Apartment holiday rentals in Gloucester County

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Top-rated apartment rentals in Gloucester County

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Top guest favourite
The exterior of a blue, two-story cottage is showcased among lush green trees. Spacious decks are visible on both levels, and a gravel driveway leads up to the entrance. The surrounding yard features manicured grass and a border of decorative stones.
Flat in North
4.98 out of 5 average rating, 243 reviews

Little Cove Cottage, Couples Retreat/Mathews

Little Cove Cottage: a charming studio in Mathews County with private entrance. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. This apartment offers a small water view of the North River, with a pier and boat ramp just 400 yards away. Bring your Kayaks or use ours. . We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!

Top guest favourite
Outdoor seating is provided with three red chairs and a small table positioned near the waterfront. Tall trees offer shade, and the calm water reflects the surrounding greenery. A fenced area is visible in the background, enhancing the private and serene environment.
Flat in Deltaville
4.96 out of 5 average rating, 309 reviews

Salty Sisters on the Bay. Enclosed yard on the Bay

The studio apartment(above main house) is a short walk to the beach (which is on the property.) Studio is fully furnished including linens, towels, hairdryer, pots, pans, etc. Coffee shops and restaurants within a mile, marinas are less than a mile to launch your boat. Fabulous views of the Bay, full kitchen, spacious bath and your own private back yard. There is a dock to fish from or sit and watch the sunrise and set. There is also a small beach. Dog friendly , sorry no cats.

Superhost
A well-furnished living area features a cozy beige sofa and an armchair, complemented by a wooden coffee table. A television is positioned on a dark wood console, and a fireplace is visible, adding warmth to the space. Natural light enters through the windows, enhancing the room's brightness.
Flat in Williamsburg

Christmas in Williamsburg Getaway for the Holidays

Enjoy Christmas on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. Situated just one mile from Williamsburg's historic area, you'll experience history all around you. Enjoy a little retail therapy at charming local shops or the Williamsburg Outlet Mall.

Top guest favourite
The exterior of the retreat is framed by lush greenery and tall trees, showcasing a brick structure with large windows. A well-maintained lawn leads to the water's edge, where a rock boundary is visible. Outdoor seating is provided on the patio, enhancing the tranquil setting.
Flat in Cobbs Creek
5 out of 5 average rating, 43 reviews

Cozy Waterfront Apartment with Pickleball Court

Welcome to your quiet retreat on Queens Creek, just minutes from the Chesapeake Bay. Your retreat is attached to the main house but is its own separate apartment with private entrance and patio. The 12 acre property is surrounded by water on three sides which can be viewed from every room. Enjoy pickleball, the putting green, kayaking, fishing and crabbing from the dock as well as exploring the trails through the pecan forest. You can also tie your boat to the dock.

Superhost
An outdoor fire pit area is surrounded by a low brick wall, with multiple wooden chairs arranged for seating. In the background, the resort buildings are set against a twilight sky, with trees framing the scene, creating a communal atmosphere.
Flat in Williamsburg
5 out of 5 average rating, 4 reviews

Williamsburg Patriots Place 2BR

Club Wyndham Patriots' Place is a quiet resort community surrounded by the lush landscape and historic spirit of Williamsburg. Guests will discover all the convenient vacation amenities and recreation activities that ensure your travels are unforgettable and stress-free. Stay fit while enjoying recreational sports like swimming, and basketball. Choosing Club Wyndham Patriots' Place for your next Williamsburg getaway will give you memories that last a lifetime

Top guest favourite
A spacious bed is positioned against a softly lit wall, complemented by decorative pillows. A bedside table features a lamp, providing warm lighting, while a second lamp stands on the opposite side, enhancing the cozy ambiance. Natural light enters through a window with blinds.
Flat in Gloucester
4.95 out of 5 average rating, 58 reviews

Eclectic and Cozy Apartment

Close to many historical sites; Williamsburg, Yorktown, and the Northern Neck. Located on the Middle Peninsula. Close to the Tri- Rivers... fun family filled atmosphere with festivals all year long. Fully furnished. You only need your clothes and food. Full kitchen with all amenities. Owners on premises. Large dogs that are friendly. Pool available, with family and friends in and out. Small Par 3 practice space. Nice, quiet neighborhood.

