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Vacation Homes in Smyrna

Our top choices for Smyrna vacation homes

Captain's Quarters

9.8 out of 10, Exceptional, (97)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
Captain's Quarters

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (170)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

10.0 out of 10, Exceptional, (25)
"Nice stay… good family home…. Lots of sleeping accommodations…. A few steps from the beach!!!!! Great host!!!!!"
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

9.4 out of 10, Exceptional, (3)
"Adorable cottage. Excellent location. We will definitely rent again. "
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.6 out of 10, Exceptional, (21)
"a great place to unwind. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Chesapeake Point | Waterfront w/ HOT TUB + Beach!

9.8 out of 10, Exceptional, (17)
"Enjoyed our stay. Location is beautiful and peaceful! Great place for a large group."
Chesapeake Point | Waterfront w/ HOT TUB + Beach!

Waterfront Lodge packed with Amenities

Waterfront Lodge packed with Amenities

Eagles Nest

10.0 out of 10, Exceptional, (106)
"Had a great stay, property very clean, owners were super nice to communicate with, would definitely stay again and highly recommend. "
Eagles Nest

Walk to the Beach and Marina! Family and dog friendly in Fortescue NJ!

10.0 out of 10, Exceptional, (51)
"Relaxing visit. Walk to beach, fish, collect sea glass, great seafood at Red Eye Crab, convenient to luncheonette and bait shop. Really enjoyed our stay!"
Walk to the Beach and Marina! Family and dog friendly in Fortescue NJ!

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

9.8 out of 10, Exceptional, (6)
"Exactly as advertised and Brad was very helpful/responsive!"
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Luxury Lake House Getaway in charming Jersey Shore Countryside

9.8 out of 10, Exceptional, (7)
"Great property, great stay. Loved every detail of the house. Thank you! "
The price is ¥51,268
¥85,522 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Lake House Getaway in charming Jersey Shore Countryside

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (28)
"We enjoyed the home and the quiet town. The screened porch was a great place to relax and watch the tide come in and go out. "
Wind Song Getaway on the Beach

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay in Chesapeake City! The property was very clean, well stocked, and perfect for our family. The kitchen is gorgeous with a beautiful view of the water, and everything is labeled so items are easy to find and put away. Just a short walk to dinner at Schaefer’s Canal House and the trail. Highly recommend!"
Chesapeake City Quiet Overlook

Waterfront House on the Upper Chesapeake Bay

9.6 out of 10, Exceptional, (7)
"My boyfriend and i had a great 2 days! So peaceful bing on the water. Cottage was equipped with everything you would need!"
Waterfront House on the Upper Chesapeake Bay

Luxurious and spacious townhome with all necessary amenities awaits your stay.

9.4 out of 10, Exceptional, (9)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Spacious 5 Bedroom w/Pool, Patio and Theater

9.8 out of 10, Exceptional, (7)
"Great house for a large family "
The price is ¥52,237
¥116,891 total
includes taxes & fees
Sep 4 - Sep 5
Spacious 5 Bedroom w/Pool, Patio and Theater

Countryside Cottage in Sassafras

2.0 star property
Countryside Cottage in Sassafras

Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

2.0 star property
8.8 out of 10, Excellent, (3)
"Would I stay here again? No. Would I recommend it to a friend? Also no.While the unit was clean, it felt quite tired and in need of a refresh. The kitchen was minimally equipped, with very few pots and pans, making it difficult to cook meals. Additionally, there were air fresheners and purifiers in every room, which made us wonder if they were masking an underlying issue. Overall, the space could benefit from some updates and better preparation for guests."
Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.6 out of 10, Exceptional, (36)
"This was the best Christmas yet and on top of that, the home was amazing, great amenities, great view, great time. Thank you to the host! "
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

9.8 out of 10, Exceptional, (20)
"Perfect setting for our family get together. Plenty of space and beautifully decorated. Spent most of our time on the screened in porch.Beautiful sunset in the evening and lovely view of the river.Several family members used the kayaks and enjoyed the experience.Host was very helpful and went all out to make sure we had everything we needed."
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
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

Find out more about Smyrna

Smyrna Vacation Homes information

Number of reviews
625
Accommodation
109 Vacation Homes
Lowest Price
¥51,268
Highest Price
¥52,237