What are the top rated Cottage Rentals in Deep Hole?

There are a lot of options in Deep Hole. If you plan on staying in the Deep Hole area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Deep Hole: <a href="/property/hancock-house-single-family-home-screened-porch-no-linens-provided/HA-321809692" class="class="static-page-link"">Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED</a> <a href="/property/find-your-peace-at-one-peace-cottage/HA-1219819275" class="class="static-page-link"">Find your peace at One Peace Cottage</a> <a href="/property/walk-to-restaurants-attractions-linens-included-book-your-beach-vacation-now/HA-3214095198" class="class="static-page-link"">Walk to Restaurants &amp; Attractions-Linens Included! Book your Beach Vacation Now!</a> <a href="/property/oyster-catcher-pet-friendly-deep-water-access/HA-1219844005" class="class="static-page-link"">Oyster Catcher - Pet friendly; Deep water access!</a> <a href="/property/kingslanding-canal-front-with-boat-dock/HA-3213510418" class="class="static-page-link"">Kingslanding-Canal Front with Boat Dock!</a> <a href="/property/gray-pearl-gorgeous-waterfront-just-a-few-minutes-to-the-beach/HA-12120084230" class="class="static-page-link"">Gray Pearl - Gorgeous Waterfront just a few minutes to the Beach!</a> <a href="/property/star-of-the-sea-renovated-home-located-in-town-pet-friendly/HA-12120113052" class="class="static-page-link"">Star of the Sea - Renovated home located in town &amp; pet friendly!</a> <a href="/property/escape-at-deep-hole-hideaway-pet-friendly-duplex/HA-1219908716" class="class="static-page-link"">Escape at Deep Hole Hideaway - Pet friendly duplex!</a> <a href="/property/fishhook-hideaway-adorable-and-affordable/HA-1219817636" class="class="static-page-link"">Fishhook Hideaway - Adorable AND Affordable!</a> <a href="/property/wishful-thinking-beautiful-home-quiet-community-canal-front-w-boat-dock/HA-3212321698" class="class="static-page-link"">Wishful Thinking- Beautiful Home, Quiet Community, Canal Front w/Boat Dock</a>

How much does it cost to rent a cottage in Deep Hole?

The average cost for a cottage rental in Deep Hole is $116 per night. Stay30 has a wide list of great cottages near Deep Hole that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Deep Hole that allow pets?

Yes, here are the top cottage rentals in Deep Hole that allow you to bring your pet: Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas Cozy cottage in a quiet neighborhood close to town, shops, and beach. Hancock House -Single Family Home - Screened Porch, NO LINENS PROVIDED Cedar Cove - Waterfront home with Fire pit! Sea Glass - 3BR Water Front w/floating dock. LINENS AND TOWELS PROVIDED Serenity at Oyster Bay, Water access & firepit! <a href="/all/usa/virginia/chincoteague/deep-hole" class="class="static-page-link"">See all pet-friendly vacation rentals in Deep Hole on Stay30</a>

Do you have any rental cottages in Deep Hole that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Deep Hole to find one that works for you.

Are there quality cottages in Deep Hole that have indoor swimming pools?

As of 2026, the data from Stay30 shows that there are Over 2 private swimming pools or cottages with indoor pools in the Deep Hole area along with other great amenities.

Deep Hole Cottage Rentals By Owner

Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas

From US $145

10.0 (17 Reviews)

Cottage

Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, Spend Christmas

Air Conditioner
Parking
TV

Deep Hole Cottage Rentals & Holiday Homes

Find the best cottages in Deep Hole - We found 2 exact matches

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