Smith Beach Holiday Rentals from AU$494: Search Short-Term Rentals

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Our top choices for Smith Beach holiday 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

Cape Charles

Ryan M.

includes taxes & fees

12 Oct - 13 Oct

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.

2. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Historic Downtown Cape Charles

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

3. Tiny House Hideaway with King sized Bed

Cape Charles

Leslie

includes taxes & fees

1 Nov - 2 Nov

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

Historic Downtown Cape Charles

Donna L.

includes taxes & fees

21 Oct - 22 Oct

A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

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

Historic Downtown Cape Charles

Lydia D.

includes taxes & fees

1 Nov - 2 Nov

A covered deck with wooden chairs and tables, overlooking a marina with boats.

6. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

Cape Charles

Thomas

includes taxes & fees

19 Oct - 20 Oct

A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

7. Tiny House close to the Beaches of Cape Charles

Cape Charles

Charles B.

includes taxes & fees

15 Oct - 16 Oct

A two-story house with a porch, white railings, and a front door.

8. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

Historic Downtown Cape Charles

Doreen G.

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with a chair, a welcome mat, and a view of a forest.

9. The Waverly Tree House

Machipongo

Jeanna C.

includes taxes & fees

13 Oct - 14 Oct

A wooden boardwalk leading to a beach with a sunset view.

10. Salt Box, One Block to the Beach

Historic Downtown Cape Charles

Sharon L.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

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

Historic Downtown Cape Charles

Alex and Celena M.

includes taxes & fees

13 Oct - 14 Oct

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!

Historic Downtown Cape Charles

Lori G.

includes taxes & fees

21 Oct - 22 Oct

A two-story house with a porch, a front door, and a garage.

13. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Historic Downtown Cape Charles

Elsie W.

includes taxes & fees

14 Oct - 15 Oct

A sandy beach with dunes, a pier, and a lighthouse in the distance.

14. Sisters 3 by the Sea, 400 Feet To The Beach

Historic Downtown Cape Charles

Lisa G.

A beach with a sandy shore, a few scattered rocks, and a distant shoreline with vegetation and buildings.

15. Tiny House 3 min from Down Town Cape Charles

Cape Charles

Robert

includes taxes & fees

24 Oct - 25 Oct

A two-story house with a covered porch, a front door, and a small front yard.

16. Beautifully Renovated Cottage

Historic Downtown Cape Charles

Wayland A.

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

17. Oyster Oasis, Modern Loft in Historic Downtown

Historic Downtown Cape Charles

Will C.

includes taxes & fees

12 Oct - 13 Oct

A beach scene with a couple walking along the shore.

18. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

Cape Charles

Julia O.

includes taxes & fees

12 Oct - 13 Oct

A multi-level interior with a wooden staircase, white railings, and a view into the upper floor.

19. Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Historic Downtown Cape Charles

Christine H.

includes taxes & fees

12 Oct - 13 Oct

20. Restored 1930’s Tiny Home 3 min to Cape Charles

Cape Charles

Kevin B.

includes taxes & fees

12 Oct - 13 Oct

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Top Smith Beach Hotel Reviews

Sisters 3 by the Sea, 400 Feet To The Beach

10/10 Excellent

"I think better seating on the front porch would be nice. A swing, Adirondack chairs. I did like having a table. The view from the front porch was the best. I think with the sulfer smell a water filtration system is a must if it gets the smell out. Not sure if it would or not."

The Baywood Bed & Breakfast

10/10 Excellent

"My husband and I thoroughly enjoyed our stay at Baywood on the Bay. Sharon was very helpful in getting us settled and suggested restaurants that were open even though it was the beginning of off season. The view from the bedroom was breathtaking and the soaking tub was so nice after hiking around Kiptopeak State Park and Cape Charles. The breakfast was hot and very delicious."

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

10/10 Excellent

"The rental is exactly as described, clean, comfortable and in a beautiful setting. Basically in a Marina surrounded by boats. The rental process was seamless from booking through checkout.Renters should know this apartment is above a very good restaurant so you will have some sound from the kitchen and restaurant patrons. Cooking aromas come and go as well. The restaurant is Hook @ Harvey and is exceptional!There is a Kuerig coffee machine but No K Cups so take your own. The unit has step stairs to enter so if you have trouble with stairs beware. The outside trash can placement near the entry is problematic for flies entering the apartment while you are entering.These are NOT complaints but notes for the owners and renters. We loved the place and would return if in the area!"

Gwynn's Island Gem | Private Beach & Bay Views

10/10 Excellent

"We ABSOLUTELY loved our stay here. Beautiful views, peaceful, accommodating...it was all of the things. The rooms were spacious, the master bed was nothing short of amazing! So comfortable!The deck needs a little attention, but it certainly served it's purpose, and we enjoyed sitting out at night with family talking and enjoying the solitude. Being on the island is like taking a step back in time, and it truly embodies a traditional coastal community. We loved every minute of our stay and will be back!"

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10/10 Excellent

"We had a wonderful stay! We especially loved the dog-friendly location and how easy it was to enjoy the area with our pup. Having the golf cart rental was such a fun bonus and made getting around even more enjoyable and convenient.The only small suggestion we would have is to make the dining area a little easier to access. We found ourselves needing to move furniture before and after meals, which was a bit cumbersome.Overall, we really enjoyed our stay and the location was fantastic. We would happily stay here again!"

Find out more about Smith Beach

Everything you need to know about Smith Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Smith Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Smith Beach holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smith Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Smith Beach holiday rentals we have selected for you start as low as AU$494 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Smith Beach rentals

At Expedia, we put the best Smith Beach holiday 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 holiday.

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 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?

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles: This highly rated holiday home rental in Smith Beach is located on the waterfront, and has a balcony, a BBQ 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 that 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 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.

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Check prices for these dates

Our top choices for Smith Beach holiday rentals

1. Smith Beach cottage w/ private sunset

2. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

3. Tiny House Hideaway with King sized Bed

4. Cape Haven - Condo 1.5 Blocks from Beach

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

6. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

7. Tiny House close to the Beaches of Cape Charles

8. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

9. The Waverly Tree House

10. Salt Box, One Block to the Beach

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

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

13. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

14. Sisters 3 by the Sea, 400 Feet To The Beach

15. Tiny House 3 min from Down Town Cape Charles

16. Beautifully Renovated Cottage

17. Oyster Oasis, Modern Loft in Historic Downtown

18. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

19. Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

20. Restored 1930’s Tiny Home 3 min to Cape Charles

Find holiday rentals that suit your style

Top Smith Beach Hotel Reviews

Sisters 3 by the Sea, 400 Feet To The Beach

The Baywood Bed & Breakfast

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Gwynn's Island Gem | Private Beach & Bay Views

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles

Beachfront Estate, Multi-Level Decks, Bay Creek

Find out more about Smith Beach

Frequently asked questions

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