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Smith Beach Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Smith Beach vacation 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
9.4 out of 10, Exceptional, (24 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
$381 nightly
The price is $444
Oct 19 - Oct 20
Total with taxes and fees
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, (7 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.
$339 nightly
The price is $385
Oct 20 - Oct 21
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A two-story house with a covered porch, a front door, and a small front yard.

3. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 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.
$478 nightly
The price is $540
Oct 28 - Oct 29
Total with taxes and fees
Beautifully Renovated Cottage
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

4. 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.
$446 nightly
The price is $505
Oct 21 - Oct 22
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
Property grounds

5. Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!

Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
Historic Downtown Cape Charles
$315 nightly
The price is $358
Oct 21 - Oct 22
Total with taxes and fees
Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
Bright modern kitchen with stainless appliances and stylish tile backsplash

6. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
$388 nightly
The price is $432
Oct 20 - Oct 21
Total with taxes and fees
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
A two-story house with a porch, a front door, and a garage.

7. 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.
$386 nightly
The price is $437
Oct 19 - Oct 20
Total with taxes and fees
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

8. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (12 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
$333 nightly
The price is $378
Oct 25 - Oct 26
Total with taxes and fees
Walk 2 Beach & Restaurants~Central Park~ King Bed!
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.
$311 nightly
The price is $346
Oct 19 - Oct 20
Total with taxes and fees
The Waverly Tree House
A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

10. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
$325 nightly
The price is $369
Oct 22 - Oct 23
Total with taxes and fees
Walk to Dining, Beach & Park~Family Friendly Home!
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.

11. 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, (65 reviews)
"Fantastic house in a great location in a fabulous town!"
United States
Anonymous traveler
$489 nightly
The price is $553
Oct 27 - Oct 28
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A covered patio with a wooden ceiling, a table with chairs, and a view of a backyard with a grill and greenery.

12. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
$445 nightly
The price is $503
Oct 21 - Oct 22
Total with taxes and fees
Golf cart included! 5 blocks to the beach, and in historic district!
A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

13. 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, (152 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.
$446 nightly
The price is $505
Nov 1 - Nov 2
Total with taxes and fees
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A porch with two Adirondack chairs, a small potted plant, and a mailbox.

14. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
$432 nightly
The price is $489
Oct 19 - Oct 20
Total with taxes and fees
The Peach St. House - 1 Block to Park and Shops, close to beach!
A wooden boardwalk leading to a beach with a sunset view.

15. 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.
$399 nightly
The price is $431
Oct 25 - Oct 26
Total with taxes and fees
Salt Box, One Block to the Beach
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

16. 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.
$274 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

17. 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.
$239 nightly
The price is $267
Oct 19 - Oct 20
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
A beach scene with sand dunes and a boardwalk.

18. 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
$239 nightly
The price is $267
Oct 19 - Oct 20
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

19. 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.
$249 nightly
The price is $278
Nov 12 - Nov 13
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va
Cozy lounge nook with board games, puzzles, and warm natural light

20. 1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm

1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm
Cape Charles
$516 nightly
The price is $584
Oct 20 - Oct 21
Total with taxes and fees
1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm
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

Shore Stay Suites

Shore Stay Suites

10/10 Excellent
"A nice place to stop on my way south. Comfortable room that had everything that I needed. The staff was courteous and professional."
Harry 1-night trip
Posted 4 hours ago
Shore Stay Suites

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 $358 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.