Holiday rentals in Dutton

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Top-rated holiday rentals in Dutton

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Top guest favourite
Flat in North
4.98 out of 5 average rating, 257 reviews

Little Cove Cottage, Couples Retreat/Mathews

Little Cove Cottage: a charming studio in Mathews County with private entrance. This apartment offers a peaceful environment with views of the North River, a pier and boat ramp just 300 yards away. Use our kayaks to explore. We are just minutes away from the Mobjack and Chesapeake Bays. Mathews is a rural town with several beautiful beaches close by and many areas to access the water. Mathews is home to great restaurants with fresh seafood. We also have a wonderful farmer's market. Come enjoy!

Top 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, 173 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!

Top guest favourite
A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.
Barn in Cobbs Creek
4.95 out of 5 average rating, 136 reviews

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Top guest favourite
A spacious outdoor dining area features a long table set with colorful placemats and floral centerpieces. The view overlooks the water and a tree, with a pier visible in the distance under a clear blue sky.
Home in Gloucester Courthouse
4.97 out of 5 average rating, 339 reviews

"Bee-Z Haven" Waterfront Cottage on the Ware River

Curious about what makes Gloucester so wonderful? Live like a local at this Upscale Waterfront Retreat and find out for yourself why renters say "Enjoy the Breath Taking Views". Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our area 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 favourite
A modern kitchen features sleek gray cabinetry and a large island with four metal stools. Pendant lights illuminate the space, which includes stainless steel appliances and a gas stove. A vase with flowers adds a touch of color to the countertop.
Home in Gloucester
4.97 out of 5 average rating, 88 reviews

Spring is a great time in Gloucester!

Enjoy a peaceful get away at this home in historic Gloucester, Va. This upscale home is located between two creeks that feed into the Piankatank River. It is not waterfront. It is centrally located to Mathews, Gloucester, Urbanna and Gwynns Island. Williamsburg is about a 50 minute drive. This part of Virginia is known for fishing, water sports, beaches and history. Come stay in this newly renovated rancher and enjoy the country on the river. We welcome one small dog under 50 lbs.

Top guest favourite
A serene view of the sunset over the river is framed by a tree, with two white adirondack chairs positioned on the grassy bank. The calm water reflects warm orange and pink hues, creating a peaceful atmosphere. A natural landscape with shrubs and a rocky edge is visible.
Home in Gloucester
5 out of 5 average rating, 29 reviews

Willow Point Waterfront Home

Sitting on the point of the Piankatank River, the private waterfront house is a family-friendly living space with access to a tennis court, optional boat slip, and many serene river views. It is a great place to bring paddleboards and kayaks. The house is a short drive to the quaint towns of Gloucester, Irvington, Deltaville & Urbanna with good restaurants and shopping. Come with the family or on a couples getaway trip to enjoy the river and explore the beautiful Chesapeake Bay.

Top guest favourite
Guest house in Gloucester
5 out of 5 average rating, 186 reviews

Summer Escape - Dock, Pool, Firepits, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

Top guest favourite
A charming cottage features a covered front porch adorned with rocking chairs and hanging plants. The exterior is painted in soft green with contrasting dark shutters and a metal roof, surrounded by landscaped greenery, creating a welcoming appearance.
Home in Mathews
4.99 out of 5 average rating, 123 reviews

Garden Cottage in Downtown Mathews

Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Top guest favourite
A spacious grassy area is surrounded by mature trees, providing shade. The landscape features a clear blue sky and a backdrop of rolling greenery, creating a serene outdoor environment perfect for relaxation or exploration.
Guest suite in Gloucester Courthouse
4.98 out of 5 average rating, 133 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 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, 230 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
An aerial view captures the charming waterfront home positioned gracefully by the Piankatank River. The exterior features a well-maintained landscape with a pathway leading to the entrance and visible outdoor seating. The surrounding trees provide a lush backdrop and a sense of tranquility.
Home in Gloucester
4.97 out of 5 average rating, 118 reviews

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.

Top guest favourite
The living room features a cozy arrangement of sectional sofas and a swivