Smyrna Vacation Rentals

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Our top choices for Smyrna vacation rentals

Vacation Home in Smyrna

JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
$571 nightly
The price is $589
Dec 17 - Dec 18
Total with taxes and fees
JVA LUXURY HOUSING
9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
$349 nightly
The price is $357
Dec 11 - Dec 12
Total with taxes and fees
Amazing Modern house with a full kitchen and parking
10.0 out of 10, Exceptional, (1)
"Host was great"
United States
mark o.
Charming 3-bedroom Ranch in delightful Dover with AC

Vacation Home in Frederica

Captain's Quarters
9.8 out of 10, Exceptional, (104)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
United States
Criselle A.
Captain's Quarters
9.8 out of 10, Exceptional, (59)
"We had an amazing weekend at the cottage. It’s very clean and beautiful! The close walk to the beach is perfect and we had great weather. Would love to stay here again! "
United States
Angela F.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
9.6 out of 10, Exceptional, (14)
"Excellent stay! "
United States
Edward S.
Charming 2-bedroom cabin close to Fair Hill on horse farm
10.0 out of 10, Exceptional, (44)
"Easy check in, amazing views, clean, just as described! "
United States
Marissa S.
Secluded Beach home with amazing views.
10.0 out of 10, Exceptional, (178)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach
9.8 out of 10, Exceptional, (20)
"Had a good time, grandkids never came out of the pool"
United States
Michael D.
Stunning waterfront villa with indoor pool and kids swing set and play area.

Mobile Home in Bear

Tiny Home Tranquil Oasis
Tiny Home Tranquil Oasis

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (19)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
$263 nightly
The price is $279
Dec 11 - Dec 12
Total with taxes and fees
Historic Chesapeake City Stay
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
$105 nightly
The price is $111
Dec 17 - Dec 18
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
10.0 out of 10, Exceptional, (12)
"Great cabin and the dock is amazing. Family and dog had a lot of fun and it was convenient for visiting beaches and parks. "
United States
Marnie D.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (72)
"Great house close to canal and downtown Chesapeake City!"
United States
Michael M.
Fall Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
10.0 out of 10, Exceptional, (44)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach

Mobile Home in Bear

Nature's Haven Tiny Home
10.0 out of 10, Exceptional, (4)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
Nature's Haven Tiny Home
9.8 out of 10, Exceptional, (19)
"We all got together from various parts of the country to enjoy ourselves at this lovely place."
United States
MARK M.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Vacation Home in Fortescue

Eagles Nest
10.0 out of 10, Exceptional, (117)
"We enjoyed a lovely, quiet getaway at Jeff and Melanie's home. Everything was clean and decorated so nicely! Great view from the balcony and loved walking just a short distance to the beach to hunt for sea glass (which we found a lot of). Perfect spot for a few days of rest and relaxation!"
United States
Jodi F.
$205 nightly
The price is $226
Dec 11 - Dec 12
Total with taxes and fees
Eagles Nest
8.8 out of 10, Excellent, (15)
"Lovely place. We really enjoyed our stay"
United States
Renae R.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods
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 Smyrna Hotel Reviews

Find out more about Smyrna

Everything you need to know about Smyrna 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 Smyrna 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 Smyrna vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smyrna vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Smyrna. 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 Smyrna 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 $111 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 Smyrna rentals

At Expedia, we put the best Smyrna 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 Smyrna 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 Smyrna 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 Smyrna. 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

Can I find a vacation rental in Smyrna?

Yes, we offer vacation rentals near the most popular local attractions in Smyrna, or you can select a secluded option if you're looking for relaxation. Discover why Smyrna is known for its shops. Make sure you have time to check out the restaurants and coffeehouses during your trip.

What's the top vacation rental in Smyrna?

Captain's Quarters: This vacation home rental near Smyrna is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Smyrna?

Choose from 4 Expedia vacation rentals in Smyrna for a memorable vacation.

What’s there to see and do in Smyrna?

Explore the area and cultural attractions such as Delaware State Police Museum and Education Center, or visit a family-friendly sight such as Crumpton Auction. In the larger area, you’ll find Woodland Beach and Wheel of Fortune.

What’s a vacation rental in Smyrna like?

Vacation rentals are private properties you can book for a couple of days or more in Smyrna. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.