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, (1 review)
"The booking was fast and easy. When we got there the place was very clean and organized. I would totally recommend this location to friends and loved ones. We had a wonderful time there. The whole experience was great from booking to leaving."
United States
Jessika S.
The price is CA $215
CA $343 total
includes taxes & fees
May 1 - May 2
Smith Beach cottage w/ private sunset

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 $289
CA $368 total
includes taxes & fees
Apr 26 - Apr 27
Restored 1930’s Tiny Home 3 min to Cape Charles

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 $308
CA $392 total
includes taxes & fees
Apr 26 - Apr 27
Whimsical Tiny House, Cape Charles Virginia

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 CA $289
CA $368 total
includes taxes & fees
Apr 26 - Apr 27
Experience Tiny Living, in Cape Charles, Va

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 $308
CA $395 total
includes taxes & fees
May 11 - May 12
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
The price is CA $289
CA $368 total
includes taxes & fees
Apr 26 - Apr 27
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 CA $327
CA $418 total
includes taxes & fees
Apr 27 - Apr 28
Tiny House Hideaway with King sized Bed

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 $307
CA $722 total
includes taxes & fees
Apr 24 - Apr 25
Bay Creek Meets Historic Cape Charles! pool access!

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (21 reviews)
"The duplex was in a great location, very clean, and had everything you could possibly need. "
United States
Sam B.
The price is CA $241
CA $592 total
includes taxes & fees
Apr 28 - Apr 29
Salt Box, One Block to the Beach

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 $289
CA $371 total
includes taxes & fees
May 11 - May 12
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, (45 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is CA $342
CA $489 total
includes taxes & fees
Apr 27 - Apr 28
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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, (147 reviews)
"Great place to stay. Near the beach and host was great "
United States
Richard R.
The price is CA $253
CA $672 total
includes taxes & fees
Apr 29 - Apr 30
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

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, (29 reviews)
"We very much enjoyed our stay on Cape Charles. The house was in great shape and the host was very responsive to all questions."
United States
Robert K.
The price is CA $417
CA $1,330 total
includes taxes & fees
Apr 27 - Apr 28
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Near Beach & Trails: Elegant Home in Cape Charles!

Near Beach & Trails: Elegant Home in Cape Charles!
3.0 star property
Cape Charles
The price is CA $335
CA $1,312 total
includes taxes & fees
Apr 27 - Apr 28
Near Beach & Trails: Elegant Home in Cape Charles!

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, (10 reviews)
"We had a wonderful and relaxing stay at this Cape Charles property. The hosts were attentive and welcoming, checking in to make sure we had everything we needed. The bed was comfortable, the kitchen was well-stocked with everything we needed for cooking, and the house itself was so cute and cozy. The location was perfect, within easy walking distance of downtown shops and restaurants. We’d definitely stay here again!"
United States
Regina J.
The price is CA $164
CA $480 total
includes taxes & fees
Apr 29 - Apr 30
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks 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 CA $600
CA $1,912 total
includes taxes & fees
Apr 26 - Apr 27
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is CA $221
CA $684 total
includes taxes & fees
Apr 29 - Apr 30
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

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 CA $288
CA $729 total
includes taxes & fees
Apr 26 - Apr 27
Bayside Getaways Oyster Oasis - 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
10.0 out of 10, Exceptional, (1 review)
"All good!"
United States
Victoria B.
The price is CA $158
CA $541 total
includes taxes & fees
Apr 27 - Apr 28
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

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 CA $350
CA $675 total
includes taxes & fees
Apr 30 - May 1
Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles 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?

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.