Bed and breakfast vacation rentals in Delmarva Peninsula

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Top-rated bed and breakfast rentals in Delmarva Peninsula

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

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Guest favorite

Room in Chesapeake City

4.92 out of 5 average rating, 226 reviews

Cafe on the Bay 2- breakfast included!

We are in the heart of Chesapeake City on the C&D canal within walking distance of all the shops and restaurants. You will enjoy staying above the coffee shop so it’s best suited for early risers if you’re a light sleeer! We are a block away from the 3 wedding venues in town. The 2 bedrooms above the cafe are booked separately with a full bathroom in the hallway for guests to share. This is a great location for 2 couples or a family to book both rooms as it’s a shared bathroom for the 2 rooms.

Sep 4 – 11

G$21,002 GYD per night

Guest favorite

Apartment in Richmond

4.93 out of 5 average rating, 300 reviews

Historic Church Hill Gracious Apt-Balcony & Garden

Why stay in the ordinary when you can experience extraordinary? Fashionably furnished apt with private entry, courtyard, eat-in kitchen, washer/dryer, all amenities, fast Fios fiber-optic WiFi, free parking. In a desirable location - St. John's Church Historic District of Church Hill - charming urban village in the heart of a modern city. Guests tell us the apartment is quiet, relaxing and feels like home. A walkable neighborhood with restaurants. Guests can keep bikes inside a locked gate.

Jun 21 – 28

G$28,013 GYD per night

Guest favorite

Guesthouse in Middletown

5.0 out of 5 average rating, 92 reviews

Cottage, Pool, & Breakfast on 100ac Horse Estate

Enjoy the unique opportunity to spend time on a stunning Maryland horse farm and estate with private access to the Appalachian Trail in Maryland's Blue Ridge mountains. Located in historic Middletown, the farm is just 60 miles from downtown DC and 20 minutes west of Frederick. Our lovingly renovated 1900 guest cottage sits above an active mountain spring and beside the estate's main residence. You'll encounter chickens, cattle, horses and abundant wildlife as you hike and explore the property.

Jul 23 – 28

G$59,649 GYD per night

Guest favorite

Room in Baltimore

4.97 out of 5 average rating, 616 reviews

Guesthouse Bedroom 2/Private Parking - Mt. Vernon

Welcome to your 1874 mansion in the city, with off-street parking on premises! LGBTQ welcoming. The East Room is a king bedroom with a private bath on the second floor of an owner-occupied residence. You will not have to pass through my private living area, so you will experience the level of privacy, freedom to come and go, and professionalism you would in a B&B or guesthouse. There are three other rooms/suites available in my house. Unique space! Please review photos and the entire listing.

Nov 10 – 17

G$21,249 GYD per night

Guest favorite

Room in Dover

4.99 out of 5 average rating, 145 reviews

'Room J' for 1-2 guests in "Black Horse Inn"

Welcome to the 'Black Horse Inn'! Non-smoking, pet-free home in quiet community. Close to the heart of Dover, shopping, restaurants, Air Base, Dover Downs, scenic Rt. 9 and the ocean. Quaint villages, wildlife parks, en route to the seashore. Room & shared bathroom in the loft; shared kitchen, dining area, outside seating. WiFi, cable TV, Netflix. Breakfast! Room J Cozy room overlooking the back yard. Queen-size bed sleeps 2. Armoire and dresser for storage. Fold-out desk. Shared bathroom.

May 21 – 28

G$10,745 GYD per night

Guest favorite

Room in Bridgeton

4.97 out of 5 average rating, 141 reviews

Five Red Doors: Historic Hann House

Our own historic home (first build 1820s, addition 1860-70s) in the heart of Bridgeton's vast historic district, offers two private bedrooms dedicated to any SINGLE group of 1-4 guests (double-bedded room @$100 & twin-bedded @$50/$75 [one/two]). Parent or couple, add $25 extra for an in-room foldout for a child. Full chef-prepared five-star breakfast in our original dining room! FIOS throughout. We are here for you! Please tell us two vaccinated seniors your vaccination status when you book!

