Guesthouse holiday rentals in Delaware Bay

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Top-rated Guesthouses in Delaware Bay

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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, 143 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
The kitchen area features light wood cabinetry, a stainless steel refrigerator, and a modern range. A wooden counter separates the kitchen from the living space, complemented by two bar stools. Soft lighting enhances the atmosphere, with a cozy sofa and a patterned rug present.
Guesthouse in Cape May
5 out of 5 average rating, 240 reviews

New Complete-Living 2-Bedroom Cottage

Rates thru 2/28/26 $120/day & $60 cleaning fee. Minimum age renter 21 / ID Verified; NO PETS. Renter must stay for rental duration. Capacity 5 adults; adult/child/infant exceptions if equivalent to 5 adults; extra person charge $40/person/day; max 7 adults (snug). Please provide ALL guest's first names/ages (approximate ok as needed) via message to receive self check-in (even if above 5 people). Infant Crib/Playpen with sheets available upon request. Cape May National Golf Club 1 mile away.

Top Guest favourite
A rustic cottage stands amidst lush greenery, featuring light green shutters and a screened-in porch. Surrounding flower beds add color and texture to the landscape, with tall trees providing shade. The exterior is characterized by weathered wooden siding, complementing the natural setting.
Guesthouse in Lititz
4.94 out of 5 average rating, 218 reviews

Adorable cottage with breathtaking views!!!

Unwind in this peaceful, rural cottage with beautiful views of the valley in the historic town of Lititz, PA. The cottage is located on the property of an 1860's Farmhouse with lots of character and charm. In the spring and summer enjoy the beautiful flower gardens on the property. Enjoy relaxing on the covered patio and take in the views of the surrounding farmland. A short 5 minute drive will take you downtown for shopping, restaurants, Wilbur Chocolate, Lititz Springs Park and more!

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, 401 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
The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.
Guesthouse in Easton
4.99 out of 5 average rating, 637 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

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, 174 reviews

Countryside-Stablehouse-Open Studio-Perfect for 2!

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

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, 397 reviews

Shore Cottage~minutes to beach, breweries,wineries

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
A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.
Guesthouse in Towson
4.99 out of 5 average rating, 282 reviews

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

Top Guest favourite
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, 344 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 favourite
Guesthouse in Stevensville
4.99 out of 5 average rating, 320 reviews

Waterfront-View of Bay from your Bed-Steamy Sauna

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.

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.
Guesthouse 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
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, 207 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