Mansion vacation rentals in Chesapeake

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Top-rated mansion rentals in Chesapeake

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Guest favorite

The image captures a section of the new miniature golf course at the property. Several yellow obstacles are visible, placed on vibrant green turf, accompanied by a bright orange ball positioned further down the course.

Home in Portsmouth

4.94 out of 5 average rating, 116 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, 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!

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A spacious dining area features a wooden table with seating for six. A large chalkboard is mounted on one wall, and natural light enters through a window. The adjoining kitchen area can be seen in the background, showcasing a vibrant design.

Home in Norfolk

4.84 out of 5 average rating, 101 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, beach chairs, wagon and umbrellas for guest use. 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

The kitchen features modern appliances and ample counter space, highlighted by a large island with seating for four. Natural light flows through the windows, while the cabinets provide organized storage. A cozy dining area with a table for six is partially visible to the right.

Home in Virginia Beach

4.93 out of 5 average rating, 116 reviews

5 Bedrooms in Vibe District! Great for Families!

Experience the perfect blend of relaxation and spacious coastal living at this stunning 5-bedroom, 3.5-bath home near the beach. Featuring 5 comfortable bedrooms and Smart TVs in each, it’s ideal for large families or groups. Enjoy a fully equipped kitchen, Wi-Fi, streaming, and a private yard with a gas grill and cornhole boards. Located just a short stroll from the beach, you’ll have easy access to sun, sand, and fun. Whether for a weekend or an extended stay, this home has it all!

Guest favorite

Home in Norfolk

4.91 out of 5 average rating, 137 reviews

5 Min to Ghent & Downtown | 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

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, 365 reviews

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.

Guest favorite

A modern kitchen island with a double sink and wooden countertop is positioned in the foreground. Light gray walls and wood-like flooring create an airy feel. A dining area is visible in the background, featuring a table and six chairs under natural light from large windows.

Home in Phoebus

4.88 out of 5 average rating, 124 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

Home in Buckroe Beach

4.93 out of 5 average rating, 127 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

Guest favorite

A welcoming entryway features a pair of white double doors leading outside, accompanied by a staircase with wooden railing. Natural light is provided by nearby windows, highlighting the wooden flooring that extends throughout the space.

Home in Newport News

4.83 out of 5 average rating, 151 reviews

Spacious 4BR Home near Hampton Convention Center

This modern home is perfect for entertainment! Its huge backyard is plenty of space for family fun or events. This house easily sleeps 13 people! Its located 10 minutes from Boo Williams Sportcomplex and Hampton Convention Center so its great for concerts and local festivities! It’s a great home that is surrounded by multiple restaurants as well as near by outlets Peninsula Town Center and Tech center.

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Townhouse in Chic's Beach

4.79 out of 5 average rating, 202 reviews

Chicks Beach Getaway large yard 500 yards to Beach

4 bedroom 3 bath duplex with a large yard, screened porch & large deck . This home is in the Chicks Beach area of Virginia Beach or Chesapeake Beaches. less than 500 yards walk to the beach. Nice back yard and screen porch. $100 for 1 pet and $75 for second. 2 pet max. PLEASE NOTE: Saturday check in and 7 night stay required starting June 4th 2024. Check out 10am checkin is 3:30pm 4 car max

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Home in Norfolk

4.86 out of 5 average rating, 111 reviews

Huge Yard, Great for Families! Walk to Beach!

Experience the perfect mix of relaxation and style at this tastefully designed 4 BR, 2-bath home in Virginia. With 2 queen beds, 3 single beds, and 1 bunk bed, it’s ideal for families or groups! Enjoy a workspace, laundry, backyard, and patio. Near Willoughby Beach and Monkey Bottom Park, you’ll have easy access to beaches and dining. Book today—we can’t wait to welcome you home!

Guest favorite

A suspended swing in a vibrant blue color is framed by two sturdy concrete pillars. The background features a calm beach scene with soft waves lapping at the shore and a cloudy sky. Faded poles can be seen in the distance, enhancing the coastal setting.

Home in Phoebus

4.99 out of 5 average rating, 125 reviews

King Bed - Buckroe Beach + Fort Monroe/Phoebus

Perfect location for everything the Hampton Roads has to offer! Freedom Cottage is a short walk to the Phoebus waterfront, a bike ride to Buckroe Beach, a short drive to I-64 which can get you to Norfolk or Virginia Beach in 15 to 30 minutes! Feel comfortable just relaxing in this family friendly home with plenty of beds and entertainment for rainy days or simply relaxing.

Guest favorite

Home in Norfolk

4.98 out of 5 average rating, 97 reviews

THE POINT! Private waterfront Oasis!

Enjoy breath taking views and a fully equipped home with many amenities. If you are looking for a private and intimate experience of quality time and a relaxing retreat with nature, this is IT!!! Convenient to Virginia Beach Oceanfront, Oceanview Beach in Norfolk, Downtown Norfolk, Rivers Casino, Ocean Breeze water park, Waterside District and a host of popular attractions.