Search Condos Rentals in Deep Hole from CA $176

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Deep Hole Condo Rentals

Only 5 minutes to Assateague National Seashore!
Cozy retreat with a kitchenette, featuring a bed, seating area, and views of lush greenery.

Only 5 minutes to Assateague National Seashore!

8.8 out of 10, Excellent, (9)
"Enjoyed very much, will definitely come back!!"
The price is CA $190
CA $323 total
includes taxes & fees
Aug 17 - Aug 18
Only 5 minutes to Assateague National Seashore!
5 minutes to Assateague National Seashore!
Relax in this inviting living room with a comfortable sofa, side table, and stunning deck views.

5 minutes to Assateague National Seashore!

8.8 out of 10, Excellent, (15)
"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."
The price is CA $180
CA $317 total
includes taxes & fees
Aug 18 - Aug 19
5 minutes to Assateague National Seashore!
Only 5 min. from the Beach!
Compact kitchen with refrigerator, microwave, sink, and oven, offering ample storage and cooking facilities.

Only 5 min. from the Beach!

8.6 out of 10, Excellent, (28)
"It’s a good location. Property is clean. We enjoyed our visit. "
The price is CA $180
CA $317 total
includes taxes & fees
Aug 18 - Aug 19
Only 5 min. from the Beach!
Waterfront Unit on Assateague Channel View with Floating Dock
Enjoy the expansive view from the large window in this open-plan living and dining area, complete with a ceiling fan and dining table.

Waterfront Unit on Assateague Channel View with Floating Dock

10.0 out of 10, Exceptional, (41)
"The condo was clean and had everything we needed. Personally we loved the location since we could see the wild ponies from a distance. We also saw dolphins swimming by. "
Waterfront Unit on Assateague Channel View with Floating Dock
Only 5 min to Assateague National Seashore!
Guests can enjoy seating on the deck with comfortable chairs and a bench, offering a safe boundary and a view of the surrounding field.

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (17)
"Nice place. "
The price is CA $202
CA $344 total
includes taxes & fees
Sep 4 - Sep 5
Only 5 min to Assateague National Seashore!
Only 5 min from Assateague National Seashore!
Relax in the comfort of this cozy seating area, featuring a sofa and chairs.

Only 5 min from Assateague National Seashore!

8.0 out of 10, Very good, (1)
"We had short trip for the oyster festival but really enjoyed our stay. It was quiet and cozy. Beautiful views off the deck. "
The price is CA $197
CA $330 total
includes taxes & fees
Sep 3 - Sep 4
Only 5 min from Assateague National Seashore!
Bliss on the Bay - Perfect Beach Getaway
Enjoy the serene sea view from the comfort of this stylish room, featuring a sofa, stool, and wicker lamp.

Bliss on the Bay - Perfect Beach Getaway

9.8 out of 10, Exceptional, (8)
"Great view over the bay, small space but efficient use. Great fridge and comfortable bed"
Bliss on the Bay - Perfect Beach Getaway
A Beach Bargain in Chincoteague!
Mini-fridge, microwave, stovetop, coffee/tea maker

A Beach Bargain in Chincoteague!

8.8 out of 10, Excellent, (3)
"Simple. Did not use kitchen. View from door was beautiful."
A Beach Bargain in Chincoteague!
Only 5 min. from the Beach!
Cozy living space with a kitchenette, dining area, and seating area featuring a sofa and TV.

Only 5 min. from the Beach!

9.6 out of 10, Exceptional, (5)
"Clean very nice place to stay at during vacation. Close to all the fun things, great communication with them the entire time"
The price is CA $227
CA $373 total
includes taxes & fees
Aug 16 - Aug 17
Only 5 min. from the Beach!
Only 5 min. from the Beach!
Relax in a cozy outdoor space with comfortable seating and a convenient indoor living area.

Only 5 min. from the Beach!

7.6 out of 10, Good, (4)
"Nice quiet Inn. Could use some updating. One air conditioner in dining/living area so bedroom was alway quite warm."
The price is CA $205
CA $340 total
includes taxes & fees
Sep 3 - Sep 4
Only 5 min. from the Beach!
Historic Whealton House with full access to Waterside Inn facilites
Relax by the pool with a clear view of the water, surrounded by lounge chairs and a shaded area.

Historic Whealton House with full access to Waterside Inn facilites

9.0 out of 10, Wonderful, (34)
"Great place to stay! Very clean w comfortable beds & good location."
Historic Whealton House with full access to Waterside Inn facilites
Waterfront on Marsh Island!
Enjoy meals in the kitchen with a stove and dining area overlooking the waterfront.

