Mansion vacation rentals in Chesapeake

Find and book unique mansions on Airbnb

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Popular amenities for Chesapeake mansion rentals

Luxury mansion rentals

Guest favorite
A spacious balcony features multiple teal Adirondack chairs, offering a comfortable space for relaxation. The view includes lush greenery and a pathway leading towards the nearby beach, enhancing the inviting outdoor setting. Natural light brightens the area under the covered porch.
Home in East Ocean View
4.88 out of 5 average rating, 78 reviews

Perfect Beach Home w/ Ocean Views! Sleeps 10!

JesilleRating, 5 stars1 week ago
We had an amazing stay at Brad’s Norfolk beach house! The views were stunning, and the house was huge, spotless and super comfortable. The beach was clean and perfect for walks with our Golden Doodle, who loved it just as much as we did! We had a blast and can't wait to come back. Highly recommend!
Superhost
Home in Norfolk
4.67 out of 5 average rating, 6 reviews

Luxury Duplex: 2 x 3 Bdr Apt

CristelRating, 5 stars1 week ago
We enjoyed our stay, it was waking distance to many places including the beach! The house was also nice and tidy and welcoming.
Guest favorite
The exterior of the beach house features a multi-level structure with a broad staircase leading to an expansive covered porch. Multiple fans are visible on the upper deck, surrounded by greenery and flowers. A driveway accommodates parking, and nearby vehicles are present.
Home in East Ocean View
4.97 out of 5 average rating, 98 reviews

PETS Welcome! 4Bed Beach View Privately Managed

AimeeRating, 5 stars1 month ago
Matt's home is beautiful, comfortable and very clean. There was a lot of attention paid to our needs such as laundry detergent, garbage bags, etc. The house was well supplied with the necessities to cook, plenty of towels for both bath and beach, and working appliances....we felt very much at home. We were visiting our daughter who goes to a college nearby, and she took advantage of staying with us and commented on how comfortable the bed was. We look forward to staying at Matt's home again.
Superhost
Home in Virginia Beach
4.81 out of 5 average rating, 37 reviews

Movie Room + EV Charging Plug! Small Dogs Welcome!

JoRating, 5 stars1 week ago
We had a blast at this beautiful Airbnb in Virginia Beach! The location was perfect… just a short walk from the beach, which made it easy for the kids to enjoy the sun and sand every day. The home itself was clean, comfortable, and well-maintained, with everything we needed to feel right at home. The owners were extremely receptive and responsive, making sure our stay was smooth from start to finish. Our family had a great time and would definitely stay here again. Highly recommended!
Superhost
A welcoming entryway features warm wood flooring, leading to a staircase with white railings. A side table holds a lamp and decorative items, while a wall-mounted TV offers entertainment options. Natural light brightens the space through the nearby open archway.
Home in Virginia Beach
4.95 out of 5 average rating, 37 reviews

Family Retreat | Crib | Minutes to Beach & Town

J. D.Rating, 5 stars7 months ago
Very communicative host! The house was in a great location and central to everything we had planned for the weekend. Would book her again.
Guest favorite
Home in Sandbridge
5 out of 5 average rating, 24 reviews

Pool, hot tub, walk to beach, family friendly home

JeromyRating, 5 stars4 weeks ago
The place had plenty of sleeping spaces which is what we needed it was a great stay. Communication went well and there was plenty to entertain everyone
Top guest favorite
A spacious deck overlooks the water, featuring a round table with blue chairs and a chaise lounge. The railing provides safety and unobstructed views of the bay. Bright colors of outdoor cushions add a cheerful touch to the coastal setting.
Home in Buckroe Beach
4.99 out of 5 average rating, 83 reviews

Beachfront 2 Dwellings EV charger

KiranRating, 5 stars1 week ago
Great place, great views !! This is probably the best Air Bnb that we have stayed. All our family members had great time in the house. Gina has planned the house so well, very clean and all household items you can imagine are available. Simply a great Host !!
Guest favorite
Home in Sandbridge
4.91 out of 5 average rating, 47 reviews

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

CharlotteRating, 5 stars1 week ago
If a clean, peaceful retreat is what you’re looking for then you should consider reserving your next trip at this gorgeous location.

