Guesthouse holiday rentals in Delaware Bay

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Top-rated Guesthouses in Delaware Bay

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming guesthouse exterior is showcased, featuring multiple entrances with glass doors. A staircase leads to the upper level. Two shaded seating areas adorned with potted plants and a clock are visible in a well-kept outdoor space, enhancing the inviting environment.
Guesthouse in Annapolis
5 out of 5 average rating, 171 reviews

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Top Guest favourite
A dining area features a sturdy wooden table surrounded by four chairs. Natural light is provided by large windows that overlook the yard. A woven light fixture hangs overhead, and a potted plant is displayed on the table, adding a touch of greenery.
Guesthouse in New Providence
5 out of 5 average rating, 141 reviews

Farmette Guesthouse|Fire pit|Private|Creekside

Nestled between Amish farms just south of Lancaster City, the Spring House on Big Beaver Creek provides a quiet & relaxing getaway. Located on 5 acres along creek, the Spring House is a private two bedroom guest house that is attached to our family’s home. Relax by the fire pit overlooking the pasture, walk down to the banks of the creek and enjoy the slow moving waters. 10-15 Min: ⇒Downtown Lancaster ⇒Fulton Theatre ⇒Sight & Sound Theatre ⇒Amazing food!

Top Guest favourite
Guesthouse in Lewes
4.95 out of 5 average rating, 132 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

Guest favourite
A vibrant living area is presented, featuring an orange accent wall and dark hardwood floors. Comfortable seating is arranged around a coffee table, with a 55" smart TV mounted on the wall. Decorative art pieces and plants enhance the welcoming atmosphere.
Guesthouse in West Cape May
4.81 out of 5 average rating, 191 reviews

Vineyard Sanctuary private Hamilton Cottage

The perfect private cottage on Willow Creek Cape May Vineyard estate at the seashore. Walking distance to beaches with complete privacy. Sublime vineyard second-floor views off the large private porch, total privacy, overlooking a 50-acre vineyard, working farm acres, Spacious 2 bedroom with new lovely decor, hardwood floors, great kitchen, cabinets, stocked new appliances, 55" smart WiFi TV, tiled walk-in shower. Located next to chicken coop on working farm! please be aware of environment!

Top Guest favourite
A warm fire is set in a metal fire pit, surrounded by three classic Adirondack chairs in a grassy area. Soft lighting from hanging lanterns creates a cozy environment, with a welcoming doorway visible in the background.
Guesthouse in Middle Township
4.93 out of 5 average rating, 152 reviews

Villas/DelHaven Private Guesthouse 1 night minimum

Retreat to this comfortable Villas beach Bungalow nestled in a private garden. Close to all the local action. Linger in the Adirondack chairs or take advantage of the kayaks and/or Paddle Boards to soak in beautiful sunsets on the bay. This getaway was meticulously renovated in 22 with an interior designer's eye for clean lines and comfort. Quiet and perfect for those looking to partake in the area's multitude of activities. Ideal for a solo or couples get away to take in life's simple pleasures

Top Guest favourite
A wooden staircase with a handrail leads to a white door framed by tall greenery. The door features a glass panel for visibility. Planters with greenery are positioned near the base of the steps, providing a natural feel to the entrance.
Guesthouse in Hammonton
4.99 out of 5 average rating, 437 reviews

The Little House

The Little House is a quaint place to stay during your time in the South Jersey area while visiting friends/family, wineries & breweries, the beaches or the city of Philadelphia - also close to the soccer fields that host many East Coast leagues. The Little House is perfect for a business traveler, couple or an adult & child for weekend tournaments. We live on the property in the main house coined the Brown House. You will have complete privacy, but you may see us around eating al fresco!

Top Guest favourite
A cozy living area features a spacious sectional couch adorned with patterned cushions. A wooden coffee table sits centrally, with a decorative rug beneath. A brick fireplace is present, flanked by windows allowing natural light, and a green door leads to the exterior.
Guesthouse in Cambridge
4.99 out of 5 average rating, 140 reviews

Rosses Chance Guest House

This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

Top Guest favourite
Guesthouse in Elk Mills
4.97 out of 5 average rating, 165 reviews

Private Country Guesthouse Getaway Minutes from UD

Come stay at this relaxing private getaway! Located 10 minutes from the University of Delaware and tax-free Delaware shopping, 5 minutes from the breathtaking Fair Hill State Park and Milburn Orchards. The guesthouse is completely private, boasting a front deck and back deck surrounded by nature. The living room, bedroom, bathroom, and convenient kitchen are completely private. As a guest, you'll have the privilege of accessing the pool, which is exclusively reserved for you.

Top Guest favourite
A cozy living area is illuminated by natural light streaming through a skylight and large windows. A light-colored sofa with accent pillows invites relaxation, while a soft ottoman and a blue bookshelf add a splash of color. A ceiling fan and decorative lamp contribute to the ambiance.
Guesthouse in Dennis
4.94 out of 5 average rating, 422 reviews

Shore Cottage~minutes to beach*wineries*breweries!

The Shore Cottage is a cozy one bedroom guest house with vaulted ceilings and abundant natural light nestled in quiet Ocean View - just 5 minutes from Sea Isle City beaches and less than 10 minutes from the beaches of Avalon & Stone Harbor. In addition to the beaches, Abbie Homes Estate, local breweries, wineries, and golf courses are within minutes of the Shore Cottage. Situated in a centrally located neighborhood, kick back and experience all that the shore has to offer.

Top Guest favourite
The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.
Guesthouse in Stevensville
4.99 out of 5 average rating, 353 reviews

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Guest favourite
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.
Guesthouse in Dover
4.85 out of 5 average rating, 195 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
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, 218 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!

Popular amenities for Delaware Bay guesthouses