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Smyrna Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in Smyrna

JVA LUXURY HOUSING
Private kitchen
JVA LUXURY HOUSING
$472 nightly
The price is $486
Oct 21 - Oct 22
Total with taxes and fees
JVA LUXURY HOUSING
Amazing Modern house with a full kitchen and parking
Dining
Amazing Modern house with a full kitchen and parking
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. "
$343 nightly
The price is $351
Oct 19 - Oct 20
Total with taxes and fees
Amazing Modern house with a full kitchen and parking
Chesapeake Bay House with Dock & Private Beach
Outdoor dining
Chesapeake Bay House with Dock & Private Beach
10.0 out of 10, Exceptional, (174)
"Nice property. Large enough for 13. Plenty of space to spread out "
Chesapeake Bay House with Dock & Private Beach
Charming 3-bedroom Ranch in delightful Dover with AC
Interior
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Captain's Quarters
Fridge, microwave, oven, stovetop
Captain's Quarters
9.8 out of 10, Exceptional, (100)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
Captain's Quarters
Eagles Nest
Beach nearby, sun loungers, beach towels
Eagles Nest
10.0 out of 10, Exceptional, (114)
"Perfect place to stay while exploring the area. Beautifully decorated, thoughtful extras, fantastic views, and super communicative and friendly hosts. They even left us pumpkin bread—which we devoured! Highly recommended."
Eagles Nest
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Smart TV, books
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (57)
"Lovely cottage, well-equipped, immaculately clean. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
9.8 out of 10, Exceptional, (11)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Historic Chesapeake City Stay
Marina
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Always a nice get away…."
$263 nightly
The price is $279
Oct 16 - Oct 17
Total with taxes and fees
Historic Chesapeake City Stay
Beachfront Sunsets on the Water at Oakwood Beach
On the beach, sun loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (42)
"Stayed here for my daughter’s softball tournament. The house is adorable and had plenty of everything that we needed. "
Beachfront Sunsets on the Water at Oakwood Beach
Charming 2-bedroom cabin close to Fair Hill on horse farm
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm
9.6 out of 10, Exceptional, (8)
"Good experience"
Charming 2-bedroom cabin close to Fair Hill on horse farm
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
9.8 out of 10, Exceptional, (50)
"This property was perfect for our trip. It was very clean, comfortable and feels like home. Description and photos on the website were accurate. The owners were very attentive and hospitable. This is definite a place I’ll return to."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Dining
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
10.0 out of 10, Exceptional, (26)
"Loved the house and location. We loved being close to a quiet beach area. The local restaurant was the best food we had on the trip. The host was easy to work with and great at communication. We would stay again! "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Stunning waterfront villa with indoor pool and kids swing set and play area.
Spa
Stunning waterfront villa with indoor pool and kids swing set and play area.
9.8 out of 10, Exceptional, (19)
"Wonderful location, lots to do, close to Chesapeake City, excellent host"
Stunning waterfront villa with indoor pool and kids swing set and play area.
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Marina
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
9.8 out of 10, Exceptional, (6)
"We rented Hook, Wine & Sinker for our family to stay in during the weekend of our son's wedding in Chesapeake City, MD. The home is absolutely beautiful, very clean, spacious, and one of the best rentals that I've stayed in with VRBO. "
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Tiny Home Tranquil Oasis
Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis
$233 nightly
The price is $242
Oct 15 - Oct 16
Total with taxes and fees
Tiny Home Tranquil Oasis
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Fridge, microwave, oven, stovetop
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.6 out of 10, Exceptional, (23)
"Nice clean home, comfortable bedrooms, accommodating bathrooms and good working kitchen. Highlight is back deck leading to Chester River. You can use the kayaks at the property and fishing is very good! Overall pleasant experience and would definitely stay there again. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Exterior
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (10)
"My kids and I absolutely loved our stay at the Outlook! So peaceful and relaxing. We spent a lot of time walking around the trails spotting deer and toads. We did a good amount of fishing on the dock, catching catfish. I hope to stay here again in the future."
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Secluded Beach home with amazing views.
Smart TV, fireplace
Secluded Beach home with amazing views.
10.0 out of 10, Exceptional, (44)
"Thanks for the great stay… beautiful views!"
Secluded Beach home with amazing views.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Beach nearby
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, (18)
"We all got together from various parts of the country to enjoy ourselves at this lovely place."
Chesapeake Point | Waterfront w/ HOT TUB + 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 Smyrna Hotel Reviews

Home2 Suites by Hilton Dover, DE

Home2 Suites by Hilton Dover, DE

10/10 Excellent
"Staff was friendly and easy to work with "
Kadijiaha 1-night trip
Posted 16 hours ago
Home2 Suites by Hilton Dover, DE

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 $242 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.

Explore a world of travel with Expedia

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?

Chesapeake Bay House with Dock & Private Beach: This vacation home rental near Smyrna is located on the beach and has a fireplace, a patio, 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 3 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 Frightland. 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.