
Flat rentals near Chesapeake Bay
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Top-rated flat rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for flat rentals near Chesapeake Bay
Weekly apartment rentals

Blue Crab Lodge

Union Market Garden Apartment

Blue House by the Zoo- Mt. Pleasant-AdMo-CoHi

Butchershill-Private Clean Cozy King Bed Parking.

A unique place on sue creek

Charming Studio in the heart of St. Michael's, MD.

Nature's Rest in Church Creek

City-chic parkside flat near iconic DC landmarks
Private apartment rentals

Bayside Oasis of Southern Maryland

Centrally Located Sleek Studio Apartment

Harry’s River View couples relax, historic town

Pansy’s Retreat

Bright, new apartment in the heart of Chestertown

Mod Downtown One Bedroom at JoRetro

Halcyon house. Lovely views on MD eastern shore.

Gem in the Heart of the Fan #1!
Apartment rentals with a hot tub

DC Oasis- hot tub, pool, theater/game rm, & more

‘Kozy Kabin’ - Absolute Stunner!

Westgate Historic Williamsburg One Bedroom

Fox Haven

Waterfront Studio • Pool • Near DE Turf & Beach

Safe, quiet neighborhood close to downtown!

Celebrate Summer by Your Private Pool

Deluxe 2BR Apt | Downtown Arlington | Gym, Pool
Family-friendly apartment rentals

“Little City by The Sea”

South-Facing Studio Overlooking Union Square Park

Modern Apartment over the Heart of Main Street!

Sunset Haven Downtown

Morning Light Apartment

DC Cozy. Kitchen, W/D: Walkable!

Nice view self-contained Apart.

Charming Eastport
Quick stats about flat rentals near Chesapeake Bay
Total rentals
1K properties
Total number of reviews
37K reviews
Family-friendly rentals
460 properties are a good fit for families
Pet-friendly rentals
450 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
570 properties have a dedicated workspace
Destinations to explore
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Hotel rentals Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Resort rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Boutique hotel rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Flat rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Assateague Beach
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Piney Point Beach
- Little Creek Beach
- Cape Charles Beachfront
- James River Country Club
- Golden Horseshoe Golf Club
- Sarah Constant Beach Park
- Wallops Beach