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Holiday rentals in Smyrna

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Top-rated holiday rentals in Smyrna

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the property is illuminated at night, highlighting the path with strategically placed ground lights. The façade features a simple, white wooden structure with dark shutters, creating contrast against the soft glow of the lighting.
Guest suite in Dover
4.91 out of 5 average rating, 170 reviews

💖 Edi’s Suite *Privacy & Comfort Away From Home*

THIS IS A SMOKE-FREE PROPERTY w/ a Spacious apartment connected to my home. Large bedroom w/ queen sized bed, queen sized air mattress, living room, dinning nook, kitchenette & bathroom. Just off of the Rt. 1 exit, it's 5 miles from Dover Downs & DSU, 3 miles from Wesley College, minutes from Dover AFB, & 15 min (13.5 mi) via DE-1 S to DE Turf Sport Complex. Rehoboth Beach is 53 min (42.9 mi) via DE-1 S. Bethany Beach is 1 h 7 min (54.0 mi) via DE-1 S Dewey Beach is 53 min (43.2 mi) via DE-1 S

Guest favourite
A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.
Guest suite in Newark
4.96 out of 5 average rating, 180 reviews

Charming Fully Equipped Private Guest Suite Studio

Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Top guest favourite
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 638 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Top guest favourite
A serene waterfront view reveals calm water framed by lush green trees. A small private dock is visible, featuring an orange kayak resting at the edge. The scene conveys tranquility, inviting relaxation amidst nature.
Guest suite in Chestertown
4.99 out of 5 average rating, 242 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running options. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Guest favourite
A two-story house is set amidst lush greenery, featuring a garage and a sloped roof. The structure is flanked by trees and bushes, offering a sense of privacy. A paved driveway leads up to the garage, enhancing accessibility.
Flat in Smyrna
4.96 out of 5 average rating, 28 reviews

Horse Haven

Equestrian decor flavors this cozy second floor apartment. You will find a brand new walk-in shower, coffee bar, carpet, furniture, freshly-painted walls and fast fios internet. We technically live just outside of the town limits yet are only two miles from Route 1, which gives you quick access to Wilmington and Dover. Ten acres of woods and pastures surround our bucolic property. Our eventual goal is to host traveling nurses and military as we are close to several hospitals and DAFB.

Top guest favourite
A spacious studio interior features a king bed positioned near a sloped ceiling. A seating area includes a gray sofa and a recliner, complemented by a coffee table. A wooden dining table is set for two, and large windows provide ample natural light.
Flat in Chestertown
4.97 out of 5 average rating, 264 reviews

Chestertown Private cottage with NFL Sun Ticket

Escape to a secluded studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of private gardens. Relax in front of the fire with views of gardens in the windows. Kitchenette has large toaster oven, hot plate, microwave, fridge, and Keurig/drip coffee makers. We have an under counter filtration system for pure delicious drinking water. King bed with deluxe linens and mattress, washer dryer. We also host ‘Wren Retweet”, a 5 bedroom house by the carriage house.

Top guest favourite
A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.
Home in Greensboro
4.97 out of 5 average rating, 117 reviews

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.

Superhost
A seating area features a plush sofa adorned with patterned pillows, accompanied by a wooden coffee table. Soft lighting is provided by two side tables with lamps, while a mounted TV and electric fireplace add warmth to the space. A sliding barn door is visible in the background.
Home in Smyrna
4.89 out of 5 average rating, 35 reviews

Heart of Smyrna 3 bd near all

3 bedroom sleeps 7, next to acme shopping center. walk to downtown Smyrna and many restaurants. Easy access to route 13 and route 1. Close to Dover and Middletown. This is a unique commercial property that contains a 3 bedroom 1 full bath living area and attached office with 1/2 bath. We also run a yoga studio in the detached pole barn behind the house and offer discounts to classes. Only you will have access to the home and attached office space.

Superhost
A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.
Guest house in Dover
4.84 out of 5 average rating, 169 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

Top guest favourite
The cottage exterior features a white vinyl facade, framed by black shutters on the windows. A welcoming front porch with steps leads to a glass door, complemented by flowering plants in front, with a well-maintained lawn and clear evening lighting enhancing the inviting ambiance.
Cottage in North East
4.95 out of 5 average rating, 402 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Guest favourite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.95 out of 5 average rating, 238 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Guest favourite
A comfortable living area features two dark brown sofas positioned around a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A potted plant and decorative wall art enhance the ambiance, while a wall clock adds a functional element.
Flat in Dover
4.88 out of 5 average rating, 172 reviews

Cozy apartment in a quiet Amish country setting

Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Popular amenities for Smyrna holiday rentals

When is the best time to visit Smyrna?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Smyrna?

    Yes! Work meets play with ease at over 20 vacation rentals in Smyrna featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Smyrna have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Smyrna. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Smyrna have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Smyrna. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Smyrna?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Smyrna?

    Experience the best of Smyrna with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Smyrna have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Smyrna. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Smyrna

  • Total holiday rentals

    Explore 40 holiday rentals in Smyrna

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Smyrna holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Smyrna rentals

  • 4.7 Average rating

    Smyrna stays receive an average rating of 4.7 out of 5 from guests

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