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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.

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Top guest favorite
The open kitchen and dining area is highlighted by bright blue walls and natural light. A spacious granite counter with bar stools invites casual dining. Nearby, a staircase leads to the upper level, while large windows provide views of the surrounding greenery.
Home in Corolla
4.96 out of 5 average rating, 280 reviews

Spotless Treehouse | Pool | HotTub | Pickle | Pets

Sparkling and renovated 4 br/3 ba beach home is a 2500 ft2 tree house come to life w/ 6 decks, chef’s kitchen with open plan layout and 20’ ceilings, private pool (heat opt) with gas BBQ, screened in porch and upper hot-tub for star gazing. Spa-like bath with soaking tub and fireplace. Stunning beaches and quaint soundside sunset pier are only a short stroll or bike ride away. Conveniently located minutes from shops, restaurants and attractions while blissfully retaining the solitude of Corolla.

Top guest favorite
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 East Ocean View
4.99 out of 5 average rating, 102 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 favorite
The exterior of a two-story beach house features a deep blue facade with white trim and multiple balconies. The spacious porches are adorned with white railings, while gravel landscaping enhances the entrance. The structure is surrounded by greenery, providing a welcoming coastal appearance.
Home in Buckroe Beach
4.93 out of 5 average rating, 113 reviews

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.

Guest favorite
The three-story farmhouse-style home features a charming brick facade and a front porch with blue double doors. Lush greenery surrounds the entrance, while a path leads toward the driveway. Sunlight highlights the roof and front yard, creating a welcoming exterior.
Home in Colonial Place
4.96 out of 5 average rating, 113 reviews

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.

Guest favorite
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
4.93 out of 5 average rating, 144 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 favorite
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
4.96 out of 5 average rating, 114 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 spacw to spread out, this is IT! Convenient to Virginia Beach Oceanfront, Downtown Norfolk, Rivers Casino, Waterside District & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect for holiday family & group trips, 12 minutes from Carnival Cruise Half Moon port.🛳🌊🚢🏠😊!

Guest favorite
A three-story house features a light gray exterior with a welcoming yellow front door. Flanking the entrance are neatly trimmed shrubs and small trees, complementing the spacious front porch. The surrounding area includes well-maintained neighboring houses and a glimpse of a fenced backyard.
Home in Norfolk
4.92 out of 5 average rating, 167 reviews

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

Top guest favorite
Home in Virginia Beach
4.87 out of 5 average rating, 198 reviews

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.

Superhost
A bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.
Home in Norfolk
4.82 out of 5 average rating, 125 reviews

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!

Guest favorite
Home in Phoebus
4.88 out of 5 average rating, 145 reviews

4 Bedroom House 5 Minutes from Both Beaches

Forget your worries in this spacious and serene space. Locally, you will be a 5 minute drive from Buckroe and Outlook beach, 30 second drive from Hampton University, 10 minute drive from Langley Air Force Base, 6 minute drive from the Hampton Coliseum and 1 minute drive to the best restaurants/breweries in town. In addition, this is a great spot to stay if you want to explore Colonial Williamsburg and Busch Gardens, a 30 minute drive.

Guest favorite
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
4.94 out of 5 average rating, 104 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 favorite
A two-story beach cottage features a bright blue exterior with white trim, showcasing a gabled roof. The front porch is adorned with white railings and two doors, one in vibrant red and the other in soft peach. The surrounding area includes neatly kept grass and nearby houses.
Home in Buckroe Beach
4.93 out of 5 average rating, 154 reviews

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

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