
House holiday rentals in Smyrna
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Top-rated house rentals in Smyrna
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River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Gorgeous home in town center & 4 blocks from 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.

Historic J. Pyle House Main St Location Pets OK!
The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

Harbor View Haven | Waterfront w/ Hot Tub + Dock!
BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

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.

Waterfront Farmhouse Retreat w/ Hot Tub & Fire Pit
Tucked along the banks of the Cohansey River, The Foxtail is a design-forward waterfront retreat set at the end of a long private lane. Recently refreshed throughout, the home blends its 1860s character with thoughtful modern updates, including a brand new kitchen, all new operable windows with screens, updated baths, and custom window treatments throughout. The result is a peaceful, comfortable river house that feels considered without feeling precious.
Popular amenities for Smyrna house rentals
House rentals with a pool

Findley Farm View Cottage (Outdoor Pool!)

Bay Breeze Retreat

Peaceful secluded home w/ heated pool & waterfall

The Mint Cottage in Chesapeake City

Beautiful Beach House in Rehoboth

Sweet home w/pool & woods at peaceful Glen Mills

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach

Chester Riverfront At Kent Narrows
Weekly house rentals

Home away frome home

Private Guest Suite

Casa Domino: A Peaceful Waterfront Retreat

Water View Historic Tennis Club - 3br 2.5bath

Family Retreat at Historic Lansdowne Manor

Ruby's Sea Glass Cottage near Betterton Beach

Luxurious Fine Linens, Aveda Spa amenities/Hot Tub

Delaware City Oasis|Indoor Heated Pool
Private house rentals

10 min from University of Delaware graduation

Njmp Track side 2nd floor Apt

Deborah's Beach House

Fortescue Oceanfront Getaway

Sweet Bay Overlook

Cozy Cape Cod in worton MD

Baybreeze Cottage ~ Walk to the beach!

Wister Loft: Charm & History with Modern Love.
When is the best time to visit Smyrna?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $77 NZD | $65 NZD | $65 NZD | $70 NZD | $70 NZD | $73 NZD | $82 NZD | $73 NZD | $77 NZD | $83 NZD | $78 NZD | $68 NZD |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
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 $51 NZD per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Smyrna holiday rentals include Wi-Fi 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!
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- Lincoln Financial Field
- Longwood Gardens
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- Citizens Bank Park
- Wells Fargo Center
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- Sandy Point State Park
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- Dover Motor Speedway
- University of Delaware
- Clark Park
- Wildwoods Convention Center
- Wildwood Boardwalk
- Stone Harbor Beach
- Mariner's Arcade
- Elk Neck State Park
- Hawk Haven Vineyard & Winery
- Penn Museum
- Funland





