
Vacation rentals with breakfast near Chesapeake Bay
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Top-rated breakfast rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beautiful and spacious 3 bedroom
Beautifully decorated and spacious home in a charming, Alexandria neighborhood near the King Street metro and the shops and restaurants of Old Town. Just a 16 minute drive to downtown Washington DC, with a chef's kitchen and a relaxing great room. The house is also just a 10 minute drive to the new MGM Casino or the Gaylord Resort and Convention Center at National Harbor. The "no parties in house" rule is strictly followed. If you want to have a party or an event, this is not the place for you.

RetroLux Guest Suite 20 min to Downtown Baltimore
Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Bell Estates*Brand New*Bay View*Corner Cottage*
Bell Estates is a newly built corner lot across the street from the bay with peek-a-boo views of the water from Master bedroom & front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Old Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Family Friendly Top Floor Condo Near Boardwalk
Located just 2 miles from the Rehoboth Beach boardwalk, yet nestled in a peaceful community. Condo offers a comfortable & well-equipped space Primary Bedroom: King w/ en-suite bathroom Second Bedroom: Queen w/ en-suite bathroom Living Area: Sofa & comfy chairs for relaxing For the Littles: Pack 'n Play, high chair, & many kid-friendly extras—see the last few photos for all the thoughtful touches! Whether you're here to explore Rehoboth’s charm or simply unwind, this is the perfect home base!

Just Like Home - Private Entrance Apt in DMV Area
288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sofa, roll-away single bed, kitchen, bathroom with small shower stall & 55” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. Excellent location: Ft. Meade (14.4 miles), Annapolis (15 m), Andrews AFB (19 m), Washington DC (19 m), Baltimore (29 m) Nearby airports: DCA (23 m), BWI (27 m), IAD (48 m) Public Transportation: Metro Bus Stop (0.2 m), New Carrollton Station Metrorail, Amtrak, & Greyhound (9 m)

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Awesome studio tucked away & Centrally located !
Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

"No Bad Days" in this Fabulous Beachhouse w/ Dock!
You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Walk to Georgetown - Glover Park Guest Suite
Covid-19 safe and separate entrance suite, with no shared utilities (radiator in winter and wall unit AC in summer). The space is bright and has windows facing East and South. The apartment has direct access to a private patio, where you can relax with a cup of coffee in the morning sun. The general atmosphere is cozy yet it has a contemporary feel thanks to its bamboo floors in the bedroom and modern tiles in the bathroom and kitchen. No smoking is allowed in the unit.
Popular amenities for breakfast rentals near Chesapeake Bay
House rentals with breakfast

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

Ghent on the Corner: Cozy 3 bed 2.5 bath home

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Perfect Getaway!

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

VIBES! *Breakfast*Free Parking*Piano*King Bed*

Alice’s DelRay Cottage-Elegant/EV enabled Retreat

Fire pit*Serene*king bed*Hyattsville Gem
Apartment rentals with breakfast

Modern One BR in a Great Location .

THE INN ON CAPITOL HILL

Perfect DC stay with parking! Sanitized 100%

Capitol Hill's perfect location! Bright & clean!

KING BED - The Mercury B & B (Gift Card Inc.)

Enchanted! 1BR Apt near DCA in quiet neighborhood

Spacious studio apt, Super location, Parking

Heart of Sykesville! 2 Bedroom Suite! Walk to town
Bed and breakfast rentals with breakfast

Breakfast, Free Parking & Easy Walk to Mall, Wharf

Cozy private room in Annapolis home

Suburban Sanctuary

Private 2BR Cottage with Breakfast - Cedars B&B

Falling Creek - Rm #2

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

Quilt Room

Mulberry in Lewes
Other vacation rentals with breakfast

Eye-popping private studio guest suite w/ patio.

Piankatank Riverfront Perch B, Mathews VA

Rachel's BnB

The Perfect View Virginia Tiny Home

Elegant Garden Suite | Walk to Union Market/Metro

Shewell’s Basement Studio at Long Beach

Marshfield Guesthouse on river near Williamsburg

Modern Bayfront Escape with Sweeping Water Views
Quick stats about vacation rentals with breakfast included near Chesapeake Bay

Total vacation rentals
Explore 330 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 14,230 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
300 of Chesapeake Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

4.7 Average rating
Chesapeake Bay stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with breakfast United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Nauticus
- Old Dominion University
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Hampton University
- Children's Museum of Virginia
- Norfolk Scope Arena
- USS Wisconsin (BB-64)
- Neptune's Park
- Chrysler Hall
- Town Point Park




