Jay’s Retreat: EV Charger-Kayaks-Bikes-Fire Pit-Private Dock-Pets Ok-Crabbing
5.0
Outstanding(198 Reviews)House in Chincoteague Island, VA
6 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valuePrice for this property is higher than average in the area
About this house rental
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
EV Charger: Level 2-Charging for both Tesla & Other EVs
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
* Up to 2 pets are welcome with payment of $100 non-refundable fee. ***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.
* Are towels and linens provided?
Yes, all reservations include towels and linens. No extra fees.
* 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 & putting dishes away *Washing all Dirty Dishes * Loading used towels into washer & starting machine* Taking out the trash *Returning furniture & furnishings where you found them
*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.
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
EV Charger: Level 2-Charging for both Tesla & Other EVs
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
* Up to 2 pets are welcome with payment of $100 non-refundable fee. ***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.
* Are towels and linens provided?
Yes, all reservations include towels and linens. No extra fees.
* 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 & putting dishes away *Washing all Dirty Dishes * Loading used towels into washer & starting machine* Taking out the trash *Returning furniture & furnishings where you found them
*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.
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Chincoteague Island, VA
Reviews
5.0
Outstanding(198 Reviews)5.0
The property was clean, had everything we needed, great location and views. We would stay again.
There was so much to do and loved the Assateaque National Seashore! We had Beach fires with s'mores, kite flying, surf fishing, sting rays, scooters, electric carts, crabbing, and amazing sunsets on Chincoteague Island!!
5.0
Jay's Retreat had everything you could ask for to have a great time on the island.
5.0
The property was a perfect fit for our group, from older kids to grandparents. The Property Managers were very helpful and welcoming.
5.0
Jay's Retreat was the perfect homebase for our family of four to explore Chincoteague and Assateague for the week. The home was very clean, convenient and comfortable. We especially enjoyed crabbing right from the dock behind the house. The neighborhood is quiet but a quick drive to all there is to do in the area. We would definitely stay again.
5.0
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.
5.0
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!
5.0
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.
5.0
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.
5.0
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.
5.0
Enjoyed our stay here. The house was very clean and had a beach vibe.
Close to the beach and quiet neighborhood.
5.0
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.
5.0
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.
5.0
This house was perfect for us - had everything we needed and more. Would love to come back one day.
5.0
We loved the well stocked kitchen, bikes, and beautiful views!
5.0
We had a wonderful time at Jay’s Retreat. It was quiet, peaceful, and refreshing. We wish we could have stayed longer.
5.0
quiet, beautiful, clean. very relaxing
5.0
I brought my family to see the Ponies of Chincoteague. We found the home and location to be calm and charming. A highlight was taking the kayaks out, turning to the right, right again after a short distance to the bay and seeing the oyster beds up close. Everything was perfect!
5.0
Trees and water are my jam!! The location was absolutely gorgeous. The house was cozy and comfortable. The decks were fantastic places to hang out. The kitchen counter was veeerrry long. The place was well stocked with everything. I appreciated the story behind the house. Such a peaceful retreat, I look forward to returning next year.
5.0
Our second time at Jay’s Retreat and it was wonderful! Ann and Jim are welcoming and responsive hosts, accommodations clean and comfortable, amenities as described, and Chincoteague a great place to relax and enjoy!
5.0
The house was clean and had everything we needed and lots of extras that most rentals don’t have . We loved having the use of kayaks and bicycles. My husband and son even caught some crabs off the dock. We would definitely stay again.
5.0
This was our first-time visiting Chincoteague Island. Jay and Ann were very helpful giving us ideas of different things to do in the area, places to eat and the general area. They were very responsive to my messages and usually got back to me within minutes.
The property was well taken care of and in a wonderful area. I would definitely stay at this property again!
5.0
We enjoyed our stay. The screened in porch was lovely. We also really enjoyed using the kayaks. This is a nice and clean property on the island.
5.0
Great home for a gathering of 5 women for pony week. Peaceful setting on the water, very quiet but still close enough for us to bike to all the pony events. Very comfortable and well stocked. Bonus: came with soaps, shampoos and paper products. We never had to go to the store for forgotten items. Only ate out once.
5.0
Jay’s Retreat is in a perfect location on the island! It sits nicely on the canal so there’s lots of opportunity for kayaking and crabbing. The screened in porch is a life saver with the mosquitoes! The house is very nice with plenty of space. It was very nice having the additional half bath; it is in a very tight location so it’s better for smaller individuals. All in all, it’s a great place for a vacation home and we hope to be back in the future.
