
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.

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

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

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!

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.

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.

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

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.

New Complete-Living 2-Bedroom Cottage
May 31-June 2, June 7-10, Aug 29-Sept 1, the last weekend in Sept, and Sept weekdays are available. Minimum age renter 21 / ID Verified; NO PETS. Renter must stay for rental duration. Groups age 21 or above. 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).

Tiny Cottage by Bay Close to Cape May & Wildwood
Welcome to Sea Haven Tiny Cottage. This efficiency style back yard tiny cottage has everything you need for a stop at the shore. Located 5 blocks from the Delaware Bay and 15 min from Cape May. There is a full size bed with comfortable bedding, efficiency style kitchen, and a stylish full bath with a tiled walk in shower. There is seating on the deck to enjoy your morning coffee and an outside dining set, hammock and fire pit. We are pet friendly for an additional fee.

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.

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!

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!
Popular amenities for Delaware Bay guesthouses
Family-Friendly guesthouses

Private Country Guesthouse Getaway Minutes from UD

Pleasant View Guest Suite in central Lancaster Co!

Adorable cottage with breathtaking views!!!

Newly Renovated Chester Springs Guesthouse

Cozy Lakeside Studio Retreat.

Sandcastle By The Sea

Little House by the water

Studio apartment with off street parking
Guesthouses with a patio

Historic 1 bedroom guesthouse with parking.

Modern 4 Bedroom House with Farm Views

Cozy 2BR Guesthouse Near Philly

Pondview Paradise w/Heated Pool, near Hershey

Fox Cottage *Pet Friendly*

Sunny Guesthouse steps from Towson!

1 large room efficiency in detached garage.

Peaceful Getaway newly renovated bathroom, hot tub
Guest house rentals with a washing machine and dryer

Hundreds Of 5 Star Reviews Ocean & Boardwalk Views

The Bank House

Private Art-Filled Guesthouse near Naval Academy

Charming Small Town Retreat Near Lancaster

Annapolis Guesthouse - Completely Separate Space

Cozy Carriage House

The Loft at Jackson Farm-Your Relaxing Destination

Carriage House near Navy Stadium, parking, pets
Destinations to explore
- Cabin rentals Delaware Bay
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