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5421 Deep Hole Rd
5421 Deep Hole Rd, Chincoteague, VA 23336, USA

Condo for rent
Dog friendly
Monthly rent
$1,800–$2,300
Beds2–3
Baths1–3
Sqft–
modified
5+ Days Ago

Property Overview

The property at 5421 Deep Hole Rd offers a range of appealing features, including 28 photos that provide an extensive visual overview. With its proximity to public transport, outdoor spaces, and pet-friendly amenities, it caters well to pet owners. Additionally, the quiet environment and inclusion of utilities and high-speed internet make it favorable for remote work options.

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Dishwasher
  • Images available
  • Laundry available on site

Great for

  • Work-from-home
  • Pet owners

Highlights

  • New Construction
  • no smoking
  • pet friendly
  • no smoking permitted

Units

5421 Deep Hole Rd Chincoteague, VA

New Listing

ESCAPE

2 Beds

1 Bath

$1,800

Listed on 11/20/2025
Listed by madeline giardina
Days on market: 10
Property Id: 1670067 We have 3 units available - 2 - 2 bdrm. (sleeps 6) units ( 1 upstairs, 1 downstairs) and 1 stand-alone 4 bdrm. house which can sleep up to 11 comfortably. Pricing is for winter months only. Enter a world of tranquility at Deep Hole Hideaway! Need a break from the daily grind? We've got you covered! Our chic and well-equipped living space will make you feel right at home. And when your tummy rumbles, our kitchen is your culinary sanctuary. Two snug bedrooms await you, furnished with a Queen bed, a Twin daybed, plus a sleeper sofa for your whole posse! The elegant and refreshing décor will overwhelm you with happiness as soon as you step through the front door! - Winter Monthly rentals available as well as min 3 night stays during Summer Season - Linens and towels are not included with your reservation. - No smoking is permitted on the premises. - This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

New Listing

3 Beds, 3 Baths

3 Beds

3 Baths

$2,300

Listed on 11/20/2025
Listed by madeline giardina
Days on market: 10
Property Id: 1670117 Welcome to Tranquility! This show stopper of a home is a brand new construction, featuring 3 bedrooms, 2 bonus rooms and 2.5 baths. Pricing is for winter months only. Sleeps up to 11 with 1 king, 2 queen, 2 queens conversion sofa/sleepers and a twin fold-out sleep chair. Deep Hole Hideaway rental properties can accommodate up to 23 people by renting all 3 units in this complex! (based upon availability) Tranquility Great for family reunions or large gatherings! Please reach out to us and check out "Escape at Deep Hole " and "Serenity at Deep Hole" for multi home bookings. Pet friendly, private and quiet. This property allows for entertainment and relaxation for both you and your kids! - Linens and towels are not included with your reservation. - No smoking is permitted on the premises. - This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

Amenities for 5421 Deep Hole Rd

Some units at this address have these amenities. View unit details for more information.

Building
  • Dogs Ok
  • On-Site Laundry
  • Outdoor Space
Unit Amenities
  • Hardwood Floor
  • In-Unit Laundry
  • Microwave
  • Dishwasher
  • Furnished
  • On-Site Laundry
  • Cable

Policies at 5421 Deep Hole Rd

Dog Policy

Allowed

Cat Policy

Not allowed

Contact for more information on pet policy.

Questions about this property’s policies and fees?

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About 5421 Deep Hole Rd

Home 5421 Deep Hole Road #TRANQUILITY, Chincoteague Island, Virginia 23336, United States

Discover a tranquil retreat at 5421 Deep Hole Rd, Chincoteague, VA 23336. This intimate property consists of 2 units, offering 2 and 3-bedroom options to suit your needs. As a pet-friendly community, you can bring your furry friends along. Enjoy the comfort of furnished units, perfect for long-term rentals. The property boasts an array of amenities, including a dishwasher, hardwood floors, high-speed internet, on-site laundry, and an oven. Step outside and unwind in the outdoor space. Plus, take advantage of the convenient walkable distance to public transportation. With no smoking permitted, you can breathe easy in this peaceful setting. Come and experience the serenity of this charming property for yourself!

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Address details

Units2
Units available2
City
Zip code23336

5421 Deep Hole Road is great for:

Work-from-home

  • High speed internet is an amenity
  • Utilities included in the rent
  • Quiet environment with little noise pollution
  • 1 internet service provider option nearby

Pet owners

  • Outdoor spaces are available at this property
  • Pet deposit required
  • 1 pet grooming service nearby
  • 1 pet supply store near the property

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 5421 Deep Hole Rd, Chincoteague, VA 23336, USA compares to other nearby properties.

Positives

Dishwasher
Kitchens at this address include dishwashers
Images available
There are at least 10 photos of this address
Laundry available on site
Washers and dryers are available in-building or in-unit
Pet friendly
Rentals at this address allow pets

Considerations

Greater distance from grade schools
The nearest elementary school is farther than 3 miles away

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Rent trends in Chincoteague

If you decide to upgrade your space, you can expect 2-bedrooms at 5421 Deep Hole Road to be 13% more than the average for similarly sized apartments in Chincoteague Island.

3-bedroom apartments at 5421 Deep Hole Road cost about 44% more than the average rent price for 3-bedroom apartments in Chincoteague Island.

Median rents as of Nov 29 2025.
Chincoteague
A table of 2-bedroom apartment rental data trends in Chincoteague
MonthMedian Rent
December 2023$1,600
January 2024$1,600
July 2024$1,500
September 2024$1,750
October 2024$1,731
November 2024$1,735
December 2024$1,587
January 2025$1,700
February 2025$1,750
March 2025$1,800
October 2025$1,628
November 2025$1,600

Affordability calculator

Can I afford to live at 5421 Deep Hole Rd?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$72,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $72,000 annually to afford this 2-bedrooms monthly rent price of $1,800.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 5421 Deep Hole Road, Chincoteague Island, VA.
1 year ago$2,0003 bed3 bath
1 year ago$1,8002 bed1 bath

Schools near 5421 Deep Hole Road

Chincoteague Elementary School

6078 hallie whealton smith dr

chincoteague, VA, 23336

PK, K-5Public
B-
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Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Chincoteague near 5421 Deep Hole Rd

Walking

2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

1/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 5421 Deep Hole Rd, Chincoteague

Groceries

0/10
No grocery stores within walking distance

Shopping

2/10
Few or no shops within walking distance

Cafes

1/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Primary schools

6/10
At least one elementary school within a 20-minute walk

High schools

6/10
At least one high school within a 20-minute walk

Nightlife

1/10
Few or no bars within walking distance

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featured image of 5421 Deep Hole Road

5421 Deep Hole Road, Chincoteague Island, VA, 23336

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2 Beds

$1,800

in-unit laundry
Yes
dogs ok
Yes
dishwasher
Yes

Check availability

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