Top guest favourite
A cozy living area features two comfortable sofas and a rustic coffee table placed on a patterned rug. Bright lamps provide soft lighting, while the kitchen is visible in the background, equipped with white cabinets and modern appliances.
Flat in Cardinal
4.98 out of 5 average rating, 44 reviews

The View at Long Lane Farm

Tucked along the East River, this peaceful horse farm offers a unique retreat where nature and comfort meet. Start your day with a glowing sunrise, watch sailboats drift by, and end with golden sunsets over open pastures. Paddle the river or explore nearby towns rich in history and charm. With local festivals, wineries, breweries, and even a lavender farm, you’ll find plenty of reasons to fall in love with this special part of Virginia.

Top guest favourite
A spacious living area features leather seating arrangements, including a cozy armchair and a sectional sofa. A coffee table rests in the center, complemented by a side table with a lamp. The dining area, visible in the background, includes a wooden table with six chairs.
Flat in Williamsburg
4.93 out of 5 average rating, 142 reviews

A Williamsburg Place To Stay

This is a spacious apartment located above a Landscape Co. Office. It is suitable for large family vacations with 3 bedrooms and 2 baths. This two-story apartment is centrally located just 2 miles from I-64, Busch Gardens, Water Country, and Colonial Williamsburg. There are 3 smart TVs and every room has USB. The listed price is for TWO guests, with additional charges of $15 per guest/night for each guest after two.

Top guest favourite
Flat in Williamsburg
5 out of 5 average rating, 18 reviews

Bright & Cozy 2BR Stay – Near All the Action!

Welcome to this modern 2BR/1BA! Central location only minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Water Country & more! It is one-level, NO STEPS! The unit features 2 queen beds, sofa bed. The full bathroom is equipped with a shower and a hair dryer. Clean linens, blankets & pillows, towel & basic toiletries are provided. Pet-friendly with fenced backyard—please read our PET POLICY.

Guest favourite
A circular, brick fire pit is surrounded by multiple wooden chairs, inviting gatherings. Soft lighting enhances the outdoor space, with several trees in the background. The cozy setup is located near the resort's buildings, providing a welcoming atmosphere for relaxation.
Flat in Williamsburg
5 out of 5 average rating, 7 reviews

Wyndham Patriot's Place 1 Bedroom Condo

Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. Photos used are stock pictures. May not be exact room. Must be 21 years old to check in.

Top guest favourite
A view of Historic Main Street highlights brick and wooden buildings under a clear blue sky. Floral arrangements hang from a nearby lamppost, while storefronts invite passersby with signage promoting local activities. The scene conveys a vibrant community atmosphere with greenery lining the street.
Flat in Gloucester Courthouse
4.96 out of 5 average rating, 147 reviews

Right on Main St! Shops, Arts, Dining and More!

A Completely Renovated Condo on Historic Main Street in Gloucester, Virginia. Art Center right next door, shops, spa, dining and more all a short walk down the street! Condo features a Queen Bedroom w/ Walk-in Closet, Living Area with Pull-out Sleepsofa, Kitchen w/ Bar Seating, Laundry room with full-size washer and dryer, 1 Full Bathroom.

Guest favourite
A comfortable sleeping area is presented with a spacious bed, adorned with a light-colored blanket. Soft lighting is provided by bedside lamps on wooden nightstands. A large window invites natural light, framed by patterned curtains, alongside a dresser and a television.
Flat in Williamsburg
4.91 out of 5 average rating, 34 reviews

Patriots Place 2 BEDroom

You'll have a great time at this comfortable place to stay. Built on the lush grounds of a former golf course, Patriots Place is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer.

Popular amenities for Gloucester County apartment rentals