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Bed and breakfast holiday rentals in Eastern Shore of Virginia

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Top-rated bed and breakfasts in Eastern Shore of Virginia

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

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Top Guest favourite
A room features a queen-sized bed adorned with a floral quilt and accented by two decorative pillows. Wall-mounted sconces provide soft lighting, and framed photographs add character. A small side table sits beside the bed, and a private bathroom is visible in the background.
Hotel room in Williamsburg

Aldrich House B&B Lewis Room

A spacious & unpretentious atmosphere serving a full hot breakfast & located just outside the historic area. Tom,a licensed tour guide of CW,Jamestown & Yorktown, loves history & manages the B&B while Sue works at The Cheese Shop. Enjoy our hospitality & home as a myriad of guests have done with delight through our 20yrs of sharing our home. CW(2 blocks),William & Mary(1.25 miles),Restaurants(.25 mile),Busch Gardens(3 miles), shopping & golfing nearby.B&B is available for weekly rental(call us).

ValueLocationBreakfast

4.99 out of 5 average rating, 86 reviewsA welcoming porch features white wooden benches with turquoise cushions, positioned on a tiled floor. Lush ferns in planters adorn either side of a pale blue door with louvers, enhancing the inviting atmosphere of the entrance.
Private room in Cape Charles

THOMAS INN Q 6 MILES FROM CAPE CHARLES W/POOL

Lovely old colonial home, 2 story brick with great amenities and centrally located on the Eastern Shore of Virginia where the Atlantic Ocean meets the Chesapeake Bay. 17 miles from the CBBT the 8th man made wonder of the world. 6 miles from Cape Charles ,beautiful Beach, Board Walk, Fishing Pier,free outdoor concerts thru out the summer, bike trails, bird watching, kayaking, wine tasting and much more. Full country breakfast served ea AM. 2 rms-Queen &Full copy &paste the link for rm you want

FamilyLocationCleanliness

4.86 out of 5 average rating, 108 reviews
Superhost
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.
Bed and breakfast in Williamsburg

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.

LocationHospitalityCleanliness

4.75 out of 5 average rating, 8 reviews
Superhost
A vibrant cabana with a bright yellow and blue awning is positioned beside a heated pool. Lounge chairs are arranged around the pool area, offering a relaxing spot. Lush greenery and a spacious yard are visible, enhancing the inviting outdoor atmosphere.
Private room in Colonial Beach

Speakeasy Quarters with Retro Arcade & Pool Access

If a Speakeasy had accommodations, this would be it. This prohibition-era themed room will take you back in time with its early 20th-century decor, queen-size bed, private bath, and tiled shower. Enjoy complimentary craft beers at check-in before heading to your comfortable Speakeasy Quarters. The fun doesn't end there as your room is located next to the 80's Arcade Game Room featuring 10 free play arcades that include Pac-Man, Galaga, Asteroids, Centipede, Golden Tee, and Space Invaders.

DecorWalkabilityPool

5.0 out of 5 average rating, 7 reviews
Guest favourite
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

Showing my military family some much needed love! This special discounted rate is extended to active duty/retired service members, and their immediate family. As everyone knows, if you have a spouse or loved one in the military, the whole family is in the military! I have a private room with a queen sized bed and private bathroom in my home complete with flat screen TV, cable, Wifi and coffee in the morning for my military guys and gals! Need to get off base for a night or two? Come relax!

ValueLocationTV

4.98 out of 5 average rating, 273 reviewsA cozy bedroom is highlighted by a spacious bed adorned with a white quilt and accented with plush pillows. A bedside lamp provides soft lighting, and a wicker basket sits on a small table. Natural light filters through a window with bamboo shades.
Private room in Birdsnest

Wyatt House - peace and quiet in the country

Wyatt House is a 180-year-old farmhouse, totally modernized within the last ten years and filled with art, comfort and quiet. Surrounded by beautiful gardens and century old trees on nine acres, it offers a peaceful and tranquil stay. A full breakfast is included daily in the dining room or on the arbor-covered back deck. We are located near Chatham Vineyards and Cape Charles, secluded beaches, walking trails and kayak tours, and we are always available to help you plan your time with us.

