
Vacation rentals in Gloucester County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Gloucester County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Moody Creekside Escape: HotTub-Lux Shower-Fire Pit
Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

BlueBird Nest
Keep it simple at this peaceful and centrally-located oasis, tucked away in coastal Virginia. Our newly renovated 1BR/1BA barn apartment on 3 acres is ideal for those who want to live like a local. We are 3 miles from the heart of the American Revolution in Yorktown, and Yorktown Beach, and a short drive to area attractions in the Historic Triangle. Unwind after a day of exploring with a glass of wine on the balcony or enjoy the firepit and the view. This is an upstairs apartment with stairs.

Charming coastal home w/ outdoor area and river views
Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

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!

Bee Humble Cottage Entire Home
Curious about what makes Gloucester so wonderful? Live like a local at "Bee Humble Cottage" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Historic Ware River Cottage at Glebefield
Come visit this quiet and peaceful setting on the Ware River in historic Gloucester VA. The cottage sits on a 65 acre waterfront property. This fully updated cozy cottage is a great home base for exploring Williamsburg, Yorktown, Jamestown and Richmond. Pets are welcome with a small fee and pre-approval. There are serval buildings and gardens to enjoy so please take note of the picture captions for details on the cottage and other dependencies.

Charming Waterfront Home on Piankatank River!
Amazing waterfront home on the Piankatank River in Gloucester, VA! This one level 1400sf cottage has 3 bedrooms, 2 full baths, a sun room with sweeping views, screened porch, living room with wood burning fireplace & large smart TV, fully stocked kitchen, waterside decks, a terrific fire pit, spacious dock with amazing sunsets AND sunrises, eagles overhead, kayaks and more! Want to bring your boat? There's a community boat ramp 1 minute away.

Sarah's Creek Starlight
Beautifully remodeled 1930 Sears Starlight kit home. This cottage is located on the waters of Sarah's Creek, making it just a short drive from Historic Yorktown and Williamsburg. This space is fully furnished with a new kitchen, dining and living areas, 2 bedrooms with queen beds, 1 bedroom with a bunk and one bathroom. No matter what your stay is for you can look forward to the comfort, relaxation and beautiful views this cottage has to offer.

Waterfront Escape • Pool, Dock & Creek View
A peaceful waterfront retreat tucked into 10 wooded acres above Bland Creek, perfect for long summer days and relaxed evenings. - Private screened-in porch with cooling creek breezes - Pool days, firepits under the stars, and quiet moments outdoors - Kayaks, a floating dock, fishing, and nature right outside your door - Immaculately clean and thoughtfully stocked for a stress-free stay - Quiet setting just minutes from downtown Gloucester

The Cottage on Sarah's Creek
Nestled on the waters of Sarah's Creek, this cozy cottage is just a short drive from historic Williamsburg and Yorktown. Fully furnished with a new kitchen, dining area, 1 bedroom, 1 bathroom, and a large loft with a queen bed and a pool table. Whether spending your days relaxing on the beach, exploring historic sights, or taking a tour of a local vineyard, you can look forward to the quiet comfort this cottage has to offer during your stay.

The Bee Goode House on Main Street
Welcome to the Bee Goode House! We want our future and returning guests to know of our diligence in sanitizing and cleaning every surface after each guest. Linens are fresh and clean, and there is plenty of private space with a large yard surrounding the house. Relax and enjoy Gloucester Main Street from a 1950's renovated home. From Mid Century Modern furniture and renovated retro appliances, you will be comfortable and hip in our home.

Charming Cottage Historic Gloucester Main Street
Welcome to the Blue Crab in heart of historic Gloucester Main Street and Village! Walkable location close to restaurants, produce market, specialty gourmet market and a brewery. Recently renovated! Driving distance to Busch Gardens and historic Jamestown/Yorktown/Williamsburg, in addition to Machicocomo State Park, Beaverdam Park and Belmont Pumpkin Patch. We are a proud military family and welcome you to our home!
Popular amenities for Gloucester County vacation rentals
Other great vacation rentals in Gloucester County

Wooded Cabin retreat on fresh water pond

Country side living

Piankatank Riverfront Perch B, Mathews VA

Bill's Island

The Tulgey Wood

York River | Chesapeake Bay Bliss: Fishing Retreat

East River/Mobjack Bay Mathews

Eclectic and Cozy Apartment
Destinations to explore
- Rentals with pools Gloucester County
- Rentals with a kayak Gloucester County
- Rentals with lake access Gloucester County
- Condo rentals Gloucester County
- Beachfront rentals Gloucester County
- Rentals with a patio Gloucester County
- Family-friendly rentals Gloucester County
- Resort rentals Gloucester County
- Rentals with outdoor seating Gloucester County
- Fitness-friendly rentals Gloucester County
- Apartment rentals Gloucester County
- Rentals with a washer and dryer Gloucester County
- Rentals with a fireplace Gloucester County
- Pet-friendly rentals Gloucester County
- Rentals with a hot tub Gloucester County
- Hotel rooms Gloucester County
- House rentals Gloucester County
- Serviced apartment rentals Gloucester County
- Waterfront rentals Gloucester County
- Townhouse rentals Gloucester County
- Cottage rentals Gloucester County
- Guesthouse rentals Gloucester County
- Rentals with a fire pit Gloucester County
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Chrysler Museum of Art
- The NorVa
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Old Dominion University
- First Landing Beach
- Virginia Living History Museum
- Chrysler Hall
- Hampton University
- USS Wisconsin (BB-64)
- Neptune's Park
- Harbor Park




