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Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided

Chincoteague vacation home in Downtown Chincoteague area

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A modern kitchen with white cabinets, a microwave, an oven, and a sink.
A living room with a dark blue sofa, a small round coffee table, a television, and a patterned rug.
A two-story house with a front porch, a star decoration, and a sign that reads "Jester House."
A covered patio with wicker furniture, a sofa, and a coffee table.
A dining area with a table, chairs, a vase with flowers, a ceiling fan, and a decorative crab wall piece.

Reviews

8.8 out of 10
Excellent

Entire home

4 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Parking available

Explore the area

View in a map
Chincoteague, VA
  • Place, Chincoteague Channel
    ‪3 min walk‬
  • Place, Robert N. Reed Downtown Waterfront Park
    ‪12 min walk‬
  • Place, Maui Jack's Waterpark
    ‪2 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪68 min drive‬

Room options

About the neighborhood

Chincoteague

Downtown Chincoteague stay.Within a 10-minute walk of this Downtown Chincoteague vacation home, you'll find Chincoteague Channel and Robert N. Reed Downtown Waterfront Park. Captain Timothy Hill House and Maui Jack's Waterpark are also within 2 miles (3 km).
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What's nearby

  • Chincoteague Channel - 3 min walk - 0.2 miles
  • Robert N. Reed Downtown Waterfront Park - 12 min walk - 0.7 miles
  • Maui Jack's Waterpark - 2 min drive - 1.1 miles
  • beach near Downtown Chincoteague - 3 min drive - 1.3 miles
  • Museum of Chincoteague - 3 min drive - 1.5 miles

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 63 min drive

Restaurants

  • ‪Island Creamery - ‬13 min walk
  • ‪McDonald's - ‬4 min drive
  • ‪Ropewalk - ‬13 min walk
  • ‪Captain Zack's Seafood - ‬11 min walk
  • ‪Mr. Baldy's Family Restaurant - ‬5 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.

Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided

Amenities: New Pet Friendly Rental for 2025 Season. DOGS ONLY, Central HVAC, Internet, Charcoal Grill. Linens and Towels Provided.

4 BR Pet friendly home, close to town and short drive to the beach. Fenced in back yard and sleeps 8-10. 3 bedrooms downstairs and 4th bedroom upstairs with sitting area, perfect for kids.

Pet friendly - Dogs Only. NO SMOKING OR VAPING . Linens and Towels are provided with this property.

Pet friendly home $75. (per pet) will be added to your reservation. Dog Only. Three night minimum all year round.

Cancellations made 30 days prior to arrival will receive 100% of refund of all monies minus $ 39 Processing Fee and Any Credit Card Convenience Fees Paid.  If less then 30 days: the advanced rent is only refundable subject to the following: The property is re-rented for the same period. Re-rental of less than a full week will be refunded on a pro-rated basis. The Agent will retain a $39.00 processing charge and any convenience fees charged. *Deposits are not refunded for ANY reason (including bad weather).


Bed Sizes:

Saturday Change Over

2026 Prime Season $ 229 per night / $ 1603 for week ( 3 night minium)
2026 $ 1806 for week with 7 night minimum



**** If paying with a Debit or Credit Card, there is a 3% Convenience Fee in addition to the charge. ***
***Month to Month availability***

Similar properties

Exterior
Comfort Suites Chincoteague Island Bayfront Resort
Downtown Chincoteague
  • Pool
  • Hot tub
  • Breakfast included
  • Parking included
4.8 out of 5, Exceptional, 1,005 reviews
$131 nightly
The price is $148
Sep 7 - Sep 8
Total with taxes and fees
Comfort Suites Chincoteague Island Bayfront Resort

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower

Living spaces

  • Living room
  • Separate dining area

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

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 not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 18

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
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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 not indicated whether there is a smoke detector on the property
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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

2409-272717

Frequently asked questions

How close is Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided to the airport?

This vacation home is 47.5 mi (63-min drive) away from the Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) airport, the closest popular airport to the property.

Does Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided to the beach?

This vacation home is 5.9 mi (23-min drive) from Bow Beach.

Does Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided?

No, there is no casino at this vacation home.

What time is check-in at Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided?

Check-in begins at 3:00 PM.

Is there free parking at Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided?

Free parking is not available at this vacation home.

Does Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided have a pool?

This vacation home does not have a pool.

Does Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided have a spa?

There are no spa services available at this vacation home.

How close is Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided to downtown Chincoteague?

This vacation home is 0.4 mi away from Chincoteague.

Jester House - 4BR, fenced yard- Pet Friendly- Linens and Towels Provided Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 5 out of 11 reviews
Rating 8 - Good. 5 out of 11 reviews
Rating 6 - Okay. 1 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.0/10

Cleanliness

Reviews

From a partner site

10/10 Excellent

Debra S.

Jester House

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely home, close to Main St restaurants ,as well as Maddox Blvd. Will stay again next year!
Verified review

8/10 Good

Antoinette F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We visited to spend time at the beach with family including teens, toddlers, and kids. The house was beautiful with lots of space and a great location. It was missing a few of things you would expect to be stocked like extra toilet paper, dish sponges, and trash bags that we could find so may need to be prepared to bring those things. We would definitely visit again and spend more time.
Stayed 3 nights in Jul 2025
From a partner site

10/10 Excellent

Brian R.

Jester house stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved staying at the Jester house! It's a cute house with lots of space for kids with the open upstairs and large back yard! It's close to the causeway, main street, and just a short walk away from the Island Creamery, which was a huge plus for us! The house was clean and the folks at Harbour Rentals were very nice and easy to deal with. We would decimated go back!
From a partner site

6/10 Okay

Kim B.

Bucket list destination

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The overall experience was good.The house needs some upgrades such as screen doors and hand rails. The upstairs is so cute if you are bringing kids! It just could use handrail there as well.We got move from our original rental house selection and I think we would have been happier in our original choice.Overall it was good.
From a partner site

10/10 Excellent

Brandy T.

Perfect home for us

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home is just perfect for my family! With 3 BRs and a bath on the first floor, it makes it just right for my mom who has medical problems and those of us who are caring for her. The upstairs LARGE room is perfect for all the teenagers and the toddler to spend time in! The fenced in backyard is perfect for the doggy to run around in and the back deck is a perfect place to unwind in the evening under the stars. My mom enjoys the large window in the living room for people watching and the little squirrel that runs the power line daily:). The location is great for walking to a store at the end of the street, many restaurants, ice cream, shopping. Everything you might need is in walking distance! This house has been just perfect for us! ❤️
From a partner site

8/10 Good

Kelly S.

Jester House

Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house is super cute. The kitchen is small but the rest of the house is pretty spacious. The upstairs hangout for the kids was amazing. One of the twin beds upstairs kept falling through it's slats, the chain on the downstairs bathroom toilet was broken, the grass was so long we could not use the backyard-the day before we left it got mowed-and while the house was clean overall the floors were not at all. And the patio out back was not clean. We had a very short stay so I didn't feel like cleaning in order to use the space so we didn't use the back patio at all. I would definitely stay at this property again but if we had been staying longer I would have asked for the grass to be cut, the patio & floors to be cleaned, and the toilet and bed fixed.
Verified review

10/10 Excellent

Amanda Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2025

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