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Guesthouse vacation rentals in Sussex County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Sussex County

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

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Top guest favorite
Guesthouse in Lewes
4.95 out of 5 average rating, 130 reviews

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

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A charming studio cabin, nestled among tall trees, features a brown exterior with white trim. Large windows allow natural light to fill the interior. A stone pathway leads to a main entrance, framed by a serene woodland setting.
Guesthouse in Lewes
4.86 out of 5 average rating, 63 reviews

Studio Bedroom in the Woods

The bathroom is detached from the studio and is not located inside the living space. The private bathroom is approximately 40 feet from the studio and is accessed by a short, outdoor walkway. You are the only one with the passcode to get into that bathroom. The parking is free. You will have one designated parking spot and one additional space in the overflown parking area. The pool (when in season), hot tub and fire pit are shared with the guests of the other Airbnb space on the property.

Guest favorite
Guesthouse in Lewes
5 out of 5 average rating, 7 reviews

Apothecary Garden Cottage

Peaceful homestead on 3 quiet acres. Close to local restaurants, shops, wineries, breweries, meaderies, beaches, trails, farmers markets, & charming small town goodness!! The bright, airy cottage was formerly a functioning herbal apothecary — medicinal & culinary herbs grow here! Enjoy lazing in shaded hammocks under mature trees or play yard games in the sun. The cottage has a charcoal grill & its own patio for watching sunsets & stars. The Lewes-Georgetown bike Trail is across the street.

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Guesthouse in Rehoboth Beach
4.67 out of 5 average rating, 3 reviews

Waterfront Escape, Everything You Need, Unit B

Relax in this cozy waterfront retreat, a perfect tranquil getaway. Conveniently located just 3 miles from both Rehoboth Beach and Dewey Beach, you'll enjoy easy access to dining, shopping, and entertainment while returning to a peaceful canalfront setting. Clean, comfortable, and unforgettable. Unit B features a comfortable king bed, full bathroom, and kitchenette. Fully stocked with essentials for a relaxing stay. Wake up to stunning water views and abundant nature right outside your door.

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Guesthouse in Rehoboth Beach
4.8 out of 5 average rating, 5 reviews

Rehoboth Cottage 1 block to Beach

With a fabulous location just footsteps to the sand, boardwalk, and Rehoboth Avenue, this renovated beach cottage features 1 bedroom and 1 bath and can comfortably sleep up to four guests. This charming haven is ideal for those who want to enjoy a variety of relaxing activities; from early morning walks on the beach to upbeat evenings on the town, the possibilities at Bradford Cottage are endless! Take pleasure in the modern amenities and spacious living area that this oasis provides.

Top guest favorite
The exterior of a cozy cottage is showcased with a striped awning over a covered flagstone patio. Two red chairs and a small table sit on a patterned rug. Large windows framed by shutters allow natural light to fill the interior.
Guesthouse in Rehoboth Beach
4.9 out of 5 average rating, 297 reviews

Private In-Town Garden Cottage

Cozy private cottage in one of Rehoboth's best in-town neighborhoods. Away from the crowds; easy walk to the beach, restaurants, and shops. Dedicated free parking for 1 car. Note: Loft with double bed. Bathroom on 1st floor. Sorry, no pets. Owner oversees cleaning. Freshly laundered bed and bath linens are provided for each reservation -- bedspread, mattress pad, pillow coverings, pillow cases, sheets, towels, bathroom rugs, kitchen rugs and towels. TV. Wifi modem updated 2020.

Guesthouse in Frankford
4.67 out of 5 average rating, 3 reviews

Hidden gem for multiple Beaches

Central location, DuPont Boulevard US Route 113. It’s a very beautiful 2bedroom, 1bathroom property. It is close to multiple beaches, Rehoboth Beach Bethany Beach Ocean view Fenwick Island Dewey Beach One of the most favorite farm, Parson’s Farm with unique cows and beautiful farm animals to feed. You can also access Ocean city, MD. Assateague Island is a straightforward drive that takes about 45 to 55 minutes. Close to: Dollar General Frankford Dinner. Gas Station

Top guest favorite
A comfortable seating area is presented with a dark sofa featuring cushions. A small coffee table sits on a patterned area rug, while large windows allow natural light to illuminate the space. The kitchen area is visible in the background, with modern appliances.
Guesthouse in Greenwood
5 out of 5 average rating, 34 reviews

Guest Suite, Private Entrance

One bedroom guest suite w/ private coded entrance. The space is complete with full kitchen stocked with the essentials, including microwave and Keurig coffee maker. Queen size bed in bedroom w/ extra pillows and blankets. Sofa queen size pull out bed complete w/linens. 12 miles to DE Turf, 7 miles to First State BMX, 26 miles to Lewes, 29 miles to Rehoboth, 27 miles to Dover Downs, 16 miles to Dogfish Brewery. Our home is attached and we are happy to answer any questions.

Top guest favorite
The structure features a modern design with a wooden exterior and large glass windows. A spacious deck is accessible from the upper level, surrounded by lush greenery. The ground floor includes a stone facade with garage doors, creating a harmonious blend with the natural surroundings.
Guesthouse in Rehoboth Beach
4.87 out of 5 average rating, 362 reviews

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Top guest favorite
A spacious common area features tall ceilings and large windows, allowing natural light to fill the room. Bookshelves line the walls, filled with a diverse collection of books. A comfortable white sofa and glass coffee table create a cozy seating area, with a TV positioned nearby.
Guesthouse in Milton
4.97 out of 5 average rating, 216 reviews

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

Top guest favorite
Guesthouse in Selbyville
5 out of 5 average rating, 12 reviews

Drifted Pines - Sea Level Suite - Step Free Entry

Keep it simple at this peaceful, private, and centrally-located place. Enjoy the entire first floor of the guest house on an old tree farm, just 5 miles from the Atlantic Ocean! You will be a quick 10 minute drive from the best of the Delaware and Maryland Beaches. Relax in the shade by day and star gaze with extremely low light pollution at night. We have room for your bikes, kayaks, and trailer.

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Guesthouse in Rehoboth Beach
New place to stay

Relax Shack | Cozy Rehoboth Cottage- Mins to Beach

Escape to Relax Shack, a cozy cottage just minutes from Rehoboth Beach, the boardwalk, shopping, and restaurants! This peaceful retreat features 2 bedrooms, a pull-out sofa, a fully equipped kitchen, streaming TVs, WiFi, a private deck, and an enclosed porch for relaxing after a day at the beach. Enjoy the perfect blend of comfort, convenience, and coastal charm for your next Delaware beach getaway!

Popular amenities for Sussex County guesthouse rentals

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