Mansion vacation rentals in Chesapeake

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Top-rated mansion rentals in Chesapeake

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Guest favorite

The exterior view highlights a two-story blue house with white accents and a welcoming front porch. Two black chairs are situated on the porch, while a well-maintained lawn complements the home. Trees frame the structure, enhancing its inviting presence.

Home in Virginia Beach

4.91 out of 5 average rating, 47 reviews

Perfect Escape with Ocean Breeze!

A new home constructed in 2021 that is a 5 minute walk to the beach from 25th Street. Located in the heart of Old Beach with numerous restaurants, bars, high end supermarket and the boardwalk all within walking distance from the home. The home consists of 3 bedrooms, a bonus room with a king size bed, and a media room/office with a queen size pullout sofa. The home is professionally designed with detailed amenities for our guests throughout the home. Transcendent Stays is a locally driven group

Top guest favorite

Home in Cape Charles

4.98 out of 5 average rating, 83 reviews

Cape Charles cottage, family friendly, in town

Welcome to Cape Charles Cottage in the historic district! We are 6 blocks to the beach and 4 blocks to Mason ave (shops, restaurants). The town is very walkable or golf cartable…you can rent ours! We can host up to 10 guests with 4 bedrooms and a bonus room with a daybed w trundle that pulls to side by side twins. One bedroom has an ensuite bathroom and the others share a hall bath with a tub/shower. Kitchen is fully equipped, fenced yard, outdoor shower,fire pit, grill & shed with beach gear.

Guest favorite

A classic Victorian-style home features distinct blue siding and white accents, framed by a welcoming porch. A paved walkway leads through a well-maintained garden with vibrant flowers, suggesting a charming entrance to a spacious and inviting interior.

Home in Cape Charles

4.97 out of 5 average rating, 33 reviews

Large Charming Renovated Cape Victorian for 12

It's rare to find a home large enough to host 12 in Cape Charles, especially with a new kitchen & bathrooms! New Spring 2024: A brand new 6-person golf cart can be added to your stay! This 5 bedroom, 3 bath has it all: 8 beds, 1 block to coffee, 2 blocks to main street, 3 blocks to the park, 5 blocks to the beach, off-street parking, outdoor shower, & a blackstone grill. Brand newly furnished in delicate blues, woven rattan & soft pink highlights, accentuating its French Victoria history.

Guest favorite

The grand exterior of the Historic Palmer Inn Estate features a two-story structure with a welcoming red door and an expansive front porch adorned with white railings. Lush greenery surrounds the property, framed by a colorful sunset sky.

Home in Barco

5 out of 5 average rating, 8 reviews

The Historic Palmer Inn Estate and Guest House

The Historic Palmer Inn Estate is rich in Currituck History and respected by locals. Whether you are searching for a spectacular waterfront backdrop for a wedding or event, a family vacation or a long weekend with a large group this property has it all. Featuring a stunning main house it also has a light and airy guest house on the property. Famous sound views and lots of land to spread out, this property is a must see. About a half hour to both the OBX and the VA line the location is amazing.

Superhost

A living area features two comfortable seating options, including a sofa and an armchair. Light wooden coffee tables are positioned in front, enhancing the welcoming space. The open layout connects to the kitchen area, visible in the background, with bar seating for casual dining.

Townhouse in Williamsburg

5 out of 5 average rating, 8 reviews

4BR/4BA perfect for BIG families! Near attractions

We've combined two two-bedroom condo units into a large 2460 sq. ft. four bedroom. Enjoy two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. Four full bathrooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed kitchens each equipped with a refrigerator, microwave, toaster, coffee maker and utensils. Only minutes from area shopping, dining and attractions, including Busch Gardens.

Guest favorite

A spacious bedroom features a large bed adorned with a floral-patterned duvet and multiple pillows. Bedside tables with lamps are positioned on either side, and light enters through two windows. A soft area rug complements the hardwood flooring, adding comfort to the space.

Home in Newport News

4.78 out of 5 average rating, 37 reviews

Magnolia Manor 4 Bedrooms , 2 Baths Cheerful house

Located on over an acre of land ,across the street from the historic James River,this 4 bedroom 2 bath home is centrally located. Christopher Newport University(CNU), Ferguson Center for the Arts, The Mariner’s Museum, James River County Club and Riverside Hospital are all approximately 1 mile away. Bush Gardens and Colonial Williamsburg are approximately 20 minutes away.This home also includes a 2 car detached garage.Highend kitchen appliances as well as a washer and dryer are at the home.

