
Mansion vacation 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.

Hidden Gem.4/bedroom cozy home fenced in yard
Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

*NEW* Spacious/Standalone 4BR Beach House
Bring the whole family to The Breaker House and enjoy this luxury beach home that sits just 4 blocks from the Virginia Beach Oceanfront and 2 blocks from the Convention Center. Located in the trendy Vibe District, this home is also walking distance to Virginia Beach's best breweries, restaurants, and bars! Walk or bike to everything! This property is a 4BR/3.5 BA three story home (1 King, 2 Queen, 2 Twin, 1 Futon) with premium amenities. The perfect spot in VB to gather as family or friends!

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).

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!

Oceanview Oasis- Close Beach, Game Rm & Volleyball
Take a load off and relax at the beach! This open concept home is walking distance from the beach (3-5 mins). It has everything you need to enjoy your stay. Enjoy the updated decor, multiple dining areas and plenty of comfortable beds to go around. There's 3 additional pull out beds and an extra mattress for additional sleeping arrangements. In the garage, you'll see plenty of games foosball, ping pong, darts. Enjoy a game of volleyball! Cook out on the grill or sit next to the firepit!

Beachfront 2 Dwellings EV charger
Blue Marlin is a private, beachfront home on the Chesapeake Bay in Hampton, VA! The property features two separate dwellings. All four bedrooms, including the fourth bedroom located in the second dwelling, are on the second floor and require climbing stairs. Therefore, this home may not be suitable for guests with mobility difficulties. Nestled within 30 miles of Busch Gardens, Colonial Williamsburg, and Virginia Beach, our location offers the perfect blend of relaxation and adventure.

Family beach home with 1st floor master bedroom
This young age house has a big backyard for kids and dog running around( pet fee is $100 per stay). Decent size patio with bbq grill makes a great hangout spot. 4 bedrooms with 1 king and 3 queen beds, a queen size pull out couch sleeper in the living room. Only 2-1/2 blocks away from the clean sand beach, you can take a walk on the beach and come home for breakfast! Perfect for your family vacation! We are not hosting any party/ event, thank you for understanding!

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 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. Bring your fishing poles!

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

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom

Bayfront Pool Retreat, Walk to Beach

Convenient Beach Home, Beach Access Across Street

PETS Welcome! 4Bed Beach View Privately Managed

Norfolk Beach Retreat • Pets OK • Pool Table

*CNU Haven* | 5 bedroom |1st FL master | Firepit

Sanctuary on Sandpiper - Bayfront in Sandbridge

Farmhouse Retreat-POOL, Sauna, 10 min to BEACH
Pet-friendly mansion rentals

The Chesapeake St Retreat - Pet and Kid Friendly!

Spacious 5BR Beach Retreat •Pets OK •Sleeps 10

Relaxation Station at Old Beach

Chicks Beach Getaway large yard 500 yards to Beach

The Bird’s Nest

Spacious Home in Chesapeake | 25 Mins to VA Beach!

Escape to the water!

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

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

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

"Sea Student" 6BR- Pool- Hottub- Oceanviews!

7BR Bayfront|Pool, Hot Tub|EV|3 Kings|Sleeps 19

Luxury Home, 50' pool, hot tub, grill & pool house

6BR Sandbridge Family Retreat w/ Pool

𓂃Tidal Creek Retreat: Near CNU, JLab and Busch𓂃

Coral Point - Updated Cozy 4 bedroom w/ Salt Water
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
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- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Currituck Club
- Colonial Williamsburg's Merchants Square
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- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Nauticus
- Town Point Park





