
Mansion vacation 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.

THE POINT! Private waterfront Oasis!
Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Oh & bring your fishing poles, river is fully stocked!

2 Master Bedrooms Home Away From Home
Bring the whole family to this great place with lots of room for fun. This home is located in a peaceful and friendly neighborhood if your just looking to get away to enjoy family and friends. It features 2 Master bedrooms with both having a full bathroom, and a acre of land in the backyard to have a cookout and plentyof space for kids to play and have fun. It's a great place to relax, but only 30min from the Virginia line, and about an hour from Virginia Beach with lots of fun and activities.

Luxurious Alberta Beach House w/ Historical Detail
Step inside and feel the calm coastal energy take over. With over 3,000 square feet of sun-filled space, this home sleeps up to 14 guests, perfect for family gatherings or group getaways. Just a 3-minute stroll brings you to the soft sands and gentle waves of Buckroe Beach, one of the area’s most family-friendly spots. Whether you’re sharing stories on the deck, cooking in the spacious kitchen, or unwinding after a beach day, every moment here invites you to feel free, refreshed, and at home.

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!
5 bed / 2.5 bath - Sleeps 10! Our cozy, farmhouse-style Norfolk home is 5 min from Historic Ghent / ODU. Free Wi-Fi, parking for 4 cars. Coffee, grill, & fire pit provided. Pet-friendly! NO cleaning fee or checkout instructions! Driving Distances: ODU - 5 min Sentara Norfolk General - 5 min CHKD / EVMS - 8 min Norfolk Naval Station - 14 min Virginia Beach Oceanfront - 25 min Monthly: $4,200. Fully furnished rental with all utilities, Wi-Fi, weekly housekeeping, pest & lawn care included.

Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Beach House Just Blocks From Oceanfront Boardwalk.
This 3 story town-home (similar to a Duplex House) is the perfect getaway to enjoy a day at the beach! Only 5 minutes walk to the Oceanfront Boardwalk, you can enjoy an evening walk or have dinner at one of hundreds of restaurants in the area. First master bedroom and 2 other rooms are at second floor. Second master bedroom is third floor. Also we provide key less entry for all door inside, outside the house. Beach chair, grill, etc.... also available for you during the time you stay.

Convenient Beach Home, Beach Access Across Street
Convenient beach house near peaceful East Beach. Beach access across the street. This wonderful home offers 3000 SF, 5 bedrooms, 3.5 bathrooms, 5 off-street parking spaces, tiles, hardwood and laminate floor throughout. Centrally located minutes to Norfolk Outlets Mall, Greenbrier Mall, Town Center, Botanical Garden, Norfolk Airport, and 15 miles from VA Beach ocean front. FOR ADDITIONAL INFORMATION, PLEASE CONTACT THE CO-HOST (Quan-616.340.3328) STR Zoning Permit Number: ZP24-00677

5 Min to Downtown & Ghent, Fenced Yard, Firepit
Welcome to Norfolk! This is a large 3 story, 4 BR/3.5 BA house located just outside of the popular Ghent district in and walking distance to many breweries, restaurants & coffee shops! This is a fast growing area of town and for good reason, we’re so exited to host you! 15 min drive to Norfolk International Airport 12 min drive to Naval Base 8 min drive to Downtown/waterside district/freemason historic district 6 min drive to ODU campus 4 min drive to Virginia Zoo

Charming Single Family Home by the Chesapeake Bay
Discover your perfect Virginia Beach retreat! This charming, single-family home is nestled in a friendly neighborhood just a mile from the stunning Chesapeake Bay. You're within walking or biking distance of great local breweries, restaurants, and parks, including the Bayside Recreational Center and Bayville Park. This home features a private, fenced-in backyard, perfect for relaxing after a day at the beach or letting small pets run around for an additional fee.

The Chesapeake St Retreat - Pet and Kid Friendly!
The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10, a fenced in back yard for your furry friends. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!!

Designer Beach House | Pool, Hot Tub, Walk to Sand
Breaker Bay is a fully renovated 5BR, 3BA beach cottage in the heart of Sandbridge. With a private pool, hot tub, spacious deck, and open living space, it’s perfect for families or groups. Just minutes from the sand, it offers the ideal blend of comfort and coastal charm. Wake up to ocean sunrises, unwind with bay sunsets, and enjoy all that this peaceful beach community has to offer. Your perfect coastal getaway starts here.

Blue on Buckroe: Family Beach Getaway w/ Gameroom!
Welcome to Blue On Buckroe! Your ultimate beach retreat awaits at this charming Buckroe Beach cottage, just steps from the sand! Perfect for families and friends, our location offers easy access to sun, fun, and unforgettable memories. 📍 2-min walk to Buckroe Beach 📍 4-min drive to Phoebus 📍 7-min drive to Hampton University 📍 9-min drive to Fort Monroe 📍 10-min drive to downtown Hampton Follow us on IG! @peakhost
Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

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

Sanctuary on Sandpiper - Bayfront in Sandbridge

8br, Pool, Lzy Rvr, Pier, Pool, Hot Tub (Sandbridge)

Private Pool at the Oceanfront in a Spacious Home

The Salty Pearl - Your Perfect Beach Getaway!

Oceanview Oasis- Close Beach, Game Rm & Volleyball

Family Holiday House. Events and Beaches Nearby

Large Family Getaway • 2 Living Rooms • Sleeps 8!
Pet-friendly mansion rentals

4BR Spacious Retreat • Walk to Beach • Pets OK

New Construction! 2 mins walk to beach!

MillerLight

Brand-New Beach Home •Pet-Friendly •Near the Shore

Relaxation Station at Old Beach

Spotless Treehouse | Pool | HotTub | Pickle | Pets

𓂃Tidal Creek Retreat: Near CNU, JLab and Busch𓂃

Top Gun R&R: 4+ Bedrooms & 4 Bathrooms
Mansion rentals with a pool

York River Vacation Home

Be The Ocean | 5min Walk to Beach w/ Pool & HotTub

Chesapeake Bay Retreat Waterfront Indoor Pool

Waterfront, Stunning Views + Pool | Kayaks!

4 Bedroom at The Historic Powhatan Resort

Private Pool/Hot Tub - 4x4 Carova Beach Cottage

Ocean Pearl- Canal View and Minutes to the beach

"Seas Get Degrees" 6BR-Pool- Poolhouse-Oceanviews
Destinations to explore
- New York Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- House rentals Chesapeake
- Condo rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with beach access Chesapeake
- Beach house rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with pools Chesapeake
- Waterfront rentals Chesapeake
- Cottage rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with lake access Chesapeake
- Rentals with breakfast Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with a kayak Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Townhouse rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Mansion rentals Virginia
- Mansion rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University
- Harbor Park




