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Smith Beach Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Smith Beach holiday rentals

A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

1. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is AU$610
includes taxes & fees
7 Sept - 8 Sept
Smith Beach cottage w/ private sunset
A two-story house with a porch, white railings, and a front door.

2. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is AU$672
includes taxes & fees
26 Aug - 27 Aug
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

3. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is AU$455
includes taxes & fees
1 Sept - 2 Sept
Tiny House close to the Beaches of Cape Charles
A living room with a light blue wall, a wooden coffee table, a beige sofa with blue cushions, a wicker chair, and a patterned rug.

4. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (62 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
The price is AU$759
includes taxes & fees
13 Sept - 14 Sept
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

5. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
The price is AU$455
includes taxes & fees
1 Sept - 2 Sept
Restored 1930’s Tiny Home 3 min to Cape Charles
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

6. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
The price is AU$498
includes taxes & fees
26 Aug - 27 Aug
Oyster Oasis, Modern Loft in Historic Downtown
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

7. Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is AU$455
includes taxes & fees
1 Sept - 2 Sept
Experience Tiny Living, in Cape Charles, Va
A living room with a brick wall, a sofa, a coffee table, and a colorful rug.

8. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (6 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
The price is AU$498
includes taxes & fees
26 Aug - 27 Aug
Crab Crib Loft in Historic Downtown Cape Charles
A wooden deck with a chair, a welcome mat, and a view of a forest.

9. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The price is AU$741
includes taxes & fees
3 Sept - 4 Sept
The Waverly Tree House
A two-story house with a porch, a front door, and a garage.

10. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is AU$734
includes taxes & fees
2 Sept - 3 Sept
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
A covered deck with wooden chairs and tables, overlooking a marina with boats.

11. The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (70 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is AU$481
includes taxes & fees
3 Sept - 4 Sept
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

12. Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is AU$575
includes taxes & fees
1 Sept - 2 Sept
Tiny House Hideaway with King sized Bed
A two-story house with a covered porch, a front door, and a small front yard.

13. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is AU$913
includes taxes & fees
23 Sept - 24 Sept
Beautifully Renovated Cottage
A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

14. Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (151 reviews)
"Very nice home close to the beach. There are lots of restaurants and shopping within walking distance as well. We enjoyed coffee on the porch in the mornings and the kids loved all the beach time. "
United States
Lydia D.
The price is AU$732
includes taxes & fees
18 Sept - 19 Sept
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

15. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is AU$516
includes taxes & fees
1 Sept - 2 Sept
Pet Friendly Tiny Livin 3min from Cape Charles
A beach scene with sand dunes and a boardwalk.

16. Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is AU$455
includes taxes & fees
1 Sept - 2 Sept
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
A beach with a sandy shore, a few scattered rocks, and a distant shoreline with vegetation and buildings.

17. Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is AU$567
includes taxes & fees
7 Sept - 8 Sept
Whimsical Tiny House, Cape Charles Virginia
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

18. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is AU$888
includes taxes & fees
27 Aug - 28 Aug
Cape Haven - Condo 1.5 Blocks from Beach
A cozy room with a striped sofa, ottoman, and a window with a view.

19. GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (64 reviews)
"Nice old house. Great for birthday getaway. "
United States
Joseph R.
The price is AU$1,052
includes taxes & fees
7 Sept - 8 Sept
GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING
A wooden boardwalk leading to a beach with a sunset view.

20. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
The price is AU$712
includes taxes & fees
22 Sept - 23 Sept
Salt Box, One Block to the Beach
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 Smith Beach Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Stay was excellent, staff was wonderful, well recommend to family and friends"
Regina 2-night trip
Posted 4 hours ago
Hampton Inn & Suites Exmore - Eastern Shore

Find out more about Smith Beach

Everything you need to know about Smith Beach 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 Smith Beach 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 Smith Beach holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Smith Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Smith Beach. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smith Beach 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 Smith Beach holiday rentals we have selected for you start as low as AU$481 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Smith Beach rentals

At Expedia, we put the best Smith Beach 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 Smith Beach 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 Smith Beach 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 Smith Beach. 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

Are there holiday rentals in Smith Beach?

Yes, there are holiday rentals close to the most popular sights in Smith Beach, 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 Smith Beach has to offer?

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles: This highly rated holiday home rental in Smith Beach is located on the waterfront, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Smith Beach?

While you're exploring the area, Chesapeake Bay and Cape Charles Beach are a couple of picturesque spots to get outside and enjoy nature. Oyster Farm Marina and Cape Charles Harbor are a couple of places you'll find in the wider area.

What are holiday rentals like in Smith Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Smith Beach. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.