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Smith Beach Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Smith Beach vacation rentals

Property grounds

1. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
$379 nightly
The price is $441
Sep 7 - Sep 8
Total with taxes and fees
Smith Beach cottage w/ private sunset
Exterior

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, (5 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.
$429 nightly
The price is $486
Sep 23 - Sep 24
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Beach

3. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
Smart TV, DVD player, books

4. 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, (62 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
$468 nightly
The price is $530
Sep 21 - Sep 22
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Beach nearby

5. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
Beach nearby

6. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
$320 nightly
The price is $363
Aug 26 - Aug 27
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
Beach

7. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va
TV, offices

8. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (6 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
$320 nightly
The price is $363
Aug 26 - Aug 27
Total with taxes and fees
Crab Crib Loft in Historic Downtown Cape Charles
Property grounds

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.
$486 nightly
The price is $541
Sep 3 - Sep 4
Total with taxes and fees
The Waverly Tree House
Exterior

10. 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.
$468 nightly
The price is $529
Sep 2 - Sep 3
Total with taxes and fees
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Terrace/patio

11. 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, (70 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
$315 nightly
The price is $358
Aug 30 - Aug 31
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
1 bedroom, iron/ironing board, WiFi, bed sheets

12. 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
$382 nightly
The price is $427
Sep 1 - Sep 2
Total with taxes and fees
Tiny House Hideaway with King sized Bed
Exterior

13. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (12 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.
$591 nightly
The price is $668
Sep 23 - Sep 24
Total with taxes and fees
Beautifully Renovated Cottage
Beach nearby

14. 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, (151 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.
$479 nightly
The price is $542
Sep 18 - Sep 19
Total with taxes and fees
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Beach nearby

15. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
$342 nightly
The price is $383
Sep 1 - Sep 2
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles
Beach nearby

16. 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
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Beach nearby

17. 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.
$368 nightly
The price is $412
Sep 1 - Sep 2
Total with taxes and fees
Whimsical Tiny House, Cape Charles Virginia
Property grounds

18. 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.
$569 nightly
The price is $643
Aug 27 - Aug 28
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
Interior

19. 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, (64 reviews)
"Nice old house. Great for birthday getaway. "
United States
Joseph R.
$674 nightly
The price is $761
Sep 7 - Sep 8
Total with taxes and fees
GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING
Property grounds

20. 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.
$433 nightly
The price is $468
Sep 2 - Sep 3
Total with taxes and fees
Salt Box, One Block to the 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

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Stay was excellent, staff was wonderful, well recommend to family and friends"
Regina 2-night trip
Posted 5 hours ago
Hampton Inn & Suites Exmore - Eastern Shore

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. Oyster Farm Marina and Cape Charles Harbor 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.