Vacation rentals in Gloucester Point

Guesthouse in Gloucester County

4.98 out of 5 average rating, 161 reviews

Modern Cottage w/ Hot Tub, Creekview & 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!

4.99 out of 5 average rating, 183 reviews

An outdoor area is presented featuring a saltwater pool with steps leading into the water. A shaded dining area with a wooden table and benches overlooks the waterfront, where a private dock extends into the river. Lush green grass surrounds the space, creating a serene atmosphere.

Home in Gloucester Point

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

4.96 out of 5 average rating, 141 reviews

A street sign stands at the intersection of Main Street and Maple Avenue, featuring a hanging basket of colorful flowers. In the background, a brick building and a parked vehicle are visible, contributing to the town's local character.

Cottage in North

The Nook; Peaceful 2 bedroom cottage by the bay

Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!

4.98 out of 5 average rating, 224 reviews

Apartment in North

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!

A stacked washer and dryer unit is positioned in a small laundry area. The doorway leads to a brightly lit space featuring a light-colored kitchen. Wooden flooring enhances the overall warmth of the space.

4.95 out of 5 average rating, 183 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.

4.96 out of 5 average rating, 122 reviews

Home in Gloucester Point

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 historic triangle, or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Cottage in Gloucester Point

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.

4.99 out of 5 average rating, 139 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.

Cottage in Gloucester Point

A wooden dock leads into a serene waterside area bordered by tall, leafy trees. Two kayaks rest on the grassy shoreline, with the cottage visible in the background, surrounded by greenery. The scene is tranquil, inviting outdoor activities by the water.

4.94 out of 5 average rating, 254 reviews

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.

4.98 out of 5 average rating, 168 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.

4.96 out of 5 average rating, 264 reviews

A modern kitchen features sleek gray cabinetry and a spacious island with bar seating for four. Stainless steel appliances include a side-by-side refrigerator and an oven. Shelves display dishware, while decorative light fixtures provide illumination over the countertop.

Home in Yorktown

Modern-farmhouse Retreat

Beautifully updated home nestled among the trees just along the edges of Colonial National Historic Park. Great location to everything you might want to see! A few minutes bike ride to the gorgeous Colonial Parkway; go shopping at the Outlets; explore historic Williamsburg, Jamestown and Yorktown; spend the day at the beach, or just rest in this quiet haven! High Speed Internet and cozy atmosphere... put your feet up and relax!

4.99 out of 5 average rating, 133 reviews

A woven basket holds a travel guide for Virginia, featuring an image of a wooden structure on the cover, alongside a magazine. A decorative metallic turtle is positioned in the foreground, adding a unique touch to the arrangement.

Home in Gloucester Point

Pointe Haven near Historic Yorktown

Discover the perfect blend of comfort and convenience at Pointe Haven. This newly remodeled 3-bedroom, 1-bath home offers a warm and inviting atmosphere for your stay in the heart of Virginia's Historic Triangle. Just 3 miles from Historic Yorktown and a short drive to the excitement of Busch Gardens and Colonial Williamsburg, Pointe Haven is your ideal retreat to relax and recharge between adventures.

Apartment in Williamsburg

A large green sign displaying 'Padgett's Ordinary' in prominent white lettering is framed with holiday decorations including greenery and red berries. Directional information to buildings and units is presented with an arrow pointing right, surrounded by landscaped plants.

4.96 out of 5 average rating, 107 reviews

Comfy 1BR w pond view Kingsmill

Be close to everything when you stay at Kingsmill’s centrally-located gated community. Minutes from Busch Gardens, Colonial Williamsburg, Jamestown, Yorktown and College of William & Mary. At end of busy day, relax on your private balcony overlooking pond. If you are looking for comfort, convenience, cleanliness and security, this is your place! Sorry, no pets.

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Other great vacation rentals in Gloucester Point

4.98 out of 5 average rating, 63 reviews

A bright and airy screened-in patio features comfortable seating with blue cushions and decorative pillows. A patterned area rug enhances the space, while a ceiling fan provides airflow. Lush greenery is visible outside through large windows, creating a relaxing environment.

