
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.

Rachel's BnB
A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

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.

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!

Perfect Location by Fed Hill Park 2Bdr/2.5Ba
Our spacious home is waiting for you! You'll love this home's unbeatable & safe location in the heart of Baltimore’s Inner Harbor! Located within walking distance of Federal Hill Park, Convention Center, Orioles & Raven's Stadiums, National Aquarium, Maryland Science Center, M8 Beer, Sagamore Distillery, Fort McHenry, Restaurants/Nightlife/Bars, Farmer’s Market, Shopping, Breweries, Business District, & MARC Train/Metro/Lightrail. Ideal for singles, couples, families, & business travelers.

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🥰

Lil’ House - A Serene Tiny Home Experience
Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

"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.

Eye-popping private studio guest suite w/ patio.
Art filled studio guest suite on quiet wooded lot. Minutes from DC yet feels amazingly private. Enter through charming tiled gate into private patio. Great sleep experience with hypo-allergic organic bedding. Perfect for romantic getaway or base for tourism. Bookshelves stacked with guidebooks and games. Off street parking. South Arlington known for diversity, ethnic restaurants and Amazon HQ2. Close to bus/metro and we comply with AirBnB's COVID-19 cleaning protocol.

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.

The Serenity House
Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.

Chic Loft | Rest and Relax l Private Beach Access
Outage worker welcome: 1 guest. orefer night sleeper as we will come and go thru garage during the day and the dog will bark..We cant guarantee quiet daytime sleeping conditions Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. Enjoy our private, above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home.
Popular amenities for breakfast rentals near Chesapeake Bay
House rentals with breakfast

Ghent on the Corner: Cozy 3 bed 2.5 bath home

Family Group Friends Entire Home 4 Bedrms 3 Baths

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Perfect Getaway!

Modern 3-Level Stay| Hot Tub | Game Room | Parking

RetroLux Guest Suite 20 min to Downtown Baltimore

Alice’s DelRay Cottage-Elegant/EV enabled Retreat

Unique Stay- Historic Fredericksburg Home
Apartment rentals with breakfast

Modern One BR in a Great Location .

Capitol Hill's perfect location! Bright & clean!

King Bed - Center of Historic District

Enchanted! 1BR Apt near DCA in quiet neighborhood

Heart of Sykesville! 2 Bedroom Suite! Walk to town

Historic Church Hill Gracious Apt-Balcony & Garden

Urban 1-Bedrm. Apt. Overlooking Union Square Park

Just Like Home - Private Entrance Apt in DMV Area
Bed and breakfast rentals with breakfast

Breakfast, Free Parking & Easy Walk to Mall, Wharf

Cozy private room in Annapolis home

Suburban Sanctuary

Charming bdrm in 110+yr home w/wood fireplace

Falling Creek - Rm #2

Holland House B&B, Rm1 Mahogany

Quilt Room

Cafe on the Bay 2- breakfast included!
Other vacation rentals with breakfast

Piankatank Riverfront Perch B, Mathews VA

Luxurious H Street Private Apartment

1880 Victorian TH On Creek near Uptown Happenings!

Farm House Stay on the Eastern Shore of Maryland

The Perfect View Virginia Tiny Home

Perfect for visiting Washington DC!

Your Hideaway awaits/1-bedroom downtown pad.

Entire Home - Close to Beach - Pet Friendly
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 G$6,266 GYD 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
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Nauticus
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- Old Dominion University
- Virginia Living History Museum
- First Landing Beach
- Chrysler Hall
- USS Wisconsin (BB-64)
- Hampton University
- The NorVa
- Neptune's Park




