
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!

Sanctuary on Sandpiper - Bayfront in Sandbridge
Relax in this renovated 1950's flat-top beach cottage in gorgeous Sandbridge Beach. This waterfront home, on a canal off the beautiful Back Bay, is an easy five-minute, two-block walk to the ocean and the perfect setting for your family beach vacation. With three king beds, a custom-built bunk room, two full baths, a well-equipped kitchen, a spacious backyard, saltwater pool, and all linens and beach gear included, it's got everything you need to spend quality time away with your family.

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

Family Holiday House. Events and Beaches Nearby
Large comfy 5BR/3BA home in established neighborhood w/Roku TV & high speed internet! Near Buckroe Beach, Hampton Coliseum Event Center, NASA, Langley Air Base, Boo Williams Sports Arena and Newport News. Also near Virginia Beach, Williamsburg and Busch Gardens There are many parks for recreation. We have a large enclosed porch for lounging. The front entry has an easy wheelchair ramp. Restaurants galore and endless shopping. NEAR AIRPORTS in Newport News and Norfolk.

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!!
Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

4 Bedroom House 5 Minutes from Both Beaches

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

Hampton’s Hidden Gem

Oceanfront Bliss — Breathtaking Views!

The White Lotus - Oceanview Retreat + Wild Horses

Respass Beach Cove Cottage

Luxury 5 Bed 3 Bath Modern Home Waterside Downtown

EastBay Getaway 4 BR Pet Friendly Steps to Beach
Pet-friendly mansion rentals

Spacious Family Oasis | 5 BR | Huge Yard & Garage

Beach House Just Blocks From Oceanfront Boardwalk.

Upscale Coastal Retreat • 4BR • Walk to Beach •

Charming Single Family Home by the Chesapeake Bay

Fun 4-Bed Retreat • Game Room • Dogs Welcome

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

Chicks Beach Getaway large yard 500 yards to Beach

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

Two Pools + Hot Tub - Experience The Golden Hour!

Chesapeake Bay Retreat Waterfront Indoor Pool

Just steps from the beach! 8bdrm, 6bath

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

Ocean Pearl- Canal View and Minutes to the beach

Silver Strand, Pool, Dock w/ Kayaks, Sunset Views

Popsicle Palace, Fun in the sun! Carova Beach!

6BR Sandbridge Family Retreat w/ Pool
Destinations to explore
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- Fitness-friendly rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with beach access Chesapeake
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- Rentals with lake access Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Rentals with breakfast Chesapeake
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- Rentals with outdoor seating Chesapeake
- Condo rentals Chesapeake
- Rentals with a kayak Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with a fireplace Chesapeake
- House rentals Chesapeake
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- Mansion rentals Virginia
- Mansion rentals United States
- Busch Gardens Williamsburg
- Virginia Beach Oceanfront
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- First Landing Beach
- Hampton University
- Town Point Park
- Regent University
- Old Dominion University
- Currituck Club
- Currituck Beach Lighthouse
- Currituck Beach