FamilyLocationGetting around

5.0 out of 5 average rating, 5 reviews
Top Guest favourite
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

Enjoy easy access to popular shops, restaurants, and galleries from this charming place to stay. We are a 1 minute walk from downtown Berlin and 8 miles from the fun and excitement of Ocean City and the relaxing natural beaches of Assateague Island State and National Parks. The Mahogany Room was initially part of the wraparound porch, then a waiting room for the doctors office, now one of our most requested guest rooms. This room sits in the front of the house on the downstairs level.

FamilyLocationBathroom

5.0 out of 5 average rating, 35 reviews
Guest favourite
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.
Private room in Frankford

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.

ValueLocationPool

4.93 out of 5 average rating, 129 reviews
Top Guest favourite
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.
Private room in Virginia Beach

Victorian Room (Queen & Full, private bath)

The Victorian Room at Parkside Retreat—a quiet, peaceful retreat just 3 miles from the bay and 5 miles from the oceanfront, without all the beach noise! Five minutes from I-264 in NE Virginia Beach. Huge back yard adjacent to park. We are very much like a classic bed and breakfast, just without the breakfast. We have three separate guest rooms available here at Parkside Retreat—see "Laura's Listings" in my profile to pick your favorite!

ValueFamilySleep quality

4.93 out of 5 average rating, 222 reviews
Superhost
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.
Private room in Virginia Beach

The Princess Anne 200 Inn at Old Beach

A luxurious stay awaits you at The Inn at Old Beach. A newly renovated personalized Inn that is just steps away the ocean. Note this unit has a spiral staircase that leads to the room. Complimentary breakfast is served weekend mornings. Parking is first come first served and limited. You may only park one vehicle at the Inn per reservation. Please contact us if further accommodations are needed.

ValueLocationBathroom

4.78 out of 5 average rating, 67 reviewsA serene sunset casts warm hues across the calm surface of the estuary. Reflection of the sun and surrounding trees creates a tranquil scene, with the peaceful water mirroring the vibrant colors of the sky.
Private room in Machipongo

Bed & Breakfast EcoLodge Eastern Shore, VA

Hidden down a country lane in the cool woodlands on Chesapeake Bay salt waters, a modest ranch style home with two guest bedrooms and a bath, just perfect for two couples or a small family. Wildlife, paddle boats, remote beaches, art studio, slot car racing, disc golf, archery - outdoor living at its best!

LocationFamilyIndoor spaces

4.89 out of 5 average rating, 37 reviews
Guest favourite
A spacious waterfront deck features a picnic table and several Adirondack chairs, inviting relaxation. Surrounded by natural greenery, views of the water create a serene atmosphere. The bulkhead provides easy access for boats, enhancing the outdoor experience.
Home in Chincoteague Island

Family Tides by Seaside Vacations & Sales

Make fabulous Vacation Memories at Family Tides Vacation Rental on beautiful and natural Chincoteague Island, home of the famous Wild Ponies. This lovely waterfront home sleeps 7 and has deep water access, so bring your boat!

FamilyLocationParks

4.95 out of 5 average rating, 41 reviews

Popular amenities for Eastern Shore of Virginia bed and breakfasts

KitchenWifiPoolFree parking on premisesAir conditioning

Family-Friendly Bed and Breakfasts

A dining setup is presented on a wooden table overlooking a tranquil waterfront view. Two wine glasses are positioned beside decorative plates, while a blue candle holder adds a touch of elegance. Lush greenery and the expansive water create a serene backdrop.
Resort in Trappe

The Mayflower

LocationFamilyNearby

5.0 out of 5 average rating, 39 reviews
Superhost
An elegant room features a queen size, carved mahogany canopied bed, complemented by two bedside lamps. A staircase is visible in the background, leading to the upper level. A private bathroom is located to the right, with white tile and modern fixtures.
Private room in Williamsburg

