Guest house holiday rentals in Delaware

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

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.

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.

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!!

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.

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!

Drifted Pines - Loft Suite

Keep it simple at this peaceful, private, and centrally-located place. Enjoy the entire upstairs guest house on an old tree farm with many amazing varieties of trees, 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.

The little backyard guest house

A little hideaway only a few miles away from Dover, Dover Air Force Base, Dover Speedway and Dover Downs. The beaches are only 45 mins away with great restaurants and shopping. This AirBnB is located in the historic district of Camden situated in the backyard of a private home. You have your own private building! There are stairs up to the deck as the guest house is on the second floor. Please note there is no WiFi or TV.

Studio Bedroom in the Woods

Enjoy a peaceful getaway in our cozy studio with a comfortable queen bed, TV, microwave, K-Cup coffee maker, and hot water kettle. Free parking includes 1 designated space plus 1 overflow space. Your private bathroom is detached, about 40 feet away via a short outdoor walkway, with your own passcode. Enjoy shared amenities including the seasonal pool, 7-person hot tub, and fire pit, shared with guests of the other Airbnb.

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!

Modern Guesthouse Retreat

Modern, cozy, and fully private guesthouse with its own entrance, patio, bathroom, and kitchenette. Enjoy Netflix on an oversized TV or a glass of wine from our honor bar. The bedroom includes a desk for remote work. Located in a safe, quiet neighborhood with easy access to I-95, downtown Wilmington, and shopping. Street parking for one car available. Perfect for a relaxing and convenient stay!

Lewes Getaway | Pool, Dogs & Fenced Yard

Come stay in our warm welcoming, dog-friendly retreat just outside the charming historic town of Lewes. Unwind on your private deck, relax by the pool, or explore the area's beautiful beaches, scenic bike trails, local restaurants and bars, and Tanger Outlets for great shopping. Whether you're looking for relaxation or adventure, you'll find it all just minutes away.