Top guest favorite

An outdoor dining area features a large round table surrounded by high-backed chairs, all under a striped umbrella. The view showcases the ocean in the distance, and a wooden deck provides a spacious setting for meals or gatherings.

Home in Sandbridge

4.99 out of 5 average rating, 81 reviews

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath

Get ready to make memories by reserving this gorgeous beach house for your group! New carpet throughout the house and a large kitchen that offers 2 dishwashers and a double oven to keep up with the group! 6 baths and 8 beautiful bedrooms in the home. This home is an excellent choice for your family vacation, reunion, or corporate getaway. Just steps away from the Ocean where you can relax on the wonderful beach of Sandbridge. The private pool and cabana adds more to a delightful vacation!

Guest favorite

Home in Cape Charles

4.96 out of 5 average rating, 103 reviews

Cape Charles Retreat - 2 Blocks from Beach/Town

Welcome to Cape Charles Retreat! Come on up to the porch, grab a lemonade and settle into the porch swing for some much deserved rest and relaxation. Cape Charles Retreat is a beautiful 100+ year old American Foursquare located two blocks from the beach, Central Park, and town! Our home has been restored to preserve much of its original charm while adding modern amenities and outfitted with everything you’ll need for a great beach vacation. So grab your bathing suit and come for a visit!

Superhost

Home in Virginia Beach

4.93 out of 5 average rating, 190 reviews

Spacious home for up to 10! GREAT for families!

Experience the heart of Virginia Beach's Vibe District! *Spacious 4BR, 3.5BA home; accommodates up to 10 guests *Two separate living rooms for relaxation and entertainment *Just 2.5 blocks from the beach; beach cart and gear provided *1 mile to the Convention Center; perfect for event attendees *Fully equipped kitchen for home-cooked meals *High-speed WiFi; stay connected during your getaway *Washer & dryer available for your convenience Book your dream family vacation today with us!

Guest favorite

A welcoming front porch features a pair of classic rocking chairs, inviting relaxation. The view includes a well-manicured lawn, decorative hedges, and a peaceful residential street. An American flag gently waves above, complementing the serene atmosphere.

Home in Newport News

5 out of 5 average rating, 10 reviews

James river cottage

Wow!!! Bring the whole family to this spectacular place with lots of room for fun. This very large 3,200 square foot gorgeous home has 5 bedrooms and 12 beds. It boasts a beautiful inlawn suite with a queen bed downstairs with a full bathroom. One of the bedrooms has two bunk beds that sleeps 4. All beds are queen size through the house except the king in the master. And 4 twin size bunk beds. 7 queen, 1 king and 4 twin beds. Also has a great media room with a 75 inch smart tv.

Superhost

The dining area features a wooden table with seating for four, complemented by green and natural wood chairs. A woven light fixture hangs above the table, while a spacious living area is visible in the background, adorned with plants and soft seating arrangements.

Home in Cape Charles

4.86 out of 5 average rating, 21 reviews

Spacious home close to Cape Charles

“Huntington” is a spacious, historic, and comfortable 4 bedroom home 5 minutes from Cape Charles in the quiet town of Cheriton. It features a large kitchen, wrap around porch, large yard, and super comfy king beds with high quality cotton sheets and duvet covers. Recent upgrades include two more TVs (one is enormous) in bedrooms and a new living room sectional. Experience the convenience of Cape Charles access without the tourist noise and traffic!

Guest favorite

A spacious back deck is presented, featuring a shaded umbrella over a round table. Four blue and white chairs are arranged invitingly, with a gas grill positioned nearby. Lush greenery and a calm waterfront are visible in the background, enhancing the tranquil outdoor space.

Home in Hampton

4.94 out of 5 average rating, 18 reviews

Relaxing Riverfront Getaway in Philips Lake

Experience tranquility with your friends & family in our serene waterfront residence. Delight in many views of the Hampton River. Relax on our charming patio while enjoying the sunsets, or take in the full lake view. Enjoy the breathtaking scenery both during the day & at night. Our spacious home is ready to bring your whole group together & create some unforgettable memories. ***Must be at least 25 to book a reservation***