Pet-friendly mansion rentals

Guest favorite
Aerial view of the property showcasing a fenced backyard with a sparkling blue pool surrounded by concrete. A seating area with lounge chairs and various floatation devices is visible beside the pool. Lush greenery from surrounding trees frames the scene, providing a sense of privacy.
Home in Portsmouth
4.94 out of 5 average rating, 107 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

KeelinRating, 5 stars5 days ago
We travelled with kids, the backyard was like a paradise for them. This house was convenient to activities and shopping around Norfolk and was an awesome place to return to at the end of a full day of exploring.
Guest favorite
Home in East Ocean View
4.9 out of 5 average rating, 137 reviews

Modern. Spacious. Pets Yes! 2Min Walk to Beach

AshleyRating, 5 stars1 week ago
Space was perfect for us staying as a family of 6. Bedrooms were great and the home offered plenty of space throughout. Awesome backyard, although we did not really use - very close beach access. Had all the amenities we needed for a long weekend!
Guest favorite
Home in East Ocean View
4.95 out of 5 average rating, 76 reviews

Short Walk to Beach + Pool Table + Pets OK!

TamaraRating, 5 stars4 days ago
Andrew’s home exceeded our expectations! This was a beautiful house, bigger than we imagined, so clean and comfortable with room for us to spread out. Our dog loved the fenced-in yard! There were great local food recommendations and we appreciated them all! We especially loved the extra seating area: my husband and I read there while our teenaged boys played video games in the living room. Our favorite AirBNB so far! Thank you, Andrew, for the hospitality! We hope to come back again!
Superhost
A cozy corner in a bedroom features a light-colored chaise lounge, adorned with several decorative pillows and a soft throw blanket. Natural light filters through the two windows, highlighting the warm wooden flooring and classic trim.
Home in Cape Charles
4.72 out of 5 average rating, 18 reviews

Spacious, Renovated, *Pet-friendly in Historic CC

Mary BethRating, 5 stars5 months ago
Beautiful well maintained historic home. We had a great family vacation. The home had everything we needed for a great stay.
Superhost
A multi-level house is set against a clear blue sky, featuring a light-colored exterior with multiple windows. A paved pathway leads to the entrance, lined with greenery, while a sandy area extends alongside, reflecting the property's coastal location.
Home in Corolla
4.83 out of 5 average rating, 48 reviews

The Moor House

MeganRating, 5 stars7 months ago
This home is an absolutely FANTASTIC getaway location! My family enjoyed every moment of our vacation. The house was as pictured and as described and then more. It is a quick ride back to the water where we spent most our day. We would finish each day with a dip in the pool and hot tub. The back yard view is fantastic as well. My kids spent so much time fishing off the dock on the canal catching crabs, and white perch fish. We loved all the horse views at all random times of the day. I could go on, and on! The hosts were very responsive to all my questions and so accommodating. I would give this home 10 stars if I could!
Superhost
A three-story house with light green siding features a welcoming front porch supported by white columns. A flag is displayed on the left side, while the driveway leads to a garage. Lush greenery surrounds the property, contributing to a tranquil atmosphere.
Home in East Ocean View
4.85 out of 5 average rating, 163 reviews

Your family beach house

JenniferRating, 5 stars19 months ago
Prefect place and everything we needed. Host couldn’t have been more helpful
Guest favorite
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
4.84 out of 5 average rating, 356 reviews

Family Holiday House. Events and Beaches Nearby

AllisonRating, 5 stars1 day ago
This place was amazing! We gathered for a 70th birthday dinner and there was plenty of room for everyone. The screened in patio was the perfect place to gather, have lots of laughs and make lots of memories. Thank you Jackie! Looking forward to next time!
Superhost
A spacious beach house is elevated on stilts, featuring a light blue exterior and large windows that allow natural light to fill the interior. A multicolored sign hangs across the front deck, adding a touch of charm. Surrounding sand dunes and sparse vegetation create a serene coastal setting.
Cottage in Corolla
4.88 out of 5 average rating, 189 reviews

Quaint Beach Cottage in 4WD-OBX

RobynRating, 5 stars6 months ago
We stayed in the off season, and the houses nearby were unoccupied. It was wonderfully quiet and peaceful. The house was perfect and Kimberly was very friendly and communicative. We’ll definitely rent this house again!