Two Room Suite with Breakfast - Cedars B&B

FamilyLocationHospitality

4.78 out of 5 average rating, 18 reviews
Superhost
The room features a king size bed with a light-colored quilt, complemented by two bedside lamps and framed artwork on the walls. A comfortable, teal armchair and a small stool are positioned beside a patterned rug, with windows dressed in vertical striped curtains allowing natural light to enter.
Private room in Williamsburg

Stately King Room with Breakfast - Cedars B&B

LocationHospitalityWalkability

4.86 out of 5 average rating, 7 reviews
Superhost
A bright and airy suite features a Chippendale canopy bed, complemented by a cozy sitting area with two armchairs. Natural light enters through multiple windows adorned with floral curtains. A vintage fireplace adds warmth, while a decorative rug enhances the wooden floor.
Private room in Colonial Beach

Lulabelle Room with Fireplace, Pool/Cabana

ComfortHospitalityBreakfast

5.0 out of 5 average rating, 4 reviews
Superhost
A cozy bedroom is featured, highlighted by a four-poster queen bed adorned with a white coverlet. A ceiling fan is installed, and a nearby window provides natural light. A small side table and a floral lounge chair add to the inviting warmth of the space.
Private room in Williamsburg

Elegant Queen Room with Breakfast - Cedars B&B

FamilyCleanlinessComfort

5.0 out of 5 average rating, 3 reviews
Superhost
A spacious sleeping area is defined by soft pink walls and polished wood flooring. A large bed with floral-patterned pillows is complemented by bedside lamps and a decorative bench at the foot. A dresser with floral accents and a wall-mounted television are also present.
Private room in Williamsburg

Romantic King Room with Breakfast - Cedars B&B

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 6 reviews
Superhost
A spacious bedroom features a floral-patterned bedspread over a large bed, complemented by decorative pillows. A bedside table with a lamp is positioned next to the bed. Light-filtering curtains adorn the window, and an inviting area rug covers the hardwood floor.
Private room in Colonial Beach

B&B Presidential Suite with Pool/Cabana/Arcade

ComfortWalkabilityBreakfast

Superhost
A spacious bedroom features a classic turn-of-the-century bedroom set with a tall wooden bed and a vintage loveseat. Light blue walls enhance the serene atmosphere. Natural light enters through a large window, which is adorned with lace curtains, while a wooden dresser complements the decor.
Private room in Colonial Beach

Lottie Foster Suite with Pool/Cabana

ComfortHospitality

Bed and breakfast rentals with breakfast

A spacious bedroom features a comfortable bed with a white coverlet, positioned near a window adorned with sheer curtains. A fireplace adds warmth to the room, while two pastel pink chairs are arranged nearby. Soft lighting enhances the inviting ambiance.
Private room in Salisbury

Gillis Grier Bed & Breakfast - The Pineapple Room

ValueLocationBeach

5.0 out of 5 average rating, 13 reviews
Guest favourite
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.
Private room in Williamsburg

Williamsburg Sampler - Lord Nelson Chamber

ValueLocationNearby

4.94 out of 5 average rating, 64 reviewsA multi-story Victorian-style building is showcased with a distinct tower structure. The facade features light-colored siding with dark green accents. A spacious porch extends across the front, adorned with decorative railings and potted plants, emphasizing the inviting outdoor space.
Private room in Hollywood

The Victorian Candle B&B Johnson Room

ValueLocationParking

4.78 out of 5 average rating, 37 reviewsA cozy bedroom features a queen bed with a decorative headboard, layered with white bedding and accent pillows. A small lamp beside the bed casts a warm glow, while framed artwork and a mirror adorn the walls. A fireplace adds a charming focal point.
Private room in Williamsburg

Washington Suite - A Williamsburg White House

CleanlinessHospitalityBreakfast

5.0 out of 5 average rating, 3 reviews
Private room in Williamsburg

Colonial Gardens B&B - Azalea Suite (2nd Floor)

