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Cottage holiday rentals in Gloucester County

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Top-rated cottage rentals in Gloucester County

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Guest favourite
A cozy living area features a light-colored sofa adorned with fluffy throws. Two comfortable armchairs are positioned by large windows, allowing natural light to fill the space. A wooden coffee table sits on a patterned rug, complementing the tranquil atmosphere.
Cottage in Deltaville
4.99 out of 5 average rating, 101 reviews

Unique & bright two-bedroom waterfront cottage

Relax and leave your worries behind at this tranquil cottage in the quiet town of Deltaville, Virginia where the Rappahannock River meets the Chesapeake Bay. Deltaville is known for marinas, sailing, boating and fishing. We are located at the end of a peaceful private road. You will have your own private dock for wading, swimming, fishing and other water activities. Whether you are hanging out by the firepit or swinging in the hammock, I am sure you will have a wonderful time at Tranquil Seas.

Top Guest favourite
The waterfront cottage is set on a peninsula, surrounded by calm waters. Lush trees provide shade beside the house, while a stone patio is visible along the shoreline. The nearby dock is partially shown, offering access to the water for various activities.
Cottage in Topping
5 out of 5 average rating, 40 reviews

Locklies Innlet, A unique waterfront experience!

Welcome to Locklies Innlet; a peaceful, quaint, waterfront cottage, nestled in a protected, deep water haven along with neighbor Regent Point Marina. A perfect place for total relaxation, connection with nature, family bonding, or even a refreshed opportunity for remote work. For water enthusiasts, Locklies Innlet provides 4 kayaks for exploration through calm waters, for crabbing; a large dock with crab pots, and for the anglers the green lights will bring in the keepers right off the dock.

Guest favourite
A cozy living space features a large white sofa and wicker chairs, set on a patterned rug. A wooden coffee table is centered in the room, while a dining table with rattan chairs is seen in the background. Natural light filters through white window blinds.
Cottage in North
4.94 out of 5 average rating, 156 reviews

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!

Superhost
A wooden dock leads to a charming waterfront cottage, surrounded by lush trees and colorful foliage. The cottage features large windows, providing views of the serene landscape. An outdoor seating area up the slope is visible, creating an inviting space for relaxation by the water.
Cottage in Topping
4.94 out of 5 average rating, 71 reviews

The Little Blue Cottage - Topping : Waterfront!

Come escape to this peaceful waterfront cottage and enjoy everything the river life has to offer. You can start your day drinking coffee in the porch swings watching the sun rise over the bay and finish your day drinking a cold beverage down by the water in the Adirondack chairs watching the sunset over the creek. Bring the home office and work while enjoying the view! Walk to the marina and minutes drive from great restaurants including the award winning Merroir, The Tides Inn and much more !

Superhost
A serene waterfront view showcases a charming log cabin surrounded by lush greenery. A private dock with several kayaks awaits on calm waters, inviting outdoor activities. The landscape includes tall trees and a peaceful atmosphere, ideal for relaxation by the bay.
Cottage in Foster
4.84 out of 5 average rating, 87 reviews

Old Log Cabin School House w/10 acres on the Bay

Bring your family and relax in this Log Cabin School, hand built in 1899. Situated on a private peninsula, and with over 10 acres you will have unbelievable views and access to everything nature has to offer on both land and water! With its own private dock and beach, you will be equipped with kayaks, canoes, fishing rods, and crab traps to spend the day adventuring the Chesapeake Bay. Or you can sit back and relax on one of many water side hammocks, or just enjoy a fire on the private beach.

Guest favourite
Cottage in Gloucester
5 out of 5 average rating, 8 reviews

The Cottage at Elm Bank

Adorable 2-bdrm, 2-bath cottage on the grounds of Elm Bank, an 8-acre waterfront estate overlooking the Piankatank River and Ferry Creek. Enjoy fishing on the pier, kayaking from the beach, birdwatching from the deck, working out in the gym or playing pickleball on the newly installed court. The property sits on a peninsula known as Piney Point, a welcoming neighborhood with a community dock and boat ramp. Come relax in a park-like setting. You'll find everything you need, nothing you don't.

Superhost
A sandy beach stretches along the water's edge, with a house featuring large windows nestled among green shrubs. A lighted pier extends into the water, where two children are playing. The clear sky and surrounding trees create a serene backdrop.
Cottage in Deltaville
4.79 out of 5 average rating, 146 reviews

Stunning Beachfront Cottage on the Chesapeake

Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.

Guest favourite
A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.
Cottage in Gloucester
4.97 out of 5 average rating, 250 reviews

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" 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.

Guest favourite
A covered porch with a flat entry features two white chairs with teal cushions, providing a welcoming seating area. Lush green grass surrounds the space, while large windows allow natural light to filter into the interior. A serene waterfront view is visible in the distance.
Cottage in Deltaville
4.88 out of 5 average rating, 119 reviews

Romantic Waterfront Abode with Patio & Dock!

Crafted with couples in mind, this cozy 1-bed, 1-bath Deltaville vacation rental oozes relaxation. Boasting a waterfront location and all the simple joys of lake life, this home invites guests to read, swim, cook, and enjoy each other's daily company. Rent a boat from nearby Norview Marina or venture to Steamboat Era Museum for some on-land adventure. At the end of each day, enjoy stunning sunsets from the private dock with a glass of vino in hand!

Guest favourite
A historic sign for Glebefield, established in 1795, is positioned among mature trees. Bright yellow flowers add a pop of color in the foreground, contrasting with the earthy tones of the surrounding greenery, creating a serene and inviting atmosphere.
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 221 reviews

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.

Top Guest favourite
A serene waterscape is presented, highlighting the cottage set among lush trees. A dock extends into the water, flanked by boats, with soft ripples reflecting the clear blue sky. The tranquil environment suggests a peaceful retreat by the water's edge.
Cottage in Gloucester Point
4.99 out of 5 average rating, 152 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 favourite
A serene view of a wooden dock extending into the calm waters of Sarah's Creek, surrounded by trees. Two kayaks, one green and one blue, are positioned on the grassy shore, with a charming cottage visible in the background.
Cottage in Gloucester Point
4.94 out of 5 average rating, 284 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.

Popular amenities for Gloucester County cottage rentals

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