Guesthouse vacation rentals in Delaware Bay

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Delaware Bay

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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 favorite

Guesthouse in Middle Township

4.95 out of 5 average rating, 104 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 favorite

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.

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 102 reviews

Private Cottage on gated estate

Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapolis, and the Naval Academy. (4.7 miles to the main gate). We are on a private well but we have installed a state of the art water softener, filtration system, and a blue light bacteria zapper. Home and grounds are kid friendly offering amply outside play space and a multipurpose sports court. Third bedroom of home has a full-sized crib, baby gates, and a twin bed.

Top guest favorite

Guesthouse in Elk Mills

4.97 out of 5 average rating, 106 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 favorite

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.

Top guest favorite

Guesthouse in Dennis

4.94 out of 5 average rating, 348 reviews

Shore Cottage~minutes to beach, wine, brews

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.

Guest favorite

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.

Top guest favorite

Guesthouse in North Wildwood

4.96 out of 5 average rating, 208 reviews

Seashell Beach Cottage (sister to Sunshine}

“Seashell Cottage was one of our best Airbnbs thus far. Charming & beautifully appointed w/many beach-themed creations by Dorothy. Immaculate & cozy with all the amenities. The ambiance expresses her deep love, even reverence for the seashore, adding to our enjoyment of the area. Dorothy was a consummate hostess, always available for questions, providing valuable info on things we might not’ve otherwise discovered-Highly recommended!

Guest favorite

Guesthouse in Oxford

4.95 out of 5 average rating, 111 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 favorite

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 332 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 favorite

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.

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What guests are saying

Adorable cottage with breathtaking views!!!

4.94 out of 5 average rating, 193 reviews1 month ago

I grew up in Lititz. Loved Matt & Kim’s cottage. Location was very nice. Everything was great and we’ll be back. The only thing worth mentioning is the spiral staircase could be tough for some, although it was fine and felt secure. The bed was a double, I think. It was comfortable and linens were nice. The shower was hot, and I appreciated the nice products. The cottage was warm and cozy with beautiful outdoor spaces and view, and it smelled so good. Kim left waters, coffee and tea and a beautiful handwritten note. Thank you for accommodating our early check-in and early check-out. Everything was lovely. We’ll be back!

Guesthouse in Lititz

What guests are saying

Private In-Town Garden Cottage

4.89 out of 5 average rating, 267 reviews6 months ago

We can’t say enough about how lovely and beautiful Rich’s cozy cottage is! Although I wish we could keep it a secret. But it is just comfortable, lots of amenities thought of! The outside garden is dreamy. The location is amazing. My favorite part of Rehoboth, right by the state park too! Rich is super helpful and kind. Hope to return again!

Guesthouse in Rehoboth Beach

What guests are saying

The Book Nook - A Private Downtown Retreat

4.97 out of 5 average rating, 174 reviews6 months ago

It was an incredible experience! Nitan was fantastic, offering excellent recommendations for things to do in the area and maintaining great communication throughout. He genuinely cares about his guests. The home’s location, close to downtown, gave us easy access to great restaurants and hangout spots. The house itself is gorgeous—I found myself admiring it daily. My family had a blast and we all felt safe during our stay. We can’t wait to return. Thank you!

Guesthouse in Milton

What guests are saying

The Summer House

4.98 out of 5 average rating, 632 reviews2 weeks ago

This is the best Airbnb I ever stayed at! Everything was so clean and Sheila was flexible in letting us a check-in a bit early! When we checked in, we were surprised that candy and drinks were provided. The place had everything we needed. This is very cozy place and I love every bit of it

Guesthouse in Mohnton

What guests are saying

West Cape May Guest House

5 out of 5 average rating, 8 reviews6 months ago

We are a group of 4 friends, a married couple and 2 friends planning a trip to Cape May for fall bird migration trip with out local Audubon society. While searching for a place, we discovered Lisa's guest house. The location looked perfect and the real attraction was that it was a 3 bedroom and 3 bath home. From the instant that we booked our stay at Lisa's, she was immediately responsive, warm and welcoming. The guest house was exactly as described and the photos accurately portrayed this lovely home. When we arrived and entered, there was a welcome note from Lisa which was a nice touch and a binder with recommendations and pertinent information about the house and rules for the guests. The house was so warm and comfortable and each of us felt comfortable in our bedrooms and bathrooms. Lisa thought of everything, the house was well equipped and we didn't want for anything. We highly recommend staying at Lisa's home if planning a trip to Cape May.

Guesthouse in West Cape May

What guests are saying

2 Bedroom Apartment

4.95 out of 5 average rating, 142 reviews2 weeks ago

Had a great stay! Apartment was very clean and simple yet a great size for four guests and multiple dogs that we brought! Wendie was very responsive and quick to answer any questions. Definitely will book from now on as a place to stay when we come into town to see family!

Guesthouse in Pocomoke City