5.0
Vacation for 3 generations of water lover. Adults could supervise children from the deck and screened porch on the dock below. Close access to the inlets plus view of the sunsise over the same. Layout of house perfect for Multigeneration family. Owners seem to care about tenants .
Some things need to be updated but overall wonderful.
5.0
Very peaceful. Very quiet. Great for relaxing.
5.0
The owners provide all the important items needed for a quality stay. And, the little extras show the owners care and take pride in their rental property. I would highly recommend !
5.0
Property in a nice neighborhood - in the off season, you will feel that you have the whole neighborhood to yourself - very quiet, peaceful, and relaxing.
5.0
House is wonderful...lots of outdoor sitting areas. So quiet. Great location. We had an awesome weekend! Hosts are very responsive to messages.
5.0
The host was very helpful and the property provided a lot of necessities. Plenty of towels, paper towels, coffee and filters. We enjoyed the kayaks and bikes.
5.0
Was a great atay
5.0
The property was very clean, the rooms were wonderfully decorated and comfortable, and there were bikes and kayaks available for use. The porch and neighborhood atmosphere was very welcoming, and our hosts were very friendly and helpful. This was also the first place we’ve stayed where there were so many kitchen and toiletry items. We would definitely consider staying here again.
5.0
Even in March this was a great vacation spot
5.0
Chincoteague, VA is halfway between where I live, and where a long-time dear friend lives—this cottage on the water was perfect for a weekend catch-up. Ann was wonderful, welcoming, and responded quickly when my Vrbo account—and all relative info—would not show up on my cellphone. It’s a lovely place, very well maintained, convenient and comfortable. I would love to go back!
5.0
We quite enjoyed our little winter trip to Chincoteague and this house provided the perfect place to relax. It is close to everything, including the wildlife refuge (we visited every day), but is tucked away in a quiet neighborhood with nice water views. The house was clean, clearly cared for, and check-out procedures were reasonable. Will definitely stay here again!
5.0
Another pleasurable stay for the family, well stocked kitchen, clean and cozy. Wonderful area for walks and bird watching, we have always manage to see the wild ponies.
We will be back!
5.0
Very nice house, great views
5.0
Great location in quiet neighborhood close to Main Street and Assateague Island National Park. House was clean and comfortable.
5.0
Great house, location, and amenities! Lots of household cleaning products, quality kitchen utensils, pots and pans, sheets, towels and even coffee! Wonderful extended weekend!
5.0
Jay's retreat is in a peaceful location and has everything you need for perfect getaway! Can't wait to come back.
FAQs
How much does this house cost compared to others in Chincoteague Island?
The average price for a rental in Chincoteague Island is $237 per night. This rental is $11 less expensive than the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Jay’s Retreat: EV Charger-Kayaks-Bikes-Fire Pit-Private Dock-Pets Ok-Crabbing. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Jay’s Retreat: EV Charger-Kayaks-Bikes-Fire Pit-Private Dock-Pets Ok-Crabbing. Enjoy the water!
Is Jay’s Retreat: EV Charger-Kayaks-Bikes-Fire Pit-Private Dock-Pets Ok-Crabbing pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Jay’s Retreat: EV Charger-Kayaks-Bikes-Fire Pit-Private Dock-Pets Ok-Crabbing?
We found 13 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
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Garden · Pool · Pets allowed
Soak up the beauty of Chincoteague Island in our House, SUNSHINE & VITAMIN SEA IS CALLING!. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.
$$$$
SET YOUR CLOCK TO ISLAND TIME!
House
in Chincoteague6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Indulge in a peaceful retreat at SET YOUR CLOCK TO ISLAND TIME!, our elegant House in Chincoteague Island. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
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Shell Cottage - Pet friendly, Hot tub, Fenced yard!
House
in Chincoteague Island8 guests · 4 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
This House in Chincoteague Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst
House
in Chincoteague Island8 guests · 4 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Chincoteague Island has everything you need for a rejuvenating stay. Treat yourself to Smooth Sailing is a fabulous Direct Canalfront Vacation Home in prestigious Oyst's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
BLUE SKIES, SUNSHINE & SANDY BEACH AWAIT!
House
in Chincoteague8 guests · 2 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking for a House in Chincoteague Island, this House for $263 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Assateague Overlook - Water views w/ public dock!
House
in Chincoteague Island6 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Enjoy the best of Chincoteague Island in our House, Assateague Overlook - Water views w/ public dock!. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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