Waterfront on Marsh Island!

9.6 out of 10, Exceptional, (12)
"Enjoy the location and the clean, attractive accommodations."
Waterfront on Marsh Island!
Sunset Bay 216 - Luxurious Waterfront with a Pool!
Enjoy the serene waterfront view from this balcony, featuring a wicker chair and table.

Sunset Bay 216 - Luxurious Waterfront with a Pool!

9.8 out of 10, Exceptional, (6)
"Amazing location and absolutely zero complaints. We love it here for the offseason and do plan on booking again for around the same time next year!"
Sunset Bay 216 - Luxurious Waterfront with a Pool!
Only 5 min. from the Beach!
Relax in this serene space with a sofa, side table, and lamp, plus a sliding door to an outdoor area with a deck and beach views.

Only 5 min. from the Beach!

2.0 out of 10, (1)
"The entire parking lot was completely flooded. There was no cover on the stairs leading to the second floor so the wood was extremely slick. We never checked into this property because we could not unload at this property. This is by far the worst experience I've ever had. In contacting the property manager we were told there was absolutely nothing that could be done. And we were just out the money."
The price is CA $205
CA $340 total
includes taxes & fees
Sep 3 - Sep 4
Only 5 min. from the Beach!
Sunrise Serenade - AMAZING Views!
Enjoy waterfront views and seating areas with a covered deck overlooking the marina.

Sunrise Serenade - AMAZING Views!

9.2 out of 10, Wonderful, (9)
"great location close to the island, seeing ponies from the distance and the lighthouse, great relaxing on the porch.And watching fishermen catch flounder near our dock"
Sunrise Serenade - AMAZING Views!
Assateague Inn 107 on Chincoteague!
Relax on the covered porch with comfortable seating and a warm atmosphere.

Assateague Inn 107 on Chincoteague!

7.4 out of 10, Good, (3)
"Quiet, clean, everything worked; not sure about tv in bedroom as we don’t typically watch in there."
The price is CA $235
CA $376 total
includes taxes & fees
Sep 3 - Sep 4
Assateague Inn 107 on Chincoteague!
Waterfront on Marsh Island!
Enjoy the serene view of the water and distant bridge from this spacious balcony with a glass door leading out to the ocean.

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (30)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!
Only 5 min. from the Beach!
Enter a stylish hallway with a door to a room featuring a blue cabinet and a white cabinet with glass doors.

Only 5 min. from the Beach!

9.2 out of 10, Wonderful, (25)
"The property is just the right size if you're looking to get away on your own or with a significant other. It's a cozy space that's decorated tastefully. It's also very quiet at this property (though I was here during the off-season). It's centrally located on Chincoteague so close to everything. "
The price is CA $176
CA $301 total
includes taxes & fees
Sep 3 - Sep 4
Only 5 min. from the Beach!
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
Relax on the deck with a comfortable bed and outdoor seating area overlooking the water.

Sunset Bay Villas at Chincoteague Island Virginia - direct water front

9.8 out of 10, Exceptional, (128)
"Great place with excellent views! Check in was effortless and the condo was one of the cleanest I’ve seen. This was our first time visiting Chincoteague and we will definitely be back!"
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
Only 5 min to Assateague National Seashore!
Kitchen features a microwave oven, coffee maker, and adjacent bathroom with a toilet and sink.

Only 5 min to Assateague National Seashore!

9.0 out of 10, Wonderful, (13)
"As usual we had a wonderful stay at the Assateague Inn and cannot wait for our next visit. "
The price is CA $201
CA $339 total
includes taxes & fees
Aug 14 - Aug 15
Only 5 min to Assateague National Seashore!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Deep Hole Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Our family vacation was the week of the annual pony swim. Despite the fact that the hotel was extremely busy, the 100th anniversary swim, the staff was more than accommodating. They were extremely helpful and kind and polite. They went above and beyond. We even got a phone call about a half hour after check-in to make sure we settled in ok and if we needed anything! It's these little things that go a long way! Breakfast was excellent each morning with a variety of foods. The rooms were clean and in excellent shape. It was more than spacious for the 6 of us! Both indoor and outdoor pools were great! Kids went fishing off the pier, although they didn't catch anything. Hotel within walking distance to little park as well as some wonderful shops on the main street. "
Bernice 6-night trip
Posted 8 hours ago
Comfort Suites Chincoteague Island Bayfront Resort