
Cottage rentals near Chesapeake Bay
Find and book unique cottages on Airbnb
Top-rated cottage rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for cottage rentals near Chesapeake Bay
Cottage rentals with a hot tub

Waterfront cottage w/hot tub/ gated/ pier/ firepit

Sunset River Shack -amazing waterfront view

Block to Private Beach, Screened deck, Hot Tub

Riverside Haven w/ Hot Tub

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Chapel Cottage HdG

Poseidon - Beach Carriage House - 120 Years Old
Pet-friendly cottage rentals

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

19th Century Coastal Cottage with Modern Amenities

Relaxing Water Views - Mill Creek Cottage

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

"Bee Haven" Cottage Retreat

A "True" Chesapeake Bay Waterfront Experience!

Charming Waterfront Home with Expansive Views

TooFine Lakehouse, pet friendly waterfront cottage
Private cottage rentals

Cozy cottage 3 blocks from beach

Relaxing Waterfront Cottage w/ Private Dock/Kayaks

The Moore Cottage

Charming Waterfront on Chesapeake Bay

Ft. Smallwood Overlook. Waterfront with Kayaks!

Sea Salt Cottage: Tranquil Getaway 5 min to beach

Creeks End Farmhouse

Waterfront Chesapeake Bay Sunrises & Private PIER!
Luxury cottage rentals

Peaceful 5 bedroom cottage on the Eastern Shore...

Private Beach Access at The OV Beach House

Newly Renovated Summer Paradise-Pool-Tennis-Garden

Beachfront, Dog-Friendly & Parking Mins to DTA

Amazing, Secluded Luxury waterfront cottage!

Weems Creek Cottage, Annapolis Waterfront

Rodo Beach Cottage - Dog Friendly Private Beach wi

The Good Vibe Cottage
Quick stats about cottage rentals near Chesapeake Bay
Total rentals
360 properties
Nightly prices starting at
$76 AUD before taxes and fees
Total number of reviews
27K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Private suite rentals Chesapeake Bay
- Rentals with a home theatre Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Condo rentals Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Hotel rentals Chesapeake Bay
- Boutique hotel rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Rentals with a fire pit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Cottage rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Piney Point Beach
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Sarah Constant Beach Park
- Wallops Beach