
Mansion vacation rentals in Chesapeake
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Top-rated mansion rentals in Chesapeake
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Vacation rentals for every style
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Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

Perfect Beach Home w/ Ocean Views! Sleeps 10!
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!

Luxury Duplex: 2 x 3 Bdr Apt
We enjoyed our stay, it was waking distance to many places including the beach! The house was also nice and tidy and welcoming.

PETS Welcome! 4Bed Beach View Privately Managed
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.

Movie Room + EV Charging Plug! Small Dogs Welcome!
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!

Family Retreat | Crib | Minutes to Beach & Town
Very communicative host! The house was in a great location and central to everything we had planned for the weekend. Would book her again.

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

Beachfront 2 Dwellings EV charger
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 !!

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

Wooded Wonderland Miniature Golf Hot tub Pool
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.

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

Short Walk to Beach + Pool Table + Pets OK!
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!

Spacious, Renovated, *Pet-friendly in Historic CC
Beautiful well maintained historic home. We had a great family vacation. The home had everything we needed for a great stay.

The Moor House
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!

Your family beach house
Prefect place and everything we needed. Host couldn’t have been more helpful

Family Holiday House. Events and Beaches Nearby
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!

Quaint Beach Cottage in 4WD-OBX
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

The Golden Hour Pool is Open!
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!

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

Atlantic Sunrise - Bright Renovated 9BR | Private
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!

York River Vacation Home
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.

Star of Sandbridge
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.

Greensprings Vac Resort-4 bdrm weekly
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.

Colonial Williamsburg Spacious 4 Bedroom Suite!
we had a truly wonderful stay! we will be back k!!!

6BR Ultimate Family Getaway!
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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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Kingsmill Resort
- First Landing State Park
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- Buckroe Beach and Park
- Golden Horseshoe Golf Club
- Sarah Constant Beach Park
- Grandview Beach
- Grove Beach
- Norfolk Botanical Garden
- Water Country USA
- Cape Charles Beachfront
- Bonito St. Public Beach Access
- Chrysler Museum of Art
- Ocean Breeze Waterpark
- Red Wing Lake Golf Course
- Jungle Golf
- Bayville Golf Club