking is not permitted

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, a first aid kit, and a deadbolt lock 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

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Reviews

John J P. Oct 7, 2025 12:19:52 AM

Summary: Terrific property

Talia Sep 22, 2025 05:04:45 AM

Summary: This was a fabulous house with the most beautiful view! We had the best time - it was easy, clean, wonderful place to spend the weekend. Will be back!

Adam K. Jul 28, 2025 01:40:26 AM

Summary: Absolutely terrific property. Beautiful views, pool, outdoor kitchen etc. cannot say enough about what a lovely time we had. The owners are extremely responsive and friendly. All around wonderful experience!!

David A. Jul 15, 2025 07:30:41 AM

Summary: It was a very special birthday. Both my adult boys were in town and we wanted to spend the weekend together. The house was far beyond our expectations. It was spacious. a bedroom for my wife and I and two more, one for each boy with more in addition had we had needed them. It was furnished beautifully and even more there was nothing that we needed that it didn’t have. I cooked the second night and I especially was impressed at having the nicest and sharpest knife I had ever had in similar situations. A small thing but representative of everything else. It had an amazing view from all 4 floors of the bay, which was such a plus as on the night of my birthday there was a terrific display of fireworks right below us. And then there was the pool with its motorised retractable cover which my younger so declared was the most wonderful he had ever been in. And he has been in many. The water was soft and refreshing and the perfect temperature. The stay was wonderful and our family will always remember its graciousness.

Ellen S. Jul 7, 2025 02:28:06 AM

Summary: Amazing 🩹

Sheila G. Sep 9, 2024 01:29:43 AM

Summary: Beautiful, well appointed home, multiple family ready dining areas all with views, all bedrooms have stunning views and their own bathrooms. Fantastic pool with single access heavy door to prevent small children from entering without oversight. Sunsets every night. It was perfect in every way. We plan to return soon. Hosts were welcoming to our grandchildren and grandpuppy, and were available/responsive to our questions.

Susan M. Jul 20, 2024 12:01:26 AM

Summary: We were in town for a family wedding week. The house was perfect for 8 adults, as everyone had a comfortable room with their own en suite. There is also a loft space with access to a half bath. The house was beautifully furnished and the beds were very comfortable. Virginia was an incredible host! She thought of everything and is very responsive. The views from every floor were spectacular and we loved the gorgeous pool! You can walk to town, the beaches, dining and shopping. Great location. We highly recommend this home! You won’t be disappointed.

Lucy H. Jul 7, 2024 12:11:27 AM

Summary: We loved this house: coffee on the terrace overlooking the Sound, mornings at nearby beaches, afternoons of badminton and hanging out by the pool, big family dinners at the large outdoor table, and jigsaw puzzles while watching soccer tournaments at night. We are a family of cooks and the kitchen is very well-equipped with a spacious counter layout. The house was breezy and comfortable. Great stay.

Corissa S. Aug 7, 2023 12:00:35 PM

Summary: Our hosts were great, They were quick to reply and the house itself was perfect. Very clean and in a great location. The fact that we could bring our dogs was a major bonus and the view is spectacular. I would very much recommend this location and would consider staying there again.

Janet R. Jul 16, 2023 11:01:38 AM

Summary: Peaceful, private, and relaxing, with a knock-out view from almost every room. (We even enjoyed the flashing skies from the bedroom balconies during an evening lightening storm.) We loved our stay. The house had a variety of bedroom options for every member of the family, and the kitchen was roomy and well stocked, making it a fun experience preparing dinner every night! Virginia was immediately responsive and helpful, and the short walk to town was lovely. If you are looking for a tranquil family retreat, I would not hesitate to recommend this home.

FAQ's

Is this Relax and Enjoy! pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Relax and Enjoy! have a swimming pool?

Yes, this Relax and Enjoy! 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 Relax and Enjoy!?

Best-rates for the Relax and Enjoy! starts from $2,611 per night with includes Private Pool, Sports/Activities, Child Friendly, Parking, Wellness Facilities, Kitchen, Laundry, Air Conditioner, Security/Safety, Fireplace/Heating, Entertainment, Internet, View, Ocean View, Balcony/Terrace, Bedding/Linens, Barbecue/Outdoor Cooking, Pet Friendly, Pool, TV with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Relax and Enjoy! 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 Relax and Enjoy! wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Relax and Enjoy! 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 Relax and Enjoy!?

Based on the information reported by the owner or manager, the Relax and Enjoy! 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 Relax and Enjoy!?

Based on the information reported by the owner or manager, details for the cancellation policy for the Relax and Enjoy! 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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Nightly rates from:

US $2,611

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Relax and Enjoy! | House in Shelter Island

Available rates:

4 Bedroom House in The Heights, Shelter Island

This Property is OneKey Eligible