Mansion rentals with a pool

Guest favorite
A spacious pool area is highlighted, featuring a clear blue pool surrounded by a decorative fence. Brightly colored lounge chairs are positioned on the patio, with a shaded gazebo and lush greenery visible in the background.
Home in Sandbridge
4.99 out of 5 average rating, 70 reviews

The Golden Hour Pool is Open!

AshleyRating, 5 stars7 months ago
We really enjoyed staying at the golden hour! The hosts were very responsive and helpful! They had sound machines in every bedroom which if you have kids is a big deal. The toys and kids activities there were a big hit! The pools are pristine and the whole outdoor area is very nice! Very short walk to beach which was also convenient! They literally thought of everything, if you forgot something chances are they had it! Definitely recommend staying here if you have children and want a nice low key place to stay!
Guest favorite
A three-story beach house is shown during sunset, with soft orange and pink hues in the sky. The exterior features multiple balconies and large staircases. A private pool is illuminated within a fenced area, surrounded by outdoor seating for relaxation.
Home in Corolla
4.91 out of 5 average rating, 22 reviews

LUX Oceanview•Heated Pool•2-Min Walk to Beach

BridgetRating, 5 stars2 days ago
This was a beautiful place with lots of room. The host was super responsive to any questions and also offered up local adventures to enjoy. House was clean and in great shape. I would recommend this vacation home to anyone and would use again. The kitchen was stocked perfect with all plates and cookware you need to host meals for a large family
Superhost
A spacious backyard is showcased, featuring an in-ground pool surrounded by lounge chairs and a hot tub nearby. The house’s three-level structure stands in the background, with multiple decks visible. A white fence encircles the area, offering a sense of privacy.
Home in Sandbridge
4.75 out of 5 average rating, 16 reviews

Atlantic Sunrise - Bright Renovated 9BR | Private

WilliamRating, 5 stars3 months ago
This was a great place for my event. Lots of space to spread out and be ourselves. We had a lot of fun with many different personalities. What a good time. So thankful that Pip was an easy going host. Knows how to accommodate her guests well!
Top guest favorite
Home in Gloucester Point
4.99 out of 5 average rating, 177 reviews

York River Vacation Home

BethRating, 5 stars3 weeks ago
Our family had a wonderful stay! Very beautiful location. The house was lovely inside and had plenty of space. We loved the windows in the sunroom looking out at the river. We spent a lot of time at the dock enjoying the river.
Guest favorite
A private pool glistens in the sunlight, surrounded by a spacious patio. Lounge chairs are placed along the perimeter, inviting relaxation. Lush greenery offers a natural backdrop, while the bay's calm waters reflect the serene blue sky.
Home in Sandbridge
4.89 out of 5 average rating, 27 reviews

Star of Sandbridge

PhilipRating, 5 stars2 weeks ago
House was perfect for our group. Plenty of space to hang out inside and out. Everything was as described and there were no issues checking in or out. Would stay again if in the area.
Superhost
A spacious outdoor pool area features clear blue water and a vibrant tile design. Surrounding the pool are landscaped areas with potted plants and lounge chairs. A circular building with a domed roof provides shaded seating nearby, complemented by trees in the background.
Condo in Williamsburg
4.83 out of 5 average rating, 30 reviews

Greensprings Vac Resort-4 bdrm weekly

BrendaRating, 5 stars78 months ago
Wonderful offerings at the facility. Spacious, clean and good kitchen. Lots of open space to walk, playground for little ones, great pools and shopping galore just down the road.
Guest favorite
The entrance to the resort showcases a stately brick facade with an arched entryway. Colorful flower beds and well-maintained landscaping surround the pathway, while a tall tree and flagpole add to the welcoming atmosphere. Ample natural light promotes a friendly ambiance.
Condo in Williamsburg
4.92 out of 5 average rating, 86 reviews

Colonial Williamsburg Spacious 4 Bedroom Suite!

Brad and DureaRating, 5 stars3 weeks ago
we had a truly wonderful stay! we will be back k!!!
Superhost
Two women walk along a brick pathway outside a store with a striped awning. Each woman holds a beverage, and sunlight filters through the trees, illuminating the area. A small chalkboard sign and flower beds are visible along the path.
Townhouse in Williamsburg
4.83 out of 5 average rating, 6 reviews

6BR Ultimate Family Getaway!

kipRating, 5 stars1 month ago
Super easy checkin process. The place was very clean and close to all the main attractions of Williamsburg. I'd definitely stay here again.

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