Bed and breakfast holiday rentals near Chesapeake Bay

Private room in Annapolis

A cozy cottage is surrounded by lush greenery and features a well-kept lawn. Two bright green chairs are positioned on a stone pathway leading to the entrance, inviting relaxation. Warm lights glow from the windows, creating a welcoming ambiance.

Cozy private room in Annapolis home

Come enjoy a furnished cozy cottage in sought after Historic Annapolis, Maryland. ..the sailing capital of the east coast. Accommodations are simple with open decking and private entrance to bedroom area. A trundle day bed makes into two twins or double bed with little room to spare.A single bath will be shared along with kitchen privileges. The house is situated in a quiet neighborhood with no need for a car. Although parking is in front of the house if you do have a car. A walking path and biking trail run throughout the area. There is easy public transportation(trolley) to downtown and harbor area. You also may choose to walk to the nearby Historic area downtown and the Naval Academy Stadium and yard. Within walking distance there are restaurants and shopping with something in mind for everyone. Enjoy Annapolis at your leisure being adventurous or relaxed. You are welcome to my home with a lovely deck outside your room and Odin(young,nosey, English Cream Golden Retriever) to enjoy. We always look forward to meeting new guests. Media: includes internet access/basic cable television available upon request. Pets: Negotiable Meals: Coffee/Tea, light breakfast fare

4.84 out of 5 average rating, 479 reviews

Private room in Chesapeake City

A view showcases the town's buildings alongside a calm waterfront, with a large bridge extending overhead. Green trees dot the landscape, and the clear blue sky complements the serene setting, reflecting the charm of Chesapeake City.

Cafe on the Bay - 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.

4.95 out of 5 average rating, 214 reviews

Private room in Southwest Washington

A sunlit sunroom features a green sofa and a red armchair, both positioned to enjoy the views of the surrounding greenery. Large windows provide ample natural light and a sense of openness, while a potted plant adds a touch of nature indoors.

Breakfast, Free Parking & Easy Walk to Mall, Wharf

DC Wharf, Anthem, National Mall & three Metro stations are within a 10-minute walk. The first floor is all yours. Very private. Your bathroom is stocked with amenities. Always fresh towels, clean sheets on a queen-size bed. Closets, wifi, laundry, courtyard view. Full access to the living room, dining room & kitchen on the second floor. We live on the third floor. Start the day with a fresh-ground coffee and a homemade breakfast. Happy to adjust to personal preferences and dietary restrictions.

5.0 out of 5 average rating, 408 reviews

4.93 out of 5 average rating, 381 reviews

A charming historic building is seen from across the street, featuring a red exterior with decorative architectural details. Lush green trees provide shade, while a white picket fence borders the front garden filled with seasonal greenery and flowers. Nearby vehicles are parked along the street.

Flat in Church Hill

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.

Private room in Baltimore

The historic mansion is displayed with a beautifully aged red brick facade, accented by intricate architectural details. Tall windows provide ample natural light, while the multi-gabled roof adds character. Two cars are parked on the street in front, complementing the tree-lined setting.

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 PRIVATE BATH. Located on the 2nd 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 expected in a B&B or guesthouse. There are 3 other rooms/suites available in my house. Unique space! Please review photos and the entire listing.

4.98 out of 5 average rating, 893 reviews

Bed and breakfast in Williamsburg

A charming two-story cottage features red doors and a brick exterior. Large windows allow natural light to fill the interior, which is framed by neatly trimmed shrubs and greenery. A gravel pathway leads to the entrance, providing a welcoming atmosphere.

Private 2BR Cottage with Breakfast - Cedars B&B

Our charming and delightful B&B is located across the street from the College of William & Mary, and under a mile from Colonial Williamsburg and downtown Williamsburg. Breakfast is complimentary, locally sourced and seasonally themed. You'll love our home-like atmosphere where you'll be taken care of by our innkeepers who know the best places to eat, play and shop and our housekeepers who will keep your room neat and tidy. Great for couples, families, solo adventurers, and business travelers.

4.75 out of 5 average rating, 8 reviews

4.99 out of 5 average rating, 225 reviews

A cozy room features wood-paneled walls and a spacious bed covered with a quilt. A small entertainment unit holds a television, with shelves displaying books and decorative items nearby. Natural light filters in through a window adorned with dark curtains.

