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Holiday Rentals in Smyrna

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Holiday Rentals in Smyrna

JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
Daryl C.
The price is €425
includes taxes & fees
24 Oct - 25 Oct
JVA LUXURY HOUSING
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. "
Laurie S.
The price is €308
includes taxes & fees
19 Oct - 20 Oct
Amazing Modern house with a full kitchen and parking
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 "
Mike J.
Chesapeake Bay House with Dock & Private Beach
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Captain's Quarters
9.8 out of 10, Exceptional, (101)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
Criselle A.
Captain's Quarters
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."
Christine M.
Eagles Nest
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (57)
"Lovely cottage, well-equipped, immaculately clean. "
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
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. "
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Always a nice get away…."
Michael S.
The price is €244
includes taxes & fees
23 Oct - 24 Oct
Historic Chesapeake City Stay
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. "
Michelle Z.
Beachfront Sunsets on the Water at Oakwood Beach
Charming 2-bedroom cabin close to Fair Hill on horse farm
9.6 out of 10, Exceptional, (8)
"Good experience"
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
9.8 out of 10, Exceptional, (51)
"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."
Lisa
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!
10.0 out of 10, Exceptional, (27)
"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! "
Janova L.
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.
9.8 out of 10, Exceptional, (19)
"Wonderful location, lots to do, close to Chesapeake City, excellent host"
Ann P.
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!!!
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. "
Rita M.
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Tiny Home Tranquil Oasis
The price is €212
includes taxes & fees
18 Oct - 19 Oct
Tiny Home Tranquil Oasis
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (10)
"Kayaks were a great plus! Ideal spot for a small family with easy access to the the beautiful Chester River. Our grandchildren had a blast, visiting the pigs, chickens, and sheep that were within easy walking distance."
Douglas N.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Secluded Beach home with amazing views.
10.0 out of 10, Exceptional, (44)
"Thanks for the great stay… beautiful views!"
Kathryn M.
Secluded Beach home with amazing views.
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."
MARK M.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
10.0 out of 10, Exceptional, (56)
"Amazing weekend on the river with a fantastic house. "
Kendall S.
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
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 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 Smyrna holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Smyrna holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Smyrna 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 Smyrna holiday rentals we have selected for you start as low as €212 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Smyrna rentals

At Expedia, we put the best Smyrna 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 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 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 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 holiday rental in Smyrna?

Yes, there are holiday rentals close to the most popular sights in Smyrna, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Smyrna is known for its shops. Make sure you have time to check out the restaurants and coffee shops during your trip.

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

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Smyrna is located on the beach, and has a fireplace, a patio and a BBQ 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 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.

How many holiday rentals will I find in Smyrna?

Choose from 3 Expedia holiday rentals in Smyrna for a memorable holiday.

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 one of the family-friendly sights such as Frightland. In the wider area, you’ll find Woodland Beach and Wheel of Fortune.

What’s a holiday rental in Smyrna like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Smyrna. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.