Smith Beach Holiday Rentals

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Our top choices for Smith Beach holiday rentals

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$432
includes taxes & fees
24 Feb - 25 Feb
Whimsical Tiny House, Cape Charles Virginia

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is AU$506
includes taxes & fees
25 Feb - 26 Feb
Pet Friendly Tiny Livin 3min from Cape Charles

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$401
includes taxes & fees
1 Mar - 2 Mar
Experience Tiny Living, in Cape Charles, Va

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is AU$410
includes taxes & fees
1 Mar - 2 Mar
Restored 1930’s Tiny Home 3 min to Cape Charles

Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!
Cape Charles
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
The price is AU$687
includes taxes & fees
24 Feb - 25 Feb
Bay Creek Meets Historic Cape Charles! pool access!

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$410
includes taxes & fees
1 Mar - 2 Mar
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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$455
includes taxes & fees
25 Feb - 26 Feb
Tiny House Hideaway with King sized Bed

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$403
includes taxes & fees
24 Feb - 25 Feb
Tiny House close to the Beaches of Cape Charles

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
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
The price is AU$742
includes taxes & fees
24 Feb - 25 Feb
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

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

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.6 out of 10, Exceptional, (40 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is AU$500
includes taxes & fees
24 Feb - 25 Feb
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Waverly Tree House

The Waverly Tree House
Machipongo
The price is AU$416
includes taxes & fees
24 Feb - 25 Feb
The Waverly Tree House

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, (145 reviews)
"Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. "
United States
Thomas R.
The price is AU$656
includes taxes & fees
24 Feb - 25 Feb
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Blue Haven - Chesapeake Properties

Blue Haven - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved pretty much everything about this house! Highly recommend!"
United States
Elizabeth K.
The price is AU$1,031
includes taxes & fees
28 Feb - 1 Mar
Blue Haven - Chesapeake Properties

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Cape Charles
10.0 out of 10, Exceptional, (28 reviews)
"The comfort and ease of this property was perfect for our quick wedding weekend! I just wish we could have more time to relax and use the amenities."
United States
Barbara A.
The price is AU$1,326
includes taxes & fees
24 Feb - 25 Feb
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (18 reviews)
"Loved our stay at the Salt Box! Great location and cute house - wish we could have stayed longer. "
United States
Katie I.
The price is AU$423
includes taxes & fees
1 Mar - 2 Mar
Salt Box, One Block to the Beach

Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach

Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Great location! Nice amenities and very helpful hosts."
United States
Sallie M.
The price is AU$678
includes taxes & fees
8 Mar - 9 Mar
Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful home and very well equipped with everything you would need to have a wonderful vacation. Perfect location just blocks from the park/play ground, down town and the beach."
United States
Scott D.
The price is AU$2,040
includes taxes & fees
24 Feb - 25 Feb
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

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
The price is AU$500
includes taxes & fees
24 Feb - 25 Feb
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is AU$479
includes taxes & fees
4 Mar - 5 Mar
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Bayside Getaways Oyster Oasis - Chesapeake Properties

Bayside Getaways Oyster Oasis - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
The price is AU$607
includes taxes & fees
24 Feb - 25 Feb
Bayside Getaways Oyster Oasis - Chesapeake Properties
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

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$423 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?

Nassawadox Creek Waterfront Home with Private Pool: This holiday home rental outside of Smith Beach is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ 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. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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. Barrier Islands Center and Oyster Farm Marina 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.