
House holiday rentals in Smyrna
Find and book unique houses on Airbnb
Top-rated house rentals in Smyrna
Guests agree: these houses are highly rated for location, cleanliness and more.

The Mint Cottage in Chesapeake City
The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water
In Town, Amazing Location on Walnut Street, Rock Hall Clean, Quiet & Beautiful Rancher, Large Fenced in Yard! 1 Bedroom (Queen) 1 Bedroom (Queen) Sun Room (Twin) Daybed Only 1 block from the Chesapeake Bay. Perfect for your weekend getaway or longer stay. Tastefully updated 2-bedroom, 1 bath ranch home. Located JUST one block from marinas, restaurants, Public Landing and Rock Hall Harbor. Three blocks from Ferry Park Beach. A beautiful and safe stroll or bike ride to Main Street (1.5 mile)

Spring Season @ Old Lock View Chesapeake City MD
*We are Pet Friendly* Named for one of the original C&D Canal Locks, Old Lock View is a true breath of fresh air! Enjoy this recently renovated spacious older home with spacious rooms, plenty of off-street parking. Move from the indoor comfort to the outdoor entertaining patio with gazebo, BBQ grill, year-round outdoor firepits and patio table/chairs. Every detail has been thought of for your comfort. No parties Stay here when in town to attend family events like weddings and graduations etc.

Gorgeous home in town center & short walk to WAC
19th century home. NFL Sun Ticket! 55” TV in family room, 2 more. 1st floor primary with full bath. Hi speed internet. Pets welcome! In the historic district of Chestertown, 3 block walk from Wash College and the waterfront. 2 primary bedroom suites (one on 2nd floor with king ) 2 bedrooms with queens. 100% cotton, 1000 thread count sheets and luxury mattresses. Loft connected to a 2nd story bedroom with queen bed. Fenced yard, acre of gardens. Fire pit. Weber grill

Cozy 3-bedroom home w/ Hot tub & firepit
This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

Upper Chesapeake Getaway
Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

"The Townsend" - Hot Tub!
On the way to The Townsend, you'll pass roadside farmstands and open fields. This meticulously restored farmhouse, located on the Cohansey River, features waterfront views in every room in the house so you can unwind, reflect and enjoy the company of family and friends. Outside you'll find a fire pit, hot tub and large field, perfect for outdoor activities. A quick 3 mile drive takes you to the historic town of Greenwich. Please read "the space" section, which gives room-by-room detail.

Red Point Lighthouse
Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

THE SORA with Disco, Hot Tub & Pool
Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens
Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

Cozy 4 BR 3 BA Near Chesapeake City
Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.
Popular amenities for house rentals in Smyrna
House rentals with a pool

Modern Home in heart of Fish-town & private yard

Findley Farm View Cottage (Outdoor Pool!)

Bay Breeze Retreat

Creek home with pool & waterfall heated all year

Sweet home w/pool & woods at peaceful Glen Mills

The Hidden Gem•Heated pool•Pickleball Court

Mid-Century Milton w/heated Pool, POOL OPEN MAY 15

*Cheerful & Cozy 3BR / home with pool*
Weekly house rentals

Home away frome home

Casa Domino: A Peaceful Waterfront Retreat

The Overlook

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

Casa Reina | Elegant 6BR Retreat in Dover

Ferncliff Cottage

The Peaceful Getaway (with private pool & hot tub)

Bright and beautiful home on the Delaware Bay
Private house rentals

Grandma’s Cottage

Sleek Modern Villa - Centrally Located

Water View Historic Tennis Club - 3br 2.5bath

Canal views/Walk to Shops/Luxury 2Bed/1.5Bath

High Tide & Hound

Welcome to the Redbird Retreat!

Military, Nascar, Lacrosse, Firefly, Zach Bryan

Cozy Cape Cod
Quick stats about house rentals in Smyrna

Total holiday rentals
Explore 20 holiday rentals in Smyrna

Nightly prices starting at
Smyrna holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Smyrna holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Smyrna rentals

4.8 Average rating
Smyrna stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Lincoln Financial Field
- Citizens Bank Park
- Longwood Gardens
- Wells Fargo Center
- Broadkill Beach
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Sandy Point State Park
- Betterton Beach
- Willow Creek Winery & Farm
- Cape Henlopen State Park
- Ridley Creek State Park
- Killens Pond State Park
- Lewes Public Beach
- Clark Park
- University of Delaware
- Gordons Pond State Park Area
- Dover Motor Speedway
- Mariner's Arcade
- Wildwoods Convention Center
- Hawk Haven Vineyard & Winery
- Elk Neck State Park
- Funland
- Penn Museum




