Guesthouse holiday rentals in Delaware Bay

Find and book unique guesthouse rentals on Airbnb

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 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, 148 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 bright loft bedroom features large windows offering expansive views of the water, with soft natural light illuminating the space. A spacious bed is complemented by a ceiling fan and a comfortable chair, creating a serene environment for relaxation.
Guesthouse in White Stone
5 out of 5 average rating, 300 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 345 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Superhost
The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.
Guesthouse in Fort Washington
4.92 out of 5 average rating, 769 reviews

Urban Cottage, MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 189 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Guest favourite
An inviting interior space features a spacious bed with red bedding and a cozy gray sofa. A small dining area is arranged with a circular glass table and two chairs. Natural light enters through a window, enhancing the warm wood accents throughout the room.
Guesthouse in Lancaster
4.96 out of 5 average rating, 813 reviews

Cottage at JoValley Farm

A thoroughly modern private cottage with kitchenette alongside our 1800s stone farmhouse on 11 acres with meadow, woods, walking trail, pond, & creek along Conestoga River. 10mins to downtown, 15min to outlets and Sight Sound Theatre, EZ access to tourist centers. Less than 10 mins to Millersville Univ. Vey quiet surroundings away from traffic. Outdoor deck use. We are a vegetable and flower farm. We are following all state and AirBnB standards for cleaning and sanitizing.

Top Guest favourite
Guesthouse in Dennis
4.94 out of 5 average rating, 411 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, 338 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.

Top Guest favourite
An aerial view of a cozy reading nook is displayed, featuring tall wooden bookshelves filled with books. A neutral-colored sofa is positioned on a textured area rug, complemented by a coffee table and ample natural light entering through large windows.
Guesthouse in Milton
4.97 out of 5 average rating, 209 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!

Guest favourite
The entrance of the cottage is framed by two wicker chairs placed on a pebble surface. A small potted plant adds a touch of greenery, while a welcome mat lies in front of the door. Solar panels are seen on the roof above.
Guesthouse in North Cape May
4.92 out of 5 average rating, 145 reviews

Cape Cottage

My Airbnb is a detached cottage on my personal property. The cottage has a living room, kitchen, dining area, bathroom with stall shower, and large bedroom with a queen size bed and a single cot. It also offers a full size washer & dryer, full size refrigerator, Ironing board and iron, microwave, toaster, coffee maker, and flat screen tv. I also provide all clean sheets and towels. There is NO SMOKING in or on the property!

Top Guest favourite
An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.
Guesthouse in Annapolis
5 out of 5 average rating, 206 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Top Guest favourite
A tranquil waterfront setting features a multi-level home surrounded by trees, with a spacious deck visible. Adirondack chairs on the dock face the calm waters, reflecting the structure and greenery. Soft outdoor lighting adds a cozy ambiance, enhancing the serene landscape.
Guesthouse in Lusby
4.97 out of 5 average rating, 221 reviews

Cozy Lakeside Studio Retreat.

Cozy basement studio that provides a perfect get away. From beach combing, kayaking, fishing, swimming in the Bay, relaxing on the dock, building a fire in the backyard pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children

Popular amenities for Delaware Bay guesthouses