Loft in Poquoson

Bull Island Getaway!

AjRating, 5 stars1 week ago

Check-in was seamless, which made settling in super easy. The place was clean, cozy, and had everything I needed for a relaxing getaway. The hosts were incredibly accommodating and communicative throughout my stay. I also really appreciated the thoughtful touch of snacks they were definitely a plus! The porch area was a perfect spot to unwind, and I spent a lot of time out there enjoying the peaceful vibes. The chickens on the property were such a fun and unique touch they were so cool to watch! Overall, it was a great stay, and I’d absolutely come back. Highly recommend!

A bright and modern kitchen features a combination of white cabinetry and wooden countertops. Stainless steel appliances, including a stove and microwave, are prominently displayed. Natural light floods the space through a window, illuminating the hardwood floor and giving a fresh, open feel.

4.98 out of 5 average rating, 56 reviews

A "Bitt of Home" in the heart of Gloucester.

JosephRating, 5 stars1 month ago

Fantastic place, exactly as described. Ms. Tara is an incredible host and I will definitely stay there again!

A tranquil riverside scene features a circular swing hanging from lush trees, positioned on soft grass. The calm water reflects the surrounding greenery, providing a serene backdrop for relaxation. In the distance, a private dock is visible, enhancing the peaceful atmosphere.

4.9 out of 5 average rating, 92 reviews

Severnly Pointe Cottage Waterfront Retreat

HayleyRating, 5 stars1 month ago

This is the second time I've stayed at Tamara's place and I would absolutely stay again. The place is exactly what you expect and they have excellent instructions. Wonderful people, peaceful location, and you always know what to expect.

A wooden deck extends over the water, featuring four weathered lounge chairs arranged for relaxation. The calm river reflects the surrounding greenery, with trees lining the opposite shore under a partly cloudy sky.

4.99 out of 5 average rating, 76 reviews

Welcome to this Waterfront Home with Amazing Views

KyleighRating, 5 stars1 month ago

Our crew stayed here for work and had no complaints! They loved the area and loved the hosts!! They all said it was supper clean and would stay again!!

Superhost

The living area is characterized by two dark blue sofas positioned around a wooden table. Large windows provide natural light and views of the surrounding greenery. A neutral-colored rug lies beneath, complementing the warm wooden flooring.

Vacation home in Gloucester County

4.79 out of 5 average rating, 43 reviews

Waterfront 4 bedroom home with marina facilities

LaurieRating, 5 stars6 months ago

This is the fourth time we have stayed. You can’t ask for a nicer, more responsive host.

4.89 out of 5 average rating, 92 reviews

Farm stay in Gloucester

Historic Farmhouse. Peace & Quiet on 5 acres

KathyRating, 5 stars2 weeks ago

This is a fabulous place to stay! The farmhouse is charming with lovely fixtures. The kitchen is so well organized and stocked with excellent equipment. There were so many thoughtful amenities and conveniences. The land is beautiful - very well maintained and so peaceful. My family had to come to Gloucester for two very sad events, and I think we survived because we were blessed with this gorgeous place to stay. The layout was perfect for family interactions - both private conversations and family meals. This is not your typical AirBnB - this is the best of the best! The hosts were fabulous and the stay was so much more than we could have dreamed. I am so grateful we had this quiet oasis to help restore our grieving hearts. Thank you!

4.95 out of 5 average rating, 41 reviews

An aerial view showcases a spacious rental property adjacent to the Poquoson River. The structure features a combination of different textures and rooflines, surrounded by well-manicured grass and foliage. The scenic waterway and trees in the background provide a tranquil setting.

Guesthouse in Poquoson

The Retreat at Lamb's Point

JenniferRating, 5 stars3 weeks ago

Pam was the perfect host for our stay, made us feel right at home. Easy to communicate with, accommodating and overall just a gem! We would definitely be returning again- the water view was spectacular and the accommodations were just as they listed, as this was our very first booking of an Airbnb.