Entire home

★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★

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Property grounds
Beach
Property grounds
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, fireplace, DVD player, books

Entire home

3 bedrooms2 bathroomsSleeps 61000 sq ft

Explore the area

Map
Chincoteague Island, VA
  • Popular LocationOyster Bay6 min walk
  • Popular LocationRobert N. Reed Downtown Waterfront Park5 min drive
  • Popular LocationMaui Jack's Waterpark5 min drive
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)72 min drive

Room options

About the neighborhood

Chincoteague

Seaside stay .A stay at this vacation home places you within half a mile (1 km) of Oyster Bay and 3 miles (5 km) of Maui Jack's Waterpark. Captain Timothy Hill House and Chincoteague Channel are also within 3 miles (5 km).

What's nearby

  • Oyster Bay - 6 min walk
  • Robert N. Reed Downtown Waterfront Park - 5 min drive
  • Maui Jack's Waterpark - 5 min drive
  • Museum of Chincoteague - 6 min drive
  • Assateague Lighthouse - 10 min drive

Getting around

  • Ocean City, MD (OCE-Ocean City Municipal) - 76 min drive

Restaurants

  • McDonald's - 6 min drive
  • Island Creamery - 4 min drive
  • Captain Zack's Seafood - 4 min drive
  • Famous Pizza & Sub Shoppe - 5 min drive
  • Ropewalk - 6 min drive

About this property

Entire place

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

★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★

O’Connor Properties is pleased to offer Jay’s Waterside Retreat.

We provide a vacation experience designed for your convenience. Our vacation properties provide just about everything you need. Just bring food and clothing and let us take care of the rest. Here’s a sampling of what we include:

2 Kayaks
4 bicycles
Towels & Linens
Fully stocked kitchen including soaps & paper products


We are committed to doing everything we can to make our rental properties a respite to escape, relax, and REJUVENATE.


★ Jay's Waterfront Retreat is part of of the owner managed properties of O'Connor Properties. We have hosted hundreds of guests in Jay's over the last 4 years and have graciously received mostly five star reviews.

* Perfect for a romantic getaway. Our waterside fire pit is the perfect place to unwind with your significant other.

* Families love crabbing and fishing from our dock and kayaking in the bay

* Fun Location to host “Girl’s Getaway”

* 3 bedrooms, 1½ bath, waterfront home, located in the private community of Oyster Bay

** Master Bedroom includes half bath with queen size bed
** Bedroom 2 features a full size bed
** Bedroom 3 features 2 twin size beds

* Comfortably accommodates groups of up to 6

* Fully stocked kitchen with pots, pans, dishes, knives, basic spices for meal prep.

* Living room: restful atmosphere with comfortable furnishings and appointments including a flat screen smart TV and DVD player. Paramount Plus, Peacock, ESPN Plus, Netflix, Hulu, & Disney+ subscriptions included in your reservation.

* Dining area with seating for 6

* Outdoor areas include a spacious screened porch complete with furnishings, gas grill, and dining table with seating for 6, along with 2 additional decks. One with a waterside fire pit.

* Community Boat launch available

* Pets welcome with payment of applicable fee: $100 wk. for first pet: $50 for second
Prorated for stays less than a week. ***Please note pets not allowed on beach.*****

* Located in the quaint seaside town of Chincoteague Island. Here you will find an eclectic mix of shops with many featuring the work of Eastern Shore artisans.

* Chicoteague Island provides the foodie with many different delicitable restaurant experiences.

* Short car ride from the pristine beaches of Assateague National Seashore

* Nature lovers paradise: hiking and bicycling trails run through the Assateague Refuge

* View the world famous Chincoteague Ponies in Assateague

* Kayak from your private dock to the bay with free use of the 2 kayaks.

* Towels and linens included for 6 guests.

* 4 bicycles are provided for your use.

