Smith Beach Vacation Rentals

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Our top choices for Smith Beach vacation 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 CA $328
CA $417 total
includes taxes & fees
Feb 23 - Feb 24
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 CA $384
CA $490 total
includes taxes & fees
Feb 19 - Feb 20
Pet Friendly Tiny Livin 3min from Cape Charles

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 CA $314
CA $397 total
includes taxes & fees
Mar 1 - Mar 2
Restored 1930’s Tiny Home 3 min to Cape Charles

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 CA $101
CA $408 total
includes taxes & fees
Mar 1 - Mar 2
Salt Box, One Block to the Beach

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 CA $276
CA $680 total
includes taxes & fees
Feb 19 - Feb 20
Bay Creek Meets Historic Cape Charles! pool access!

Tiny House 3 min from Down Town Cape Charles

Tiny House 3 min from Down Town Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
United States
Robert
The price is CA $314
CA $400 total
includes taxes & fees
Feb 23 - Feb 24
Tiny House 3 min from Down Town Cape Charles

The Waverly Tree House

The Waverly Tree House
Machipongo
The Waverly Tree House

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 CA $345
CA $440 total
includes taxes & fees
Feb 19 - Feb 20
Tiny House Hideaway with King sized Bed

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 CA $314
CA $400 total
includes taxes & fees
Mar 5 - Mar 6
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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 CA $245
CA $721 total
includes taxes & fees
Feb 23 - Feb 24
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

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 CA $306
CA $390 total
includes taxes & fees
Feb 23 - Feb 24
Tiny House close to the Beaches of Cape Charles

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 CA $127
CA $497 total
includes taxes & fees
Feb 24 - Feb 25
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 CA $157
CA $468 total
includes taxes & fees
Feb 23 - Feb 24
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

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 CA $239
CA $650 total
includes taxes & fees
Feb 22 - Feb 23
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

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 CA $341
CA $485 total
includes taxes & fees
Feb 22 - Feb 23
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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 CA $415
CA $1,324 total
includes taxes & fees
Feb 19 - Feb 20
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

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 CA $272
CA $1,009 total
includes taxes & fees
Feb 28 - Mar 1
Blue Haven - Chesapeake Properties

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
The price is CA $147
CA $519 total
includes taxes & fees
Mar 2 - Mar 3
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

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
The price is CA $190
CA $728 total
includes taxes & fees
Feb 23 - Feb 24
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"The hosts are extremely welcoming and warm, clearly see dogs as family - they have everything to make both puppies and humans feel safe and welcome.The neighborhood is quiet, serene, walkable to everything. The town is family friendly and fun."
United States
Lisa K.
The price is CA $153
CA $463 total
includes taxes & fees
Feb 23 - Feb 24
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Smith Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
: This vacation home near Smith Beach is located on the waterfront and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

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.