Deep Creek Vacation Rentals

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Browse Select Deep Creek Vacation Homes

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is CA $112
CA $261 total
includes taxes & fees
Aug 31 - Sep 1
Cottage near the Bay

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (2)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Inviting Waterfront Cottage on Cedar Creek

10.0 out of 10, Exceptional, (37)
"We had a wonderful stay. We enjoyed the kayaks and the firepit as well as a few local restaurants. The house was clean and the host was very responsive. "
Inviting Waterfront Cottage on Cedar Creek

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!

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

9.2 out of 10, Wonderful, (156)
"Beautiful spot. Location location location! Can’t wait to go back"
Remote Secluded Waterfront Estate OPEN for Chincoteague Pony Week. Only 37 Mi

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (21)
"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

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

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"The house was beautiful and our stay was great. Looking forward to future visits. "
Par-Lon - Private Raised Waterfront Home on the Pocomoke River

Creek House - Waterfront Oasis on Holden's Creek

9.6 out of 10, Exceptional, (10)
"This property was lovely in every respect—its site on Holdens Creek, its living and sleeping spaces, and its proximity to Assateague where we went for a day. We highly recommend it for a family group. "
Creek House - Waterfront Oasis on Holden's Creek

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

10.0 out of 10, Exceptional, (32)
"Beautiful panorama!"
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

9.4 out of 10, Exceptional, (6)
"The property was perfect for a very relaxing weekend. The house was exactly what we needed for our little group."
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

Calling all hunters, almost 33 more acres across the street used for hunting.

9.0 out of 10, Wonderful, (30)
"This house and property are beautiful. It is very secluded and right on the water. The house was spotless when I arrived and has everything you need or want. The pool is huge. I had an awesome stay and I cannot wait until I go back in August!"
Calling all hunters, almost 33 more acres across the street used for hunting.

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

10.0 out of 10, Exceptional, (26)
"Wonderful stay and beautiful accomodations"
The price is CA $210
CA $439 total
includes taxes & fees
Aug 25 - Aug 26
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Secluded Seaside Village Retreat in Fishing Town

9.4 out of 10, Exceptional, (13)
"We were very comfortable during our stay!"
Secluded Seaside Village Retreat in Fishing Town

Chesapeake Bay Retreat Private Dock + Beach

10.0 out of 10, Exceptional, (1)
"Came to the eastern shore for a wedding-could not have found a better property or owner! Great communication, property was better than advertised—we will be back!! Thanks so much to Genevieve for being so attentive and helpful!!!"
Chesapeake Bay Retreat Private Dock + Beach

Come, sit back and relax at the "Catch of the Bay"

10.0 out of 10, Exceptional, (6)
"It was very good, very clean and cozy. I would recommend the place for sure."
Come, sit back and relax at the "Catch of the Bay"

Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

10.0 out of 10, Exceptional, (84)
"Our family had a great time staying there for Thanksgiving. The house was charming and beautifully decorated in the style of the Eastern Shore. Plenty of space to hang out or spread out! The kids really loved the Turtle Room We would certainly stay here again!"
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

Secluded Home near Chincoteague Island with VB&BB

9.2 out of 10, Wonderful, (12)
"Very nice place, that was close to the beach and stores. Yet secluded. Loved it, and would book again."
Secluded Home near Chincoteague Island with VB&BB

Virginia Retreat w/ Porch & Grill, Near Beaches!

10.0 out of 10, Exceptional, (7)
"Beautiful home; worked perfectly for our family!"
Virginia Retreat w/ Porch & Grill, Near Beaches!

Blue Heron - A Breathtaking Eastern Shore Vacation Experience!

9.8 out of 10, Exceptional, (31)
"Had a very pleasant few days in this house celebrating a birthday. The area is relaxing and calm, beautiful views and the house was so cozy!"
Blue Heron - A Breathtaking Eastern Shore Vacation Experience!
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