Mansion vacation rentals in Chesapeake

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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 stars2 weeks 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!
Guest favorite
The kitchen features modern white cabinetry and stainless steel appliances, including a microwave and a range. A large countertop provides ample workspace. Natural light enters through the window above the sink, complemented by a dark, geometric rug on the floor.
Home in Virginia Beach
4.96 out of 5 average rating, 56 reviews

Coastal Living Marina & Beach House

MikeRating, 5 stars7 months ago
Brandon was an awesome host. The location is amazing. Really was great to walk to any nice restaurant, but you weren't located on the main street. Better than I could have imagined.
Superhost
Aerial view of a coastal neighborhood featuring several spacious homes, designed with light blue facades. The image highlights well-maintained driveways and grassy areas, leading to a wide expanse of Currituck Sound in the background, flanked by marshy landscapes under a clear blue sky.
Home in Corolla
5 out of 5 average rating, 4 reviews

Waterfront Retreat w/ Dock, Pool, Hot Tub & Games

MeganRating, 5 stars1 week ago
We loved this place. It was peaceful with amazing views! Great for a getaway to relax and enjoy!
Superhost
A serene pool area features a wooden deck surrounded by lush greenery and a shimmering blue pool. Two lounge chairs are positioned near the water, while a gazebo adds an inviting focal point. The backdrop offers a view of the tranquil marsh and expansive sky.
Home in Sandbridge
4.84 out of 5 average rating, 125 reviews

Stunning Views of Back Bay & Seconds to the Beach

SigridRating, 5 stars1 month ago
Great place for families walking distance from the beach. I’ll love to visit in the summer when we can enjoy the beach and everything Virginia Beach has to offer.
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 stars2 weeks 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 !!
Superhost
Home in Sandbridge
4.81 out of 5 average rating, 47 reviews

5BR Waterfront 350ft-Beach Salt Pool Reno 14 guest

TravisRating, 5 stars1 month ago
Great place to stay with a large crowd! Host are very responsive!
Top guest favorite
A cluster of purple and yellow irises blooms prominently in the foreground, while a traditional Southern-style home with a covered front porch is visible in the background. The house features multiple large windows and is surrounded by well-maintained greenery.
Home in Williamsburg
4.97 out of 5 average rating, 39 reviews

Sleeps 12 • 3.9 Miles to Colonial Williamsburg

Matthew Rating, 5 stars3 weeks ago
Really big house decorated with very cool antiques. Plenty of room and everything you need to feel at home. The host is amazing so helpful and is prepared for your situation. Highly recommend this country mansion style house.
Superhost
A spacious great room is filled with natural light from large windows. A comfortable sectional sofa adorned with decorative cushions is arranged around a wooden coffee table. Soft curtains frame the windows, while a cozy chair in the corner adds an inviting touch.
Condo in Sandbridge
4.9 out of 5 average rating, 39 reviews

Waterfront 2 Story Penthouse! 4Bd/3Bth

SaraRating, 5 stars2 weeks ago
Our stay was beautiful! The proximity to the water was certainly the best part. Close seconds would be the spaciousness of the condo and the cute market across the street that has excellent donuts. The condo is clean, modern and perfect for a getaway.

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, 108 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

JustinRating, 5 stars6 days ago
We rented this property to visit the Virginia Tattoo and the beach and had a great trip!
Guest favorite
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.
Guest favorite
Home in East Ocean View
4.9 out of 5 average rating, 138 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 stars1 week 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 stars6 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!
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 stars6 days 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!
Guest favorite
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 stars1 week 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
Top guest favorite
Home in Gloucester Point
4.99 out of 5 average rating, 178 reviews

York River Vacation Home

FlaviaRating, 5 stars2 weeks ago
Great house in a beautiful location. The space is spotless, very large and comfortable, well equipped and tastefully decorated. We’ll try to come back soon!
Superhost
A private pool with a curvy shape is surrounded by a sun patio featuring several lounge chairs. A red umbrella provides shade over a dining area nearby, accompanied by a concrete surface and blue siding of the home in the background.
Home in Corolla
4.83 out of 5 average rating, 35 reviews

N-2-Wishn, Corolla Light, NC- 5BR, 6BA,Water Views

Lee & GrantRating, 5 stars7 months ago
Booking a rare four-week stay came with added pressure to make the right choice. We absolutely did! Mark’s home is spacious and well appointed with a wonderfully functional layout. The sound access is incredible, and beach access is super convenient whether you’re taking a quick stroll or setting up for the day. Mark was a great host in addition to local rental management. We loved making the most of resort amenities and the home’s thoughtfully stocked outdoor items, especially the kayaks. This location in Corolla is a perfect balance of small-town vibes with great food and lots to do. We can’t wait to return!
Guest favorite
Home in Sandbridge
5 out of 5 average rating, 24 reviews

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

JeromyRating, 5 stars1 month 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
An aerial view of a beach cottage reveals its elevated structure surrounded by natural foliage. A swimming pool is visible on the right, while a spacious deck with hammocks provides an inviting outdoor space. The cottage features a light green exterior with white accents.
Home in Corolla
5 out of 5 average rating, 16 reviews

Splash of Lime Carova 4x4 Beach Cottage

Mindy StewartRating, 5 stars2 days ago
Martin’s place was BEAUTIFUL and SO clean! Very roomy and beautifully decorated with all the amazing attention to details! The wild horses that came to visit the property were so beautiful and fascinating to watch! I will absolutely be back and 1000% recommend Martin’s place! Martin was also an incredible host with his attentiveness and even talked me through driving on the beach since it was my very first time ever driving on sand… I was terrified lol But he was able to calm me down via the phone and I got there safe and sound with no issues! Awesome stay!! 😁
Superhost
An aerial view captures a coastal home surrounded by sandy dunes and vegetation. A fenced pool is visible in the backyard, accompanied by sun loungers. The distant ocean can be glimpsed beyond other houses, emphasizing the property’s proximity to the beach.
Home in Corolla
4.87 out of 5 average rating, 39 reviews

Private Pool, Close to the Beach and Spacious!

DylanRating, 5 stars1 week ago
Overall very nice stay at Stephanie's home. She was excellent at communication leading up to the visit and during the trip as well. Had everything we needed and the beds were really comfortable. The location is very close to the 4x4 entrance to Carova which was super convenient, and the main reason we stayed in this area. But it was also close to restaurants, walking distance to the beach, and lots of activities nearby. The house itself is spacious, and the pool and hot tub were great to have for kids and adults alike. The home is showing some signs of wear and tear (decks, furniture, floors, paint) but honestly that's to be expected in OBX homes. Salt and sun aren't kind to upkeep! Thanks again, will consider Stephanie's home for next trip.
Guest favorite
A private pool is centered on a wooden deck, surrounded by lounge chairs for relaxation. The pool's clear water reflects the surrounding landscape, while a staircase leads to the entrance of the cottage. Lush foliage and nearby homes provide a serene backdrop.
Home in Corolla
4.96 out of 5 average rating, 23 reviews

Private Pool Hot Tub, Resort Amenities, Location!

IrinaRating, 5 stars4 months ago
Really easy walk to the beach, the house is very comfortable, and the hosts are very responsive.

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