
Mansion holiday 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.

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
LocationValueOutdoor spaces

*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!
LocationFamilyBeach

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).
LocationFamilyBathroom

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.
ValueLocationLong stay

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!
FamilyLocationHot tub

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!
FamilyLocationAmenities

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!
ValueFamilyWifi

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.
FamilyValueBathroom

Family beach home with 1st floor master bedroom
This young age house has a big backyard for kids and dog running around( pet fee is $100 per stay). Decent size patio with bbq grill makes a great hangout spot. 4 bedrooms with 1 king and 3 queen beds, a queen size pull out couch sleeper in the living room. Only 2-1/2 blocks away from the clean sand beach, you can take a walk on the beach and come home for breakfast! Perfect for your family vacation! We are not hosting any party/ event, thank you for understanding!
ValueLocationNearby

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!
FamilyValueDecor

Bayfront Pool Retreat, Walk to Beach
Experience one of Sandbridge’s most unique waterfront retreats, featuring a private pool overlooking Back Bay, plus a private dock and boat ramp right on the property. Just a short walk from the beach, you’ll enjoy the rare combination of bay and ocean access in one location. Newly refreshed on the exterior, this spacious 6-bedroom home is perfect for boating, fishing, kayaking, relaxing poolside, and taking in spectacular sunsets and sunrises.
FamilyLocationOutdoor spaces

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!!
ValueFamilyIndoor spaces
Popular amenities for Chesapeake mansion rentals
Luxury mansion rentals

Convenient Beach Home, Beach Access Across Street
LocationValueGetting around

PETS Welcome! 4Bed Beach View Privately Managed
LocationValueAmenities

*CNU Haven* | 5 bedroom |1st FL master | Firepit
ValueFamilyCondition

Norfolk Beach Retreat • Pets OK • Pool Table
FamilyValueCondition

Sanctuary on Sandpiper - Bayfront in Sandbridge
LocationValueComfort

Contemporary 5 BR, 4BA, Over 3500 SF Water Front
LocationFamilyQuiet

Beachfront Getaway, pet friendly
LocationFamilyNearby

Oceanfront Cozy Beach Duplex
ValueLocationCheck-in
Pet-friendly mansion rentals

4BD home w/ game room & pool near Langley & PTC!
LocationValueIndoor spaces

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom
FamilyLocationGetting around

Chicks Beach Getaway large yard 500 yards to Beach
ValueLocationAccuracy

Spacious 5BR Beach Retreat •Pets OK •Sleeps 10
LocationFamilyIndoor spaces

Relaxation Station at Old Beach
FamilyValueHospitality

The Bird’s Nest
FamilyValueWalkability

Prime Location | Spacious 4BR + Chef's Kitchen
LocationValueIndoor spaces

Top Gun R&R: 4+ Bedrooms & 4 Bathrooms
FamilyValueGrill
Mansion rentals with a pool

8br, Pool, Lzy Rvr, Pier, Pool, Hot Tub (Sandbridge)
FamilyValueCheckout

Oceanfront | 7BR | Pool | Hot Tub | Sleeps 20
LocationFamilyAmenities

"Sea Student" 6BR-Pool-Hottub-Oceanviews!
LocationFamilyAmenities

𓂃Tidal Creek Retreat: Near CNU, JLab and Busch𓂃
ValueLocationAccuracy

7BR Bayfront|Pool, Hot Tub|EV|3 Kings|Sleeps 19
FamilyValueAmenities

5BR Waterfront 350ft Beach POOL OPEN 14 Guest Reno
LocationFamilyBack garden

6BR Sandbridge Family Retreat w/ Pool
FamilyValueAccess

Pool Hot Tub • Arcade • Walk to Beach • Sleeps 20
ValueFamilySleep quality
Destinations to explore
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- Chrysler Museum of Art
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Virginia Living History Museum
- Currituck Beach