Jan 1 – 8

G$22,036 GYD per night

Guest favorite

Townhouse in Ocean City

4.86 out of 5 average rating, 188 reviews

Amazing Location! OceanBlock 28th Street

Super location!!! Steps to boardwalk and beach. New renovations kitchen and flooring throughout !!Newly painted throughout interior with updated decor and new king bed. Walk out the front door and you are 1/2 block to the beach and Ocean City's fantastic boardwalk. 3 level town home with beach house charm. Walk to everything you need with parking for two cars under unit. Pets allowed with approval with a $100 pet fee per pet- (flat not nightly). Comfort and a real find in OC.

Dec 1 – 8

G$138,931 GYD per night

Guest favorite

Farm stay in Frederick

4.98 out of 5 average rating, 64 reviews

Bed & Breakfast - Historic, Central (suite 1)

Built in 1896, fully restored in 2022, our guest house provides a private, 1 bdr/1 ba suite with kitchenette in an upscale neighborhood. An exceptionally quiet, private, park-like, peaceful, guest-available 4-acre setting with free parking, amazing gardens, and daily fresh in-room breakfast from onsite sources. Located a short distance to downtown Frederick, the Frederick Station, Frederick Fairgrounds, and I-70. This property is very near Frederick, but a true Garden of Eden.

Jun 21 – 28

G$29,229 GYD per night

Guest favorite

Condo in Lewes

4.98 out of 5 average rating, 58 reviews

Mulberry in Lewes

Charming condominium in the midst of historic Lewes, Delaware converted from the original 1828 Bethel United Methodist Church. It is a spacious first floor unit with large rooms and high ceilings filled tastefully with vintage American furniture. The condominium is a short three block walk to downtown Lewes with its excellent restaurants and shops, and a 5-10 minute drive to the beaches of Delaware Bay, the Atlantic Ocean, and Cape Henlopen State Park.

Nov 7 – 14

G$113,914 GYD per night

Guest favorite

Room in Frankford

4.93 out of 5 average rating, 148 reviews

The Inn at Dirickson Creek- Room Four

The Inn at Dirickson Creek is a newly renovated coastal casual bed and breakfast just minutes from Bethany Beach and Fenwick Island. Sitting on three and a half acres there is plenty of room for fun on days you decide to stick around. The inn offers six private bedrooms, private bath, four rooms offer private enclosed porches shared living room, and dining area. We also have a game room featuring a pool table, board games, and arcade games.

Jul 3 – 10

G$31,778 GYD per night

Guest favorite

Home in Spotsylvania Courthouse

4.95 out of 5 average rating, 294 reviews

The Post Office

Rumored to be an in-home post office in Greene County, VA, this cabin has been restored to provide you with a charming getaway. The loft bedroom provides a cozy view of the wood-burning fireplace in the living room below. A key feature to this cozy cabin is the soaking tub large enough for two! Maximum 2-person occupancy. Pets are allowed and are charged a fee of $25 (first night) and $15 (per ea. add'l night).

Jan 20 – 27

G$47,868 GYD per night

Guest favorite

Home in Milton

4.79 out of 5 average rating, 197 reviews

Country living near beach/Dogfish Head/Dewey Beer

Vacation at the beaches but stay in the country! TWO large bedrooms and full bath with everything you need. 10 minutes from Lewes beach, Cape Henlopen State Park and the Tanger Outlets. 20 minutes to Rehoboth Beach and only about 5 minutes to Dogfish Brewery in Milton. 1 mile from the new Dewey Beer Brewery, the Lewes/Georgetown bike trail. Bring your bike and ride into Lewes! 5 minutes to Sports at the Beach!

Sep 4 – 11

G$30,022 GYD per night