Private room in Dover

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

Welcome to the 'Black Horse Inn'! Non-smoking home in quiet community. In- & outdoor cat. Close historic downtown, shops, dining, Air Base, NASCAR, casino, 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, Fire 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.

Private room in New Market

The historic 1837 home features a white exterior with green shutters and a prominent gabled roof. Red, white, and blue bunting adorns the front porch, enhancing its classic charm. A bright red sports car is parked in front, adding a pop of color to the façade.

Lincoln Room w/ Private Entrance at Strawberry Inn

Strawberry Inn (since 1973) is a 200-year old home in the middle of Main Street in historic New Market, MD. Dining and coffee shops are in walking distance. This ground-floor room has a private back porch entrance, king bed, WiFi, and private bath. Enjoy the garden and gazebo with a bottle of wine from a local vineyard. Breakfast snack bowl with fruit, breakfast bars, and Keurig are in the room. Airbnb is now adding their fee to our rate, that's why it looks like our rate went up.

4.92 out of 5 average rating, 147 reviews

4.95 out of 5 average rating, 231 reviews

The exterior of the spacious brick home features a symmetrical design with multiple large windows, accented by black shutters. A welcoming front entrance is highlighted by a broad staircase leading up to a covered porch, framed by neatly trimmed shrubs and a well-maintained lawn.

Private room in Stafford

Falling Creek - Rm #2

Welcome to Falling Creek, conveniently located less than 3 miles from I95. Less than an hour drive from D.C. and only 10 - 15 min from Quantico and Downtown Fredericksburg where you can walk around to shop, eat or have a drink. Unlike some other places, we don't require you to perform any chores or cleaning before checking out. Your comfort and satisfaction are our top priorities. Feel free to take your time, savor your last moments, and leave any tidying up to us.

4.99 out of 5 average rating, 87 reviews

A comfortable living area features a gray sofa with red accent pillows and two light upholstered chairs. A wooden coffee table is placed in the center, adorned with decorative items. Large windows allow natural light to fill the space, highlighting the original heart pine flooring.

Apartment in Lewes

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.

4.98 out of 5 average rating, 83 reviews

A large tree stands prominently on a lush green lawn, casting soft shadows on the grass. In the background, a charming yellow house is partially visible, surrounded by manicured landscaping and the serenity of the expansive grounds.

Guest house in Frederick

Quiet, peaceful setting (suite 1)

A beautiful experience! 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 private, park-like, peaceful, guest-available 3-acre setting with free parking and amazing gardens. 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.

Private room in Frankford

A spacious bedroom features a large four-poster bed dressed in a light-colored floral quilt. Two bedside lamps provide soft illumination. A wooden dresser and a mirror add warmth, while a comfortable armchair and a small side table offer additional seating. Natural light enters through large windows.

The Inn at Dirickson Creek- Room One

The Inn at Dirickson Creek is a newly renovated coastal casual bed and breakfast just 6 miles 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.

4.93 out of 5 average rating, 129 reviews

Popular amenities for bed and breakfast rentals near Chesapeake Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed & breakfast rentals

4.94 out of 5 average rating, 106 reviews

A cozy interior features large black French doors opening to the outside, framed by soft pink drapes. A white desk with two chairs is positioned beside the doors, with decorative plants enhancing the space. A mounted TV and light wood accents contribute to a serene atmosphere.

Tiny home in Suffolk

Cozy Tiny House 2 - onsite Cafe'

Private room in Littlestown

The entrance of a charming two-story white farmhouse is framed by vibrant green shrubbery and a flowering tree. A light blue front door is adorned with a decorative wreath, inviting guests into a welcoming atmosphere. Window shutters complement the home's exterior.

Beautiful Historic Home Near Gettysburg

4.98 out of 5 average rating, 393 reviews

4.85 out of 5 average rating, 147 reviews

Private room in Monrovia

Quilt Room

4.92 out of 5 average rating, 124 reviews

A charming brick Cape Cod home is depicted, featuring a steeply pitched roof and white window shutters. Lush green grass surrounds the house, with a circular driveway leading to a garage. Mature trees provide shade, enhancing the inviting exterior.

Private room in Timonium

Second Floor bedroom With two queen beds.

Private room in Silver Spring

A spacious bedroom is furnished with a large bed, a wooden desk, and a comfortable armchair. Natural light filters through two large windows, draped with gold curtains. A nightstand and an upholstered bench add functional touches to the inviting space.

