Vacation rentals in Gloucester Point

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Top-rated vacation rentals in Gloucester Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.
Guesthouse in Gloucester County
4.97 out of 5 average rating, 226 reviews

Modern Moody Creekside Cottage w/ HotTub & FirePit

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!

Top guest favorite
A warm living area is captured, featuring a comfortable leather couch and a cozy yellow chair. A bottle of wine and two glasses are placed on the counter next to a sign inviting guests, while soft lighting creates a welcoming ambiance.
Guesthouse in Gloucester Point
4.94 out of 5 average rating, 152 reviews

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.

Guest favorite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.94 out of 5 average rating, 127 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Top guest favorite
A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.
Home in Gloucester Point
4.97 out of 5 average rating, 173 reviews

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.

Top guest favorite
An aerial view displays the charming blue cottage surrounded by lush greenery, with the sparkling North River visible in the background. The landscape features a private pier and several boats moored, providing a picturesque setting for water activities.
Apartment in North
4.98 out of 5 average rating, 255 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 favorite
Large windows provide a clear view of the York River, framed by green grass and trees. A set of four outdoor chairs is positioned on the lawn, creating a welcoming space for relaxation and enjoying the scenic surroundings.
Home in Gloucester Point
4.97 out of 5 average rating, 124 reviews

Amazing Gem! Riverfront, Location, Sunsets, Quite

Kick back and relax in this calm, stylish space. Totally remodeled house on the York River, outstanding views with Sunsets that change every night. There are 2 beaches within 2 miles of here, the Historical Yorktown little over a mile away. You have Busch Gardens, Water Country, Historic Williamsburg all about a 15 minute drive down the Colonial Parkway. 3 Bedroom with Master having a King, river front bedroom has Queen and other has full bed all with TV's. You won't be disappointed

Top guest favorite
Home in Gloucester
4.98 out of 5 average rating, 103 reviews

Welcome to this Waterfront Home with Amazing Views

Welcome to our waterfront Air Bnb. Nestled along the Ware River, this unique property offers an unforgettable experience that combines comfort, luxury, and the most amazing sunsets. The open kitchen, living, and dining areas offer amazing views of the river. The interior is tastefully decorated with the perfect blend of modern elegance and coastal charm. Come and experience coastal living where the water becomes your playground and every moment is a celebration of nature's splendor.

Top guest favorite
An outdoor fire pit area is surrounded by four adirondack chairs on a gravel surface. A stone stack is nearby, and trees create a natural border, providing a serene atmosphere for gatherings.
Home in Gloucester
4.95 out of 5 average rating, 225 reviews

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.

Top guest favorite
Guest suite in Gloucester Courthouse
4.98 out of 5 average rating, 132 reviews

Elm Grove Farm Guest Cottage

Our guest cottage is the perfect retreat for a quiet getaway or a quick commute to local historical sites. We are located on a family farm property dating back to the 1880's. Although the old farmhouse is gone our home with attached cottage is filled with decor built by the owner with reclaimed wood from the original home. We are adjacent to Beaverdam Park and located 2 miles from Main Street which boasts the historic Gloucester Courthouse dating back to 1651.

Top guest favorite
A comfortable blue cushioned chair is situated on a wooden deck, offering a serene view of the calm waters of Sarah's Creek. Lush green grass and trees frame the landscape, creating a tranquil outdoor space perfect for relaxation.
Cottage in Gloucester Point
4.99 out of 5 average rating, 165 reviews

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.

Guest favorite
A single-story brick house is surrounded by well-maintained landscaping, featuring a covered patio area with colorful seating. Vibrant flowering plants and a tidy lawn enhance the outdoor space, while a tree-lined background adds greenery to the setting.
Home in Gloucester
4.97 out of 5 average rating, 192 reviews

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.

Top guest favorite
Guesthouse in Saluda
4.94 out of 5 average rating, 576 reviews

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax.

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