
Tiny house vacation rentals near Chesapeake Bay
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for tiny house rentals near Chesapeake Bay
Family-friendly tiny house rentals

Romantic Secluded Treehouse Stay in the Sky

The Pig Shed Writer’s Retreat at Barter Lady Farm

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Home away from home

Farm Cottage - POOL - 30 Min to BEACH

Sandy Blessings

Little House by the water

Private cottage and gardens/comfortable queen bed.
Tiny house rentals with a patio

Cozy Woodland Cottage

Renovated Camper at Good Earth near Bethany Beach

Log Out

Summer Camp Tiny Cottage Walk to the beach & shops

Charming Yorktown Battlefield Cottage

*Peaceful *Newly *Renovated 2 Bedroom 1 Bath

Sleepy Hollow Log Cabin

Cozy Carriage House Conversion
Tiny house rentals with outdoor seating

Calico Cottage Guest House, king bed, free parking

Tiny house w/ Pool on water near Beaches / turf

Marshfield Guesthouse on river near Williamsburg

NEWLY Renovated -- Waterfront Getaway

Urban Cottage,MD minutes from DC/National Harbor

Condo Houseboat

Sunnyside Up - Dog Friendly Waterfront Cottage

The Cozy Cottage At Grateful Meadows
Other tiny house vacation rentals

Serene Waterfront Cottage - Close to Oceanfront

Charming vintage cabin in the ❤️ of Middletown.

The Shady Bear Cabin

The Little House

Rehoboth Beach Farmhouse Studio *Pet Friendly*

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

Tiny House Treasure on the Rappahannock River

Forest Hill Modern Guest House
Quick stats about tiny house rentals near Chesapeake Bay
Total rentals
40 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.8K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a fire pit Chesapeake Bay
- Rentals with a washer and dryer Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- House rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Rentals with a home theater Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Hotel rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Resort rentals Chesapeake Bay
- Boutique hotel rentals Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Condo rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Villa rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Tiny house rentals United States
- Virginia Beach Oceanfront
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- Chrysler Museum of Art
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- James River Country Club
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- St George Island Beach
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