Deep Hole Vacation Rentals from ￥19,583: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Deep Hole?

Blufin Bungalows & Marina : This vacation home near Deep Hole is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Another good choice for your trip to Deep Hole is Quaint Cottages Near Everything on Beach Road .

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Vacation Rentals in Deep Hole

"Location, location, location"

"We really enjoyed the property. It feels very much like a quaint seaside cottage inside, right down to the pocket doors! The neighborhood is a bit removed from the main part of town, but was exceedingly quiet. Would stay again!"

"We thoroughly enjoyed the home, dock, location, and overall stay."

"This was our second stay at this property. Plenty of room for us and our 2 small dogs.The house is perfectly maintained. Bathrooms are up to date and the kitchen is well equiped.We will be back in the Fall."

"Went for a guys trip and enjoyed it "

￥58,567 total

includes taxes & fees

Sep 4 - Sep 5

"excellent place to stay on the water"

"Great place to stay!"

"Lovely , peaceful mini vacation"

"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."

￥69,186 total

includes taxes & fees

Aug 17 - Aug 18

"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"

"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "

￥47,286 total

includes taxes & fees

Sep 4 - Sep 5

"Beautiful cabin situated at the back of a farm, very peaceful. Very spacious and inviting. Only a half hour to Chincoteague and an hour to Ocean City. Nice porch with a swing and 2 chairs to sit out in the morning with a cup of coffee (coffee maker provided). We loved having a pool table for our evening entertainment. Only thing we didn't like was the very tiny kitchen, absolutely no counter space at all :( "

"There was enough space for 3 adults and to children. The bathroom in the hall has not been updated. The shower was crudy and no towel rack. The spicket for shower/bath in the 2nd bathroom was almost impossible to use. The rental was okay."

￥34,300 total

includes taxes & fees

Sep 9 - Sep 10

"Nice place. "

￥34,300 total

includes taxes & fees

Sep 9 - Sep 10

"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"

"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."

￥66,569 total

includes taxes & fees

Aug 25 - Aug 26

"Perfect cozy place to stay at the end of a quiet pine tree lined street with easy access to the national park and all it offers."

"Great place, cozy and easy to park and get around. "

"Really enjoyed the place, beautiful sunrises, great little island and food "

"Will stay again if available on our next trip"

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Top Deep Hole Hotel Reviews

Spark by Hilton Chincoteague Island

10/10 Excellent

"No hot breakfast. They had a good variety and all tasted good! Love all day coffee and tea. The staff were all friendly and helpful. Loved the landscape very pretty and maintained. "

Waterside Inn

10/10 Excellent

"Had a wonderful time during our stay here in July. Rooms are very nice and have your basic needs. Husband Loved the fact we could put the boat in their Marina Where he was able to keep an eye out..and of course, the convenience of it all. The Beds were soft and comfy..The Breakfast Bar every morning was Awesome to Start the Day...I Loved the Pool, I Loved the Spa..I Loved it All! The Staff was very Nice and Polite. It was another Fabulous Chincoteague Vacation... And we will be back again soon! Thank You!!. Michealle Beshore"

Find out more about Deep Hole

Search for holiday rentals in Deep Hole on Expedia! You can easily find your home rentals, villas, holiday apartments in Deep Hole using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Deep Hole?

Yes, we offer vacation rentals close to popular sights in Deep Hole, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Deep Hole?

Blufin Bungalows & Marina: This vacation home near Deep Hole is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Another good choice for your trip to Deep Hole is Quaint Cottages Near Everything on Beach Road .

How many vacation rentals are there in Deep Hole?

Expedia has 83 vacation rentals for your stay in Deep Hole.

What can I see and do in Deep Hole?

While exploring the area, visit family-friendly sights like Maui Jack's Waterpark, or get outside and enjoy nature at Oyster Bay. In the larger area, you’ll find Captain Timothy Hill House and Museum of Chincoteague.

What are vacation rentals like in Deep Hole?

Vacation rentals are private accommodations you can stay in for a couple days or more in Deep Hole. Vacation rentals feature amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.

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Deep Hole Vacation Rentals

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Vacation Rentals in Deep Hole

Quaint Cottages Near Everything on Beach Road

An Unfettered View - Beautiful ranch w/ boat dock!

Oyster Bay Hideaway on Chincoteague Island!

The Blue Crab - Your Dream Vacation awaits you!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Blufin Bungalows & Marina

Key West Cottages

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Waterfront on Marsh Island!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Cabin at Holdens Creek on Eastern Shore of VA

5 minutes to Assateague National Seashore!

Only 5 min to Assateague National Seashore!

NEW PET FRIENDLY LISTING ALERT!!

The purple door at the bay.

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

Small cottage for those little getaways

The Happy Crab - Waterfront on Chincoteague Island!

Daisey Cottage - Pet friendly w/ Fenced yard!

Top Deep Hole Hotel Reviews

Spark by Hilton Chincoteague Island

Key West Cottages

Waterside Inn

Chincoteague Inn

Hampton Inn & Suites Chincoteague Waterfront

Atlantic Shores Inn and Suites

Marina Bay Hotel & Suites, Ascend Hotel Collection

Comfort Suites Chincoteague Island Bayfront Resort

Blufin Bungalows & Marina

Find out more about Deep Hole

Frequently asked questions