Smith Beach Vacation Rentals

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Our top choices for Smith Beach vacation rentals

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
$381 nightly
The price is $444
May 27 - May 28
Total with taxes and fees
Smith Beach cottage w/ private sunset

Park Place - Comfy Condo Close to Beach

Park Place - Comfy Condo Close to Beach
Kiptopeke
9.8 out of 10, Exceptional, (51 reviews)
"Quiet qnd very convenient"
United States
Hocine B.
$597 nightly
The price is $664
Jun 3 - Jun 4
Total with taxes and fees
Park Place - Comfy Condo Close to Beach

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.
$232 nightly
The price is $259
May 31 - Jun 1
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va

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.
$252 nightly
The price is $283
May 27 - May 28
Total with taxes and fees
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.
$255 nightly
The price is $286
May 31 - Jun 1
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles

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
$237 nightly
The price is $265
May 27 - May 28
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
$237 nightly
The price is $265
May 28 - May 29
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles

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
$259 nightly
The price is $290
May 27 - May 28
Total with taxes and fees
Tiny House Hideaway with King sized Bed

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (22 reviews)
"The duplex was in a great location, very clean, and had everything you could possibly need. "
United States
Sam B.
$454 nightly
The price is $492
May 28 - May 29
Total with taxes and fees
Salt Box, One Block to the Beach

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 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.
$297 nightly
The price is $331
May 27 - May 28
Total with taxes and fees
The Waverly Tree House

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.
$232 nightly
The price is $259
May 28 - May 29
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles

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, (49 reviews)
"Cozy spot with great views. An easy walk to the Shanty then downtown. We only stayed one night but it was perfect!"
United States
Vicki M.
$314 nightly
The price is $357
May 31 - Jun 1
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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, (62 reviews)
"Nice old house. Great for birthday getaway. "
United States
Joseph R.
GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

Bayside Getaways Oyster Oasis - Chesapeake Properties

Bayside Getaways Oyster Oasis - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (6 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
$353 nightly
The price is $400
May 27 - May 28
Total with taxes and fees
Bayside Getaways Oyster Oasis - Chesapeake Properties

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.
$348 nightly
The price is $395
May 28 - May 29
Total with taxes and fees
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

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, (4 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.
$450 nightly
The price is $509
May 31 - Jun 1
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

Family-Friendly Fun Just 1 Block from Downtown Cape Charles

Family-Friendly Fun Just 1 Block from Downtown Cape Charles
Historic Downtown Cape Charles
9.0 out of 10, Wonderful, (52 reviews)
"Beautiful home, tons of room! Had a great stay there!"
United States
Colleen B.
$873 nightly
The price is $985
May 27 - May 28
Total with taxes and fees
Family-Friendly Fun Just 1 Block from Downtown Cape Charles

Sandy Cheeks – Where Coastal Charm Meets Modern Comfort<br>

Sandy Cheeks – Where Coastal Charm Meets Modern Comfort<br>
Historic Downtown Cape Charles
8.0 out of 10, Very Good, (1 review)
"great visit "
United States
Kelly A.
$440 nightly
The price is $498
May 27 - May 28
Total with taxes and fees
Sandy Cheeks – Where Coastal Charm Meets Modern Comfort<br>

Sisters 3 by the Sea, 400 Feet To The Beach

Sisters 3 by the Sea, 400 Feet To The Beach
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (168 reviews)
"We had a great stay. The location is amazing! The beach is right across the street, and shops and restaurants are within walking distance."
United States
Rene N.
$680 nightly
The price is $768
May 27 - May 28
Total with taxes and fees
Sisters 3 by the Sea, 400 Feet To The Beach

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Historic Downtown Cape Charles
$579 nightly
The price is $645
May 27 - May 28
Total with taxes and fees
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 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

Find out more about Smith Beach

Everything you need to know about Smith Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Smith Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smith Beach vacation 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 low season months. For more hustle and bustle, you may prefer to visit Smith Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $357 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Smith Beach rentals

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

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 vacation rentals in Smith Beach?

Yes, we give you a choice of vacation rentals near well known attractions in Smith Beach, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Smith Beach?

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles: Visitors give good reviews to this Smith Beach vacation home rental, which is located on the waterfront and has a balcony, a barbecue grill, 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 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. Barrier Islands Center and Oyster Farm Marina are a couple of places you'll find in the larger area.

What are vacation rentals like in Smith Beach?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Smith Beach. Vacation rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.