Deep Creek Vacation Rentals

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Vacation Rentals in Deep Creek

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (170)
"I like the fact that we were away from the hustle and bustle. The beaches are near by. And it was an overall great experience. Especially if you like secluded areas "
Cabin at Holdens Creek on Eastern Shore of VA

Cottage near the Bay

9.0 out of 10, Wonderful, (38)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
$178 nightly
The price is $189
Aug 3 - Aug 4
Total includes taxes and fees
Cottage near the Bay

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (13)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
$276 nightly
The price is $304
Aug 1 - Aug 2
Total includes taxes and fees
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (20)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach

Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.4 out of 10, Exceptional, (20)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (1)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

9.2 out of 10, Wonderful, (155)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

10.0 out of 10, Exceptional, (1)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

10.0 out of 10, Exceptional, (32)
"I have to admit, I didn’t want to leave - so I stayed another night.The Barn itself is just absolute perfection…. Not to mention the beyond beautiful setting!I haven’t been that relaxed in years."
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (14)
"Beautiful slice of heaven on the creek. Lots of wildlife and close enough to downtown that you can have a nice night out or just light a fire and enjoy nature."
Awesome private off grid cabin with creek view.

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (36)
"Beautiful location! Great for a family long weekend! We had a awesome time together!"
Bayfront Retreat w/ Game Room + Outdoor Pool!

Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

10.0 out of 10, Exceptional, (57)
"What an amazing home and property!! We just returned from a great stay and cant say enough about this gorgeous house! From the beautiful decor, well stocked kitchen, barn full of toys, there isnt a thing that was overlooked by the owners! Cant wait to return!"
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

Beautiful, Waterfront, Luxury

10.0 out of 10, Exceptional, (4)
"Great place for a weekend away - house was beautiful and hosts were always quick to answer"
Beautiful, Waterfront, Luxury

Creek House - Waterfront Oasis on Holden's Creek

9.6 out of 10, Exceptional, (9)
"Beautiful Home, Great Location, Great Communication with Vrbo and the owner. All appliances were up to date and easy to use. "
Creek House - Waterfront Oasis on Holden's Creek

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had an amazing time here very piecefull and beautiful "
Par-Lon - Private Raised Waterfront Home on the Pocomoke River

Have fun with the whole family!

2.0 star property
Have fun with the whole family!

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

10.0 out of 10, Exceptional, (2)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

10.0 out of 10, Exceptional, (1)
"Peaceful, relaxing place with wonderful waterfront views. House is spacious and well-stocked, with a large fenced yard. We enjoyed catching fish and blue crabs right from the dock and kayaking on the river. Highly recommend. "
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

10.0 out of 10, Exceptional, (3)
"Two families with kids stayed here for a long weekend - wonderful house with everything we needed, plus a beautiful pond and fire pit outside. Easy drive to Crisfield to catch the ferry to Smith Island, plus kayaking in Janes Island State Park. Great getaway spot in a quiet part of the eastern shore. Host was super-responsive!"
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
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 Creek Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Deep Creek?

Yes, you can find vacation rentals near popular attractions in Deep Creek, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Deep Creek?

Cottage near the Bay: This vacation home rental near Deep Creek is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Deep Creek?

While exploring the area, visit family-friendly sights like SouthEast Expeditions, or get outside and enjoy nature at Accomack Wayside. Hang Glide Virginia and North Street Market are a couple of places you'll find in the larger area.

What are vacation rentals like in Deep Creek?

Vacation rentals are privately owned accommodations you can book for several days or longer in Deep Creek. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.