
Mansion holiday rentals in Chesapeake
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Top-rated mansion rentals in Chesapeake
Guests agree: these mansions are highly rated for location, cleanliness and more.

East Beach Bungalow, 1 block to the beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! Easy drive to the Naval Bases. A quick walk to the beach or Bay Oaks Park, this four bedroom, three bath home is perfect for a relaxing getaway. This bungalow is great for groups of 8 or fewer. Brand new appliances, washer/dryer, private off-street parking. This house features an open floor plan. Guests are provided with linens, towels, toiletries and high speed internet (SmartTV).

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!

Private Pool at the Oceanfront in a Spacious Home
Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs and cable!

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!

Fully Furnished Home in Hampton 5mins from H Uni
Relax with the whole family at this newly renovated and furnished home. The spacious backyard is a prime spot for family fun. This house can easily sleep 11 people with 7 beds total including a fold-out futon. Enjoy a variety of board games and movies on the TV in every room. Located 10 minutes away from places such as the Hampton Roads Convention Center, Hampton Coliseum, Hampton Virginia Aquaplex, Hampton University, and The American Theatre. *You must be 21 years of age or older to book*

4BR Luxury VIBE Beach House • 3.5BA
Experience the Best of Virginia Beach in Vibrant VIBE District! *Spacious 4BR, 3.5BA home; accommodates up to 8 guests *Two separate living rooms for relaxation and entertainment *Just 2.5 blocks from the beach; beach cart and gear provided *1 mile to the Convention Center; perfect for event attendees *Fully equipped kitchen for home-cooked meals *High-speed WiFi; stay connected during your getaway *Washer & dryer available for your convenience Book your dream vacation today with us!

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

4BR Oasis: Your Home Away
Uncover the allure of our 4-bedroom retreat, steps from dining and entertainment. Thoughtfully designed with a fully equipped kitchen, inviting living spaces, and an amazing master bedroom. Proximity to Buckroe Beach, Busch Gardens, Boo Williams Sportsplex, Hampton Waterplex, and the historic charm of Williamsburg awaits your adventure. Let us tailor your stay with personalized recommendations. Welcome to your expansive haven, where every corner is crafted for your enjoyment!

The Hamptonian - Stylish 4 Bedroom/2 Bath Rancher
Enjoy a stylish experience at this centrally-located, guest-centered home. Within minutes of Langley Air Force base, Boo Williams Sports Complex, and the Hampton Coliseum/Convention Center. The Hamptonian accommodations: Wythe Room: 1 Queen Bed - sleeps (2) Phoebus Room: 2 Twin Beds - sleeps (2) Buckroe Room: 1 Queen Bed - sleeps (2) Coliseum Room: 1 King Bed - sleeps (2) Living Room - 55” Television The Buckroe Room - 42” Television The Coliseum Room - 42” Television

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.
Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

4 Bedroom House 5 Minutes from Both Beaches

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

Sanctuary on Sandpiper - Bayfront in Sandbridge

The White Lotus - Oceanview Retreat + Wild Horses

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

Stunning Views of Back Bay & Seconds to the Beach

Popsicle Palace, Fun in the sun! Carova Beach!

Blue on Buckroe: Family Beach Getaway w/ Gameroom!
Pet-friendly mansion rentals

Beach House Just Blocks From Oceanfront Boardwalk.

Norfolk 4BR Home- Walk To Beach- Pets OK

Oceanfront Bliss — Breathtaking Views!

Virginia Beach Retreat | Minutes to Beach & Town

Fun 4-Bed Retreat • Game Room • Dogs Welcome

Brand - New Beach House – Pet- Friendly Retreat

Relaxation Station at Old Beach

Spacious 5BR Beach Retreat •Pets OK •Sleeps 10
Mansion rentals with a pool

Chesapeake Bay Retreat Waterfront Indoor Pool

Discounts for winter season! 8bdrm, 6bath

Family and dog friendly home steps to the beach!

MillerLight

Carova Beach 4x4 OBX w/Pool-Hot Tub & Wild Horses

Ocean Pearl- Canal View and Minutes to the beach

6BR Sandbridge Family Retreat w/ Pool

Farmhouse Retreat-POOL, Sauna, 10 min to BEACH
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- Buckroe Beach
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
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- Colonial Williamsburg's Merchants Square
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- Chrysler Hall
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