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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.

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Top guest favourite
A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.
Home in Portsmouth
5 out of 5 average rating, 109 reviews

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

Guest favourite
A charming three-story beach home with a light-colored exterior is framed by a white picket fence and lush landscaping. The inviting front porch features decorative railings and several balcony areas. A line of trees adds to the tranquil streetscape, set against a bright blue sky.
Home in Virginia Beach
4.98 out of 5 average rating, 111 reviews

*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!

Top guest favourite
A spacious kitchen with modern design features white cabinetry and light granite countertops. Stainless steel appliances, including a microwave and oven, are visible. Ample counter space is available for preparation, while soft lighting illuminates the area, creating a bright and functional cooking environment.
Home in Norfolk
4.99 out of 5 average rating, 114 reviews

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).

Guest favourite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth
4.92 out of 5 average rating, 173 reviews

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!

Guest favourite
A three-level home is showcased, featuring a wide staircase leading to a spacious front porch. The exterior is complemented by large balconies on the upper levels, while two garages are situated beneath the structure. Lush trees provide shade in the front yard.
Home in Norfolk
4.97 out of 5 average rating, 103 reviews

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!

Superhost
The two-story beach house features a light-colored exterior with decorative red lanterns hanging from the front porch. White railings frame the wide porch, while a round entrance window invites light. A manicured lawn adds to the welcoming appeal of the home.
Home in Norfolk
4.85 out of 5 average rating, 130 reviews

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

Superhost
A spacious bedroom is illuminated by natural light from a large window with soft blue curtains. A cozy seating area features a grey sofa and a round coffee table. The room includes a comfortable bed, dark wood furniture, and decorative wall art, creating a serene environment.
Home in Hampton
4.8 out of 5 average rating, 122 reviews

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!

Guest favourite
A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.
Home in Hampton
4.86 out of 5 average rating, 416 reviews

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.

Guest favourite
Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.
Home in Norfolk
4.94 out of 5 average rating, 138 reviews

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!

Guest favourite
A spacious living area features two light-colored sofas adorned with decorative pillows. A wooden coffee table sits centrally, topped with magazines and a vase of flowers. Soft blue walls create a calming atmosphere, complemented by a dining area visible in the background.
Home in Buckroe Beach
4.95 out of 5 average rating, 102 reviews

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom

Welcome to Buckroe Palace, Buckroe Beach's newest family vacation home. This new construction beautifully decorated beach home located within a 5 minute walk to Buckroe Beach, features 4 Bedrooms ( 2 Master Suites), 3.5 bathrooms, 2 kitchens, Master Bedrooms with balcony or porches, and Game room with pool table. Complinemtary bottle(s) of wine and snacks upon arrival, free early check-In when available, Tesla EV Charger available, Beach Friendly!!

Guest favourite
A welcoming living area features a large orange sofa adorned with white cushions, paired with two light-colored armchairs. A round wooden table sits at the center, complemented by a beige area rug. The open kitchen behind includes modern bar stools and stylish pendant lighting.
Home in Sandbridge
4.95 out of 5 average rating, 130 reviews

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.

Guest favourite
A cozy living room features a brown leather sofa and a soft rocking chair, providing comfortable seating. A white coffee table sits in the center, while natural light filters through multiple windows. A door leads to the outside, enhancing the spacious feel of the area.
Home in Hampton
4.98 out of 5 average rating, 166 reviews

King Bed - Buckroe Beach + Fort Monroe/Phoebus

Perfect location for everything the Hampton Roads has to offer! The home is a short walk to the Phoebus waterfront, a bike ride to Buckroe Beach or Fort Monroe Beach, a short drive to I-64 which can get you to Norfolk or Virginia Beach in 15 to 30 minutes! Feel comfortable just relaxing in this family friendly home with plenty of beds and entertainment for rainy days or simply relaxing.

Popular amenities for Chesapeake mansion rentals

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