Suburban Sanctuary

4.9 out of 5 average rating, 286 reviews

Private room in Annapolis

A master bedroom features a spacious bed with soft green bedding, accompanied by nightstands on either side. A piece of abstract artwork adorns the wall above the bed. A hallway is visible in the background, leading to the bathroom.

Lovely Private Master Bedroom

4.98 out of 5 average rating, 249 reviews

Private room in Virginia Beach

The room features a spacious bed with soft linens, accompanied by a cozy bench at the foot. A bookshelf and a tall dresser are present, while natural light filters through the curtains. A seating area with a wooden chair invites relaxation.

Victorian Room (Queen & Full, private bath)

4.93 out of 5 average rating, 222 reviews

4.92 out of 5 average rating, 38 reviews

A large brick house is surrounded by lush trees and landscaped greenery. The front lawn features a well-maintained grassy area leading to a paved driveway that extends to the entrance. Windows line the front of the home, creating a welcoming appearance.

Private room in Bethesda

The Oaks BnB: lovely home, park setting Potomac/DC

Bed and breakfast rentals with breakfast

Private room in Mount Airy

The exterior of a large Victorian-style home is visible, featuring a gray facade with white trim and multiple gabled roofs. Symmetrical windows and a welcoming front porch are highlighted. A stone pathway leads to the entrance, surrounded by green landscaping and mature trees.

3 Rooms in BnB, off- street parking

5.0 out of 5 average rating, 8 reviews

Private room in Adams Morgan

A cozy room features a spacious double bed with a decorative pillow, complemented by rich wooden accents. Natural light filters through large bow windows adorned with red drapes. A small writing desk with a chair and a decorative cabinet sit nearby, adding charm to the space.

Hotel Room in Dupont Circle Washington DC

5.0 out of 5 average rating, 8 reviews

4.82 out of 5 average rating, 78 reviews

A spacious bedroom features a king bed adorned with a floral patterned blanket. A wooden nightstand and a desk with a chair are present. Two windows with light curtains allow natural light to enter, while subtle decor highlights the room's vintage charm.

Private room in Henrico

Gardenia Suite

Private room in Northwest Washington

A spacious front porch is furnished with a variety of comfortable seating options, including a large sofa and several wicker chairs adorned with green cushions. A glass-topped table sits in the center, complemented by standing lamps that enhance the serene environment, surrounded by greenery.

Comfortable bdrm in 110+ yr old home w/large desk

4.99 out of 5 average rating, 257 reviews

4.98 out of 5 average rating, 273 reviews

A well-appointed bedroom features a queen-sized bed adorned with decorative pillows and a floral comforter. The walls are decorated with wine-themed art, and bedside tables hold lamps and personal touches. Natural light enters through the window dressed with sheer curtains, enhancing the cozy atmosphere.

Private room in Norfolk

Military - Active/Retired/Family at Cape Defoe B&B

The exterior of a spacious English Manor Home is displayed, featuring a combination of stone and elegant architectural details. Lush green grass surrounds the house, and large windows are visible, allowing natural light to illuminate the interior. Decorative elements accentuate the charming facade.

Private room in Port Deposit

Bed & Breakfast at Rolling Hills Ranch

4.76 out of 5 average rating, 166 reviews

A spacious bedroom features a four-poster bed draped in colorful bedding, complemented by warm wooden furniture. A subtle fireplace adds a cozy element, while decorative window treatments and a floral arrangement provide a touch of charm. Soft lighting enhances the room's inviting atmosphere.

Private room in St. Michaels

George Brooks House B & B # 2 Queen

4.81 out of 5 average rating, 32 reviews

A cozy bedroom features a queen-sized bed with a soft blue quilt and decorative pillows. Two windows allow natural light, framed by light curtains. An antique basin sink is positioned beside the bed. Warm wood flooring adds to the inviting atmosphere.

Private room in Kilmarnock

Elegance Room - Back INN Time

4.77 out of 5 average rating, 35 reviews

Bed and breakfast rentals with a patio

5.0 out of 5 average rating, 35 reviews

A welcoming sign for The Holland House Bed & Breakfast stands prominently in a lush garden. Bright greenery surrounds the sign, while a white house with large windows and a welcoming porch is visible in the background, inviting guests to explore the property.

Private room in Berlin

Holland House B&B, Rm1 Mahogany

Private room in Parkville

Naomi’s Bed & Breakfast~ Hot Breakfast Included!

5.0 out of 5 average rating, 12 reviews

Private room in Northwest Washington

A cozy living room is showcased, featuring a green sofa and a rust-colored armchair. A glass coffee table sits at the center, while a decorative mirror and artwork adorn the walls. A fireplace is located beside the door leading to the outdoor patio.

Welcoming Private Room & bath in Townhouse

4.98 out of 5 average rating, 66 reviews

Private room in Baltimore

A modern bedroom features a dark headboard with a light bedspread decorated with Eiffel Tower motifs. Two nightstands are positioned on either side, one with a lamp and the other with a plant. Artwork decorates the wall above the bed, and grey curtains frame a window.

Large/private/high ceilings

4.97 out of 5 average rating, 78 reviews

Private room in Gaithersburg

A spacious room features a queen size bed with a decorative metal headboard, flanked by two bedside lamps. Natural light enters through two window treatments, enhancing the soft color palette. A dresser and a small desk provide additional furnishings, with a piece of artwork on the wall.

The Rose Room/Spacious Victorian Inn

4.78 out of 5 average rating, 32 reviews

Private room in Rockville

A spacious guest room features a comfortable bed with decorative pillows, accompanied by a bedside table and lamp. A closet with organized shelving provides ample storage space. A piece of framed artwork adds visual interest to the neutral-colored walls.

Parisian Room & Private Bath - 8 mn walk to Metro

4.97 out of 5 average rating, 30 reviews

5.0 out of 5 average rating, 17 reviews

The exterior of a two-story house features a welcoming porch adorned with a seasonal wreath. Light green siding is complemented by dark shutters framing the large front windows. Small potted plants are displayed on the steps, enhancing the entrance's inviting appearance.

Private room in Richmond

Sunny Suite at Sam's on Semmes

A spacious living area is presented, featuring a large red leather sectional sofa arranged around a decorative coffee table. A floral arrangement sits atop the table, while a patterned area rug adds warmth to the space. An abstract artwork hangs prominently on the wall.

Private room in Fort Washington

Cozy 2BR w/Private Entrance |Near DC, MGM, Harbor

4.81 out of 5 average rating, 16 reviews

Other bed and breakfast holiday rentals

Private room in Virginia Beach

A bright and airy bedroom features a spacious bed with neutral bedding and accent pillows. Light wood finishes frame the bed against soft green walls. Large sliding doors open to a balcony, allowing natural light to illuminate the space, complemented by wooden flooring.

The Princess Anne 200 Inn at Old Beach

4.78 out of 5 average rating, 67 reviews

4.95 out of 5 average rating, 236 reviews

Hotel room in New Castle

“Out to Sea” at the Terry House !

A spacious oval bedroom features three ceiling-height windows providing natural light. A large bed is accompanied by four decorative pillows. A semicircular desk and a lounge chair are present, along with built-in shelving and an artwork piece mounted on the wall.

Private room in Cockeysville

Westmore Estate I: Oval BR in Gorgeous Modern B&B

4.77 out of 5 average rating, 128 reviews

Private room in Rehoboth Beach

A spacious room features a king bed adorned with a coral-colored blanket and decorative pillows. An art piece with tropical themes is displayed above the bed. A vintage armoire stands against the wall, complemented by a small black chair and a lamp on a side table.

Room 35 at Rehoboth Guest House BandB w/pvt Bath

5.0 out of 5 average rating, 7 reviews

4.99 out of 5 average rating, 68 reviews

A spacious multi-story house is displayed, featuring solar panels on the roof. The front yard is landscaped with circular flower beds, showcasing blooming rose bushes. A round stone fountain with a statue serves as a central focal point, adding charm to the overall design.

Private room in Milford

1st floor 2 guest rooms, shared full bath

A charming brick house is featured, showcasing solar panels on the sloped roof. The front yard includes manicured shrubs and a walkway leading to the welcoming entryway. Nearby trees provide some shade, creating a tranquil setting in a well-maintained neighborhood.

Private room in Catonsville

Bedroom with full bed in Quiet Shared Home

4.7 out of 5 average rating, 61 reviews

Private room in Williamsburg

A cozy bedroom featuring a King size four poster bed adorned with decorative pillows. Soft lighting is provided by two bedside lamps, while windows dressed with dark curtains allow natural light. A comfortable chair and side table complete the inviting space.

Williamsburg Sampler - Lord Nelson Chamber

4.94 out of 5 average rating, 64 reviews