
Beachfront vacation rentals in Chesapeake
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chesapeake beachfront rentals
Pet-friendly beachfront home rentals

Stylish Beach House, Hot Tub, Pet Friendly

Coastal vibes with balcony view

Beachfront Getaway, Pet Friendly, Mermaid Suite

Oceanfront- walk to beach w/pool and hot tub

Ocean Bliss: Cozy Apt Retreat(D)

Beachfront 2BD+Den: DirectAccess|FencedYard|DogsOK

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

Sunset on the Rocks - Luxurious beachfront comfort
Beachfront home rentals with a pool

Direct Beachfront on Boardwalk facing Ocean

Hale Kai - 7 BR Oceanfront with Pool

Ocean Sand Beach Front Apartment

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

Oceanfront Building Boardwalk Pool Beach 3 Beds

Beach Quarters Resort- studio Oceanfront balcony

Sunny Days Beach Studio on the Boardwalk w/Pool

Private 5-acre Waterfront Peninsula with Beach
Private beachfront home rentals

"SeaClusion"! 2 bedroom 1 bath Cozy Beachfront

beautiful beachy apartment steps from the sand

The Barefoot Bungalow-Unit A-Steps From The Sand!

1 Block to Oceanfront & Boardwalk

Cozy Bay Cottage private yard blocks from beach!

Bay Oak Beach Cottage

The Happy Place-Quiet, North End 1 block to ocean!

Our Happy Place !
Destinations to explore
- New York City Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Outer Banks Vacation rentals
- South Jersey Vacation rentals
- Ocean City Vacation rentals
- Charlotte Vacation rentals
- Virginia Beach Vacation rentals
- Jersey City Vacation rentals
- North Myrtle Beach Vacation rentals
- Condo rentals Chesapeake
- Rentals with beach access Chesapeake
- Rentals with outdoor seating Chesapeake
- Cottage rentals Chesapeake
- Rentals with a kayak Chesapeake
- Beach house rentals Chesapeake
- Rentals with an EV charger Chesapeake
- House rentals Chesapeake
- Rentals with a firepit Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with breakfast Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Smoking-friendly rentals Chesapeake
- Waterfront rentals Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with lake access Chesapeake
- Beachfront rentals Virginia
- Beachfront rentals United States
- Virginia Beach Oceanfront
- Carova Beach
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach