
Mansion holiday rentals in Chesapeake
Find and book unique mansions on Airbnb
Top-rated mansion rentals in Chesapeake
Guests agree: these mansions are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

Corova Beaches 5BR w/Heated Pool & Hot Tub!

Semi-Private Beach Coastal Living

*Grotto Waterfall* Bethel Oasis | 2masters | 5bdrs

Beachfront Getaway, pet friendly

Stunning Views of Back Bay & Seconds to the Beach

River Retreat at Stonehurst

Pet Friendly! Newly Built! 1 Block to the Beach!

Harbor Haven Retreat
Pet-friendly mansion rentals

Creek Road Quarters

Wheelchair Accessible Beach Home in Chicks Beach.

The Bird’s Nest

Escape to the water!

4 Beds + Game Room + Family & Dog Friendly!

Oceanfront 3400 sq ft * Spacious-3 levels!

4 bedroom,2 bath,dog friendly, 3 blocks from beach

Modern 4 bed-room home
Mansion rentals with a pool

Oceanfront | 7BR | Pool | Hot Tub | Sleeps 20

The Golden Hour Pool is Open until October 5th!

York River Vacation Home

Great last minute deals! Message me! 8bdrm, 6bath

Stunning Views | Kayaks | Pet-Friendly | Sunsets

Coral Point - Updated Cozy 4 bedroom w/ Salt Water

Splash of Lime Carova 4x4 Beach Cottage

6BR Sandbridge Family Retreat w/ Pool
Destinations to explore
- New York City Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Charlotte Holiday rentals
- Virginia Beach Holiday rentals
- Jersey City Holiday rentals
- Cape Fear River Holiday rentals
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Cottage rentals Chesapeake
- Beach house rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with beach access Chesapeake
- Fitness-friendly rentals Chesapeake
- Beachfront rentals Chesapeake
- House rentals Chesapeake
- Rentals with breakfast Chesapeake
- Apartment rentals Chesapeake
- Family-friendly rentals Chesapeake
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Smoking-friendly rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a firepit Chesapeake
- Rentals with lake access Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Mansion rentals Virginia
- Mansion rentals United States
- Virginia Beach Oceanfront
- Carova Beach
- Corolla Beach
- Busch Gardens Williamsburg
- 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
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Sarah Constant Beach Park