LocationValueSleep quality

A four-poster bed is centered in the room, adorned with vibrant bedding and surrounded by natural light from large windows. A decorative fireplace, detailed with a traditional mantel, complements the wooden furnishings. Framed art pieces are displayed above the fireplace, enhancing the decor.
Private room in Cambridge

Albanus Philips Inn The Empress Room

Indoor spacesHospitalityBreakfast

An elegantly appointed bedroom features a four-poster bed dressed in soft linens, with a plush seating area nearby. A chandelier hangs from the ceiling, illuminating the space. Light enters through large windows, highlighting the detailed moldings and polished wooden floors.
Private room in Port Tobacco Village

Chippendale Suite

Hospitality

Guest favourite
Private room in Frankford

The Inn at Dirickson Creek- Room Two

LocationFamilyComfort

4.94 out of 5 average rating, 141 reviews

Other bed and breakfast holiday rentals

Guest favourite
A beautifully arranged parlor area displays elegant antique furnishings, including a meticulously detailed chair. A staircase, adorned with decorative garlands, leads to the upper levels. A cozy bedroom features a richly decorated bed against a purple wall, while a bright sunlit area includes white wicker chairs and a small table.
Private room in Smithfield

Historic Victorian B & B Smithfield VA 1 - 3 rooms

LocationFamilyCleanliness

4.89 out of 5 average rating, 54 reviewsAn outdoor seating area features several wooden benches and chairs arranged around a square coffee table. Sunlight filters through the trees, creating soft shadows on the deck surface.
Private room in Virginia Beach

JustRight/Close2Beaches/PrivateBath/HiSpeedWiFi

LocationFamilySleep quality

4.8 out of 5 average rating, 15 reviewsA cozy bedroom features a spacious bed with a soft gray comforter and decorative pillows. A nightstand holds a lamp and a small speaker. A vintage-style poster adorns the wall, adding a touch of character to the room.
Private room in Crisfield

Paiton Room Lady Grace Bed and Breakfast

WalkabilityParksIndoor spaces

5.0 out of 5 average rating, 7 reviews
Guest favourite
A spacious bedroom is illuminated by natural light, featuring a wooden bed frame with a blue comforter. A dresser and bedside table add functionality, while a cozy seating area with a plush sofa complements the room's warmth. A ceiling fan enhances airflow.
Private room in Frankford

The Inn at Dirickson Creek- Room Five

LocationValueCondition

4.92 out of 5 average rating, 91 reviews
Guest favourite
A spacious bedroom features a king bed adorned with a patterned quilt in warm tones. Natural light filters through window treatments, illuminating the room. A stylish armchair and an antique dresser add to the character, while a ceiling fan enhances the comfort.
Hotel room in Williamsburg

Aldrich House B&B Patton Room

LocationWalkabilitySleep quality

4.95 out of 5 average rating, 39 reviews
Superhost
A cozy room features a four-poster queen bed with a decorative headboard. Soft light is provided by two bedside lamps. A comfortable armchair sits beside the bed, and large windows adorned with patterned curtains allow natural light to fill the space.
Private room in Williamsburg

Quiet Queen Room with Breakfast - Cedars B&B

LocationHospitalityBreakfast

4.74 out of 5 average rating, 19 reviews
Guest favourite
The room features a handcrafted pencil-post queen bed with decorative pillows. A patterned rug covers the floor beneath, while a chair and small table provide additional seating. Vintage decor and floral wallpaper enhance the historic character, with light filtering through a window dressed with soft drapes.
Private room in Williamsburg

Chesapeake - Colonial Capital Bed & Breakfast

FamilyValueComfort

4.87 out of 5 average rating, 76 reviews
Superhost
A spacious room features a California King bed draped with soft bedding, flanked by decorative pillows. Floral-patterned curtains frame a window, allowing natural light. A vintage portrait hangs on one wall, and a small vanity table is positioned nearby, enhancing the room's classic charm.
Private room in Williamsburg

Potomac - Colonial Capital Bed & Breakfast

LocationHospitalityParking

5.0 out of 5 average rating, 16 reviews

Destinations to explore