Holiday Rentals in Smith Beach

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Holiday Rentals in Smith Beach

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (85)
"We had a great trip, the rental was a good size, clean and perfect location"
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (136)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

9.6 out of 10, Exceptional, (40)
"Nice apartment overlooking a yacht marina and Coast Guard station. Very scenic and charming. An easy walk to restaurants and coffee shops in town, and a long sandy beach."
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (47)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (132)
"House and surroundings are gorgeous and peaceful."
Private, 7-acre waterfront retreat on Winter Harbor Haven

Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

10.0 out of 10, Exceptional, (2)
"We had an amazing time for a family getaway. There was ample room for six adults and two kids to and under the host were great and super accommodating and helpful with helping us to get everything set up so that we were able to enjoy the golf course and the pool we would love to come again"
Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (129)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is €294
includes taxes & fees
22 Jul - 23 Jul
Pet Friendly Tiny Livin 3min from Cape Charles

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (23)
"Great location, close to town, beach, fishing spots. very clean, safe and spacious parking for boats."
Perfect Cozy Vacation Rental on the Eastern Shore

Overlooking Park with 1st and 2nd Floor Primary Suites.

10.0 out of 10, Exceptional, (89)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (34)
"Clean, comfortable beds, close to town and beach, beach chairs, beach towels provided and a beautiful porch to sit and watch the world go by. Fantastic stay. Will be back!"
Cape Utopia - sister to existing ID# 7559899

Delmarva - Brand new condo in downtown Cape Charles!

Delmarva - Brand new condo in downtown Cape Charles!

The Back 9 | Chesapeake Properties

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great place ...pool great. ... beach and town great ..."
The Back 9 | Chesapeake Properties

Cape Charles home with pool and golf cart 5 minutes from the beach!

8.6 out of 10, Excellent, (9)
"We had a wonderful stay at Sunshine Bay Dream! The house was clean, lovely and very relaxing. The bed was incredibly comfortable. We loved having access to the golf cart (a must for the full Cape Charles experience) and the nostalgic fun of the Ms. Pac-Man table. It was the perfect setting for much-needed R&R. Typically, we stay in town, but this tranquil location was a refreshing change of pace. Highly recommend for a fun and relaxing getaway!"
Cape Charles home with pool and golf cart 5 minutes from the beach!

The Beach Peach - Downtown location with new charm!

The Beach Peach - Downtown location with new charm!

Crabba-Dabba-Doo | Chesapeake Properties

10.0 out of 10, Exceptional, (3)
Crabba-Dabba-Doo | Chesapeake Properties

The Farm Overlook Treehouse At Blanchard Farm

10.0 out of 10, Exceptional, (1)
The price is €112
includes taxes & fees
12 Jul - 13 Jul
The Farm Overlook Treehouse At Blanchard Farm

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (58)
"Beautiful house on the bay. Well equipped kitchen. Plenty of beds. Gorgeous sunsets."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Family Friendly 3 Blocks to Beach with Great Amenities

9.8 out of 10, Exceptional, (84)
"The house was very cute and comfortable! Even better than the pictures showed. We had two families with small children and we were very comfortable. Good proximity to the beach and the park with a nice playground!"
Family Friendly 3 Blocks to Beach with Great Amenities

Minutes to the BEACH! Boat friendly, fire pit, bocci & large yard for famly fun!

10.0 out of 10, Exceptional, (16)
"We had a great stay with the whole family! Minutes from the beach and excellent amenities."
Minutes to the BEACH! Boat friendly, fire pit, bocci & large yard for famly fun!
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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Frequently asked questions

Are there holiday rentals in Smith Beach?

Yes, there are holiday rentals close to the most popular sights in Smith Beach, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Smith Beach has to offer?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: This holiday home rental outside of Smith Beach is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Smith Beach?

While you're exploring the area, Dog Beach and Cape Charles Beach are a couple of picturesque spots to get outside and enjoy nature. Barrier Islands Center and Cape Charles Museum & Welcome Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Smith Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Smith Beach. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.