* We provide paper products: storage bags, toilet paper, napkins, paper towels, tissues and coffee filters. Also, hand soap, bath soap, shampoo, dish soap, and laundry soap

* Ground coffee, tea, and creamer provided

* Appliances: refrigerator, dishwasher, stove, washer & dryer, drip coffee pot & Keurig, crock pot, blender

* Dishes, pots, pans, silverware, knives, basic cooking utensils and cookware, serve ware, crab pot

* Propane grill, Crab Trap & Net

* Private Dock

* Onsite parking for 4 cars

*2 very dedicated owner/managers who truly care that you have a great experience!


★ Frequently Asked Question:

* How old must you be to rent?
21 years of age

* Are the kayaks and bicycles available off-season?
Yes, they are

* Are restaurants and shops open in the off season?
Yes, there are restaurants and shops open in the off season. Days and hours of operation may
vary.

* Is the Internet reliable?
Yes, the Internet is very reliable. We provide high speed Internet with 40 mbybte download.

* Will I have access to the community boat launch?
Yes, you will have access to the community boat launch.

* Is the weekly pet fee prorated for shorter stays?
Yes, the pet fee prorated for stays less than a week: $15/ngt for first pet; an additional $7/ngt for the second. We will add pet fee for shorter stays.

* Are towels and linens provided?
Yes, all reservations include towels and linens.

* How is the cell phone service on the island?
All cell phone providers have towers on the Island.

* How far is the cottage from downtown?
Jay’s is located 1.8 miles from the center of downtown where you will find shops and restaurants.

* Is cable TV provided?
We provide Paramount Plus, Peacock, ESPN+, Netflix, Hulu, and Disney+ subscriptions.

* Will I be able to see ponies?
Yes, the ponies are seen in Assateague throughout the year. We recommend a boat tour for pony viewing.

* Is horseback riding available? About a 15 minute drive from Chincoteague, you will find a farm that offers riding.

* Are life jackets provided?
Yes, we provide 2 adult sized life jackets.

* Can you rent bicycles and kayaks on the island?
From Easter to Thanksgiving bicycle and kayak rentals are available through local vendors.

* Do you provide Keurig pods?
No, Keurig pods are not included.

* What size bicycles are provided?
We provide 4 adult sized bicycles.

* Are children counted as part of the maximum number (6) of occupants?
Yes, they are. The house is set up to accommodate 6 people, which includes children.

* What are the checkout procedures?
*Unloading Dishwasher *Washing all Dirty Dishes * Stripping Sheets off beds used * Taking out the trash *Returning furniture & furnishings where you found them *Bagging soiled towels

*Do you provide bicycle locks?
No, we do not. You will need to bring your own.

* Do you provide fishing rods?
No, we do not provide fishing rods.

* What type of grill is provided?
We provide a gas grill.

* Do you offer early check-in?
You will be contacted as soon as the house is ready for you. It may be earlier than the 4 p.m. check-in time. However, we cannot guarantee it.

*Is there a community swimming pool?
No, there is not a community swimming pool.
-

Property manager

Jim & Ann O'Connor

Languages

English

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Limited onsite parking (max 4 spaces)
  • Onsite parking includes off-street options

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Balcony
  • Firepit
  • Garden
  • Gas grill
  • Outdoor furniture

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property
  • Note from host: $200 fine assessed for smoking on premises.

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In the city center
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Bicycles on site
  • Golf on site
  • Kayak on site
  • Tennis
  • Water park on site
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

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 (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • 1 unit
  • Bicycles
  • Garden
  • Unit size: 1,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Service animals are exempt from fees
  • Note from host: $100/wk.for first pet and $50/week for second.

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
Onsite 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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation. Contactless check-in is available.

Property is also known as

Spend Christmas Sea @ Jay's Retreat Rates as low as 49/ngt House
Spend Christmas Sea @ Jay's Retreat Rates as low as 49/ngt
Jay’s Waterfront Retreat inc. kayaks bikes
Jays Retreat on the Waterfront Inc. Kayaks Bikes
Jays Waterfront Retreat Fire pit kayaks bikes beach pet Friendly

Frequently asked questions

How close is ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ to the airport?

This vacation home is 56.6 mi (76-min drive) away from the Ocean City, MD (OCE-Ocean City Municipal) airport, the closest popular airport to the property.

Does ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★?

