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

Guesthouse in Annapolis

5 out of 5 average rating, 156 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.

Guest favourite

Guesthouse in Middle Township

4.95 out of 5 average rating, 105 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

Guest favourite

Guesthouse in Colonial Beach

4.94 out of 5 average rating, 112 reviews

Delaney’s Compound- Peaceful Respite on the Point!

Delaney’s Compound Guest House accommodates 2 - 3 guests. Pets are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber and other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

Top Guest favourite

Guesthouse in Washington

4.98 out of 5 average rating, 226 reviews

Gorgeous Two-Story Guesthouse w/ Driveway & W/D

This spacious cottage is the perfect home base for families, couples, or professionals exploring DC. Start the day with breakfast made in a fully stocked chef's kitchen. Take a short walk to the Rhode Island Ave metro (Red Line), Catholic University, trendy Brookland restaurants, breweries, yoga studio, and grocery store. Rent a bike from Capital Bikeshare and hop on the nearby Metropolitan Bike Trail. At night, relax with a glass of wine around a cozy fire pit table on our cobblestone patio.

Top Guest favourite

Guesthouse in Cambridge

4.99 out of 5 average rating, 119 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, 111 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

Guesthouse in Asbury Park

4.98 out of 5 average rating, 254 reviews

Peaceful Guesthouse

you will have this private, quiet guesthouse all to yourself ..14' ceilings and a 25'x10' balcony to sun on....it comes with 2 free beach passes, and a beach cart with 2 chairs and umbrella......you may have stayed in my front house with the peace sign, now, I am offering my rear guesthouse, originally built in the 1800's as a barn, this redesigned building with 14' ceilings was completely rebuilt in 2003 just 4 blocks from the beach. It is walking distance to everything.

Guest favourite

Guesthouse in Asbury Park

4.97 out of 5 average rating, 208 reviews

Beachtown house w/ porch, workdesk, outdoor shower

Separate, renovated, sanitized cottage that sleeps 4. 1bd/1ba backhouse with a full bedroom (queen bed) and the living room includes leather sofa bed (queen). Entrance of the cottage has a porch for morning coffee or evening cocktail. Fully equipped kitchen to cook & prepare food for the beach. 42-inch TV & free Wifi. Workspace w/ desk, chair, monitor. Air conditioning/heat throughout the cottage. 2 beach passes, beach towels, beach chairs. Plenty of street parking.

Guest favourite

Guesthouse in Oxford

4.96 out of 5 average rating, 112 reviews

The Nichols House Cottage

This lovely guest cottage is located in the historic district of Oxford, walkable to town attractions and restaurants. While the main house is a registered historical property built in the 19th century Victorian style, the guesthouse is charming and well decorated with modern comforts. The cottage is completely independent from the main house. Make this your special place for a romantic getaway at any season of the year.

Guest favourite

Guesthouse in Glen Burnie

4.93 out of 5 average rating, 334 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Top Guest favourite

Guesthouse in Owings Mills

4.97 out of 5 average rating, 115 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Superhost

Guesthouse in Lancaster

4.8 out of 5 average rating, 178 reviews

Prime Location {Carriage House} Firepit & Jacuzzi

Tucked Under Towering Pines On The Grounds Of "King's Cottage" Mansion Lies Our Historic Carriage House. Built in 1913 and on the National Register of Historic Places, Our Spanish Revival Carriage House Features a King Sleigh Bed, Ensuite Jetted Jacuzzi Tub/Shower and Shared Firepit/Grill. Prime Location Between Downtown Lancaster (Walkable!), Sight & Sound Theater and Lancaster County Amish.