Deep Creek Holiday Rentals

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Holiday Rentals in Deep Creek

Cottage near the Bay

8.8 out of 10, Excellent, (49)
"great, peaceful "
The price is NZ$320
includes taxes & fees
16 Oct - 17 Oct
Cottage near the Bay

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

10.0 out of 10, Exceptional, (34)
"Beautiful, private, relaxing! We loved our stay! The only thing and reason we say 4 stars is we would have loved privacy curtains on the large and small windows. "
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

10.0 out of 10, Exceptional, (3)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
The price is NZ$332
includes taxes & fees
15 Oct - 16 Oct
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

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

10.0 out of 10, Exceptional, (85)
"We had a great time at Colette’s and she was super communicative. Would recommend for a quiet, relaxing getaway!"
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

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

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (180)
"Beautiful, clean, quaint cabin.....only 25 minutes from Chincoteague island. Highly recommend. Thanks so much for the amazing place to stay!!!!"
Cabin at Holdens Creek on Eastern Shore of VA

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

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

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

9.6 out of 10, Exceptional, (22)
"We enjoyed our stay - everything was provided and comfortable. We definitely recommend the location - could go kayaking, biking, and enjoy the back porch every day."
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (124)
"Very nice cute cottage, well stocked. only downfall is that windows don't open in some of the rooms due to age and excess paint."
Charming Cottage - Ultimate Relaxation Destination

Walk to Main St: Condo w/ Pool Access in Crisfield

9.2 out of 10, Wonderful, (7)
"Great location. Needed to be cleaned a bit better. Lots of dust. Fridge and the utensils needed to be cleaned….. One small tv in the living room was not enough. Needed a tv in the bedroom. Good overall. "
Walk to Main St: Condo w/ Pool Access in Crisfield

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

10.0 out of 10, Exceptional, (57)
"Enjoyed the well stocked home filled with everything from kayaks, sun umbrellas and chairs to big spray. Had a wonderful time!"
Waterfront Estate - Amazing Views And Sunsets - Pet Friendly - New rate for 2025

Chesapeake Bay Retreat Private Dock + Beach

10.0 out of 10, Exceptional, (3)
"Wonderful house and phenomenal lot. Very well appointed and extremely well stocked. The lot is absolutely amazing…private, serene and gorgeous views on the water. We’ll definitely return."
Chesapeake Bay Retreat Private Dock + Beach

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

10.0 out of 10, Exceptional, (3)
"What a great stay! Nice location and very quiet. Thoughtful kitchen amenities were appreciated. Definitely worth a return stay!!"
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

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!

Visit waterfront Camp Belle Haven now!

10.0 out of 10, Exceptional, (3)
"Stayed here with my parents, husband, and adult children - we had a family wedding nearby. Fantastic location and great, comfortable house with lots of gathering places - we thoroughly enjoyed the 3 season room, and my adult children took advantage of the dock and kayak! The property manager allowed us to bring our dog with us (for a pet fee) which was greatly appreciated!"
Visit waterfront Camp Belle Haven now!

Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

9.2 out of 10, Wonderful, (158)
"We had an absolute blast over Memorial Day weekend! The house was the perfect getaway — peaceful, relaxing, and full of little adventures. The pier was a highlight for us. We caught 3 stingrays, 2 eels, fish, crab, and even oysters — such a fun variety that kept us on our toes!It was also such a treat to bring our dogs along and include our fur family in the fun. We enjoyed dinner every night in the screened-in patio and sipped coffee each morning on the upstairs deck — just the kind of relaxing...
Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

Virginia Retreat w/ Porch & Grill, Near Beaches!

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

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

9.8 out of 10, Exceptional, (12)
"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

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

8.6 out of 10, Excellent, (4)
"Our stay was amazing. The cabin was exactly as described. 9 family member stayed at the cabin comfortably. The view of the lake was breathtaking, the property was quiet and inviting with plenty of space for celebrating. We came to attend the Crab and Cruise experience which was a short drive from tge property. The surrounding city was quaint and friendly."
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD
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

Find out more about Deep Creek

Find out more about Deep Creek

Everything you need to know about Deep Creek holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Deep Creek holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Deep Creek holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Deep Creek holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Deep Creek. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Deep Creek holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Deep Creek holiday rentals we have selected for you start as low as NZ$320 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Deep Creek rentals

At Expedia, we put the best Deep Creek holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Deep Creek rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Deep Creek holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Deep Creek. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Deep Creek?

Yes, there are holiday rentals close to the most popular sights in Deep Creek, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Deep Creek has to offer?

Cottage near the Bay: This holiday home rental outside of Deep Creek is equipped with a BBQ, 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 that 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 Tangier Island Beach. Hang Glide Virginia and North Street Market are a couple of places you'll find in the wider area.

What are holiday rentals like in Deep Creek?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Deep Creek. Holiday rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.