No, there is no casino at this vacation home.

What time is check-in at ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★?

Check-in begins at 4:00 PM.

Is there free parking at ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★?

Free parking is not available at this vacation home.

Does ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ have a pool?

This vacation home does not have a pool.

Does ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ have a spa?

There are no spa services available at this vacation home.

How close is ★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ to downtown Chincoteague?

This vacation home is 0.5 mi away from Deep Hole.

★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★ Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 184 out of 189 reviews" "
Rating 8 - Good. 5 out of 189 reviews" "
Rating 6 - Okay. 0 out of 189 reviews" "
Rating 4 - Poor. 0 out of 189 reviews" "
Rating 2 - Terrible. 0 out of 189 reviews" "

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Shannon M.

Liked: Cleanliness
Beautiful location!
The hosts were very communicative. We made good use of the propane grill and ran out. The host was there with a new tank within 5 minutes. The kitchen was very well equipped with everything needed to cook and a good supply of a variety of spices. The hot water on demand was welcome for warm showers on chilly nights.
Stayed 5 nights in May 2024

10/10 Excellent

Jennifer B.

Liked: Cleanliness
Quiet and beautiful
We had a fantastic time! The house was lovely with all amenities you’d need. The island was great! It was overcast and cold but we still had a great time. Definitely recommend Chincoteagues island adventure with captain Randy! He’s fantastic! Thank you for everything!
Stayed 4 nights in May 2024

10/10 Excellent

Mike P., State College PA USA

Liked: Cleanliness
Peaceful, relaxing place!
The house was perfect for our Chincoteague visit. Well stocked kitchen, excellent outdoor seating and just clean and comfortable all around. The bikes and kayaks were important to us too as was the peaceful neighborhood with lots of trees and bird life. Would definitely stay here again.
Stayed 6 nights in Apr 2024

10/10 Excellent

laurie p.

Liked: Cleanliness
Women's get away!
we were all so pleased with the features of this home. Large screen porch, canal deck with gas fireplace, cozy decor. Small sq footage but cozy for friends gathering! The pictures are accurate.
Stayed 3 nights in Apr 2024

10/10 Excellent

Karen M.

Liked: Cleanliness
Delightful
We were impressed with the attention to details. Everything we needed was supplied, beds were comfortable, location was great. We loved having the kyacks to use. The bikes were not in very good condition and one of them got a flat while riding because the tire was dry rotten. But, we made the best of riding them and were grateful for having them. I would recommend this place to others and would stay here again.
Stayed 3 nights in Apr 2024

10/10 Excellent

Patrick R.

Liked: Cleanliness
Peaceful waterfront location
We enjoyed our stay and wouldn't hesitate to recommend it to others. The location was great and we enjoyed sitting on the screened in porch and enjoying the view.
Stayed 2 nights in Apr 2024

10/10 Excellent

Jan R.

Liked: Cleanliness
Relaxing Getaway
Enjoyed our stay here. The house was very clean and had a beach vibe. Close to the beach and quiet neighborhood.
Stayed 4 nights in Apr 2024

10/10 Excellent

Micaela O.

Liked: Cleanliness
Our little stay at Jay’s
My daughters and I were looking for a fun place to escape for a few days for April vacation, and my daughter’s and my birthdays. We absolutely found the perfect place. Jay’s was clean, in a wonderful location, had amazing view, amazing amenities, and the girls are already talking about when they want to go back. We were able to cook a lot of our meals in the great and well-stocked kitchen, which was key. We used the bikes and the kayaks, and Chincoteague is an amazing town to visit. We were even greeted with a personal message and a little something sweet for our birthdays. We will definitely be back.
Stayed 3 nights in Apr 2024

10/10 Excellent

Terry H.

Liked: Cleanliness
Short stay - wish it were longer!
This house was perfect for us - had everything we needed and more. Would love to come back one day.
Stayed 2 nights in Mar 2024

10/10 Excellent

Margaret H.

Liked: Cleanliness
Great location and very clean, happy house
We loved the well stocked kitchen, bikes, and beautiful views!
Stayed 3 nights in Mar 2024