
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
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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
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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!
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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.
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Lil’ House - A Serene Tiny Home Experience
Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.
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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.
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Pleasant View Guest Suite in central Lancaster Co!
The Pleasant View Guest Suite is a private 2nd floor lodging on a quiet country road surrounded by Amish farmland. It's centrally located near many popular attractions such as Sight & Sound Theater (10 min), Dutch Wonderland (10 min), Bird in Hand (5 min), Strasburg (10 min) & Intercourse (3 min). The Amish host couple who live nextdoor are very friendly and enjoy talking to guests about their way of life. You are invited to enjoy this authentic Lancaster County lodging experience!
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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.
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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.
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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.
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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.
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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!
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Popular amenities for Delaware Bay guesthouses
Family-Friendly guesthouses

Calico Cottage Guest House, king bed, free parking
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Guest Suite Getaway near Naval Academy Stadium
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The Loft at Jackson Farm-Your Relaxing Destination
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Cape Cottage
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Farmette Guesthouse|Fire pit|Private|Creekside
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The Shore Thing Cottage-Hidden gem near beach G1
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Garden View, 1 Bedroom and a Loft.
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Studio apartment with off street parking
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Guesthouses with a patio

Hilltop Guesthouse
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Carriage House in Landenberg
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Private Country Guesthouse Getaway Minutes from UD
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1 large room efficiency in detached garage.
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Peaceful Getaway newly renovated bathroom, hot tub
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Carriage House
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Studio Apartment above Garage
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The Olde Wash House on Camargo
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Guest house rentals with a washing machine and dryer

Hundreds Of 5 Star Reviews Ocean & Boardwalk Views
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Vintage Farmhouse Haven-Private Guesthouse
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Longwood Gardens Carriage House
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Cozy Carriage House
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The Winkler
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Carriage House near Navy Stadium, parking, pets
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"The Cape Saint Claire Inn"
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Cozy Lakeside Studio Retreat.
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Destinations to explore
- Cabin rentals Delaware Bay
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- Boutique hotels Delaware Bay
- Waterfront rentals Delaware Bay
- Apartment rentals Delaware Bay
- Rentals with breakfast Delaware Bay
- Condo rentals Delaware Bay
- Bed and breakfasts Delaware Bay
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- Rentals with a hot tub Delaware Bay
- Rentals with pools Delaware Bay
- Rentals with beach access Delaware Bay
- Pet-friendly rentals Delaware Bay
- Beachfront rentals Delaware Bay
- Rentals with a kayak Delaware Bay
- Cottage rentals Delaware Bay
- Family-friendly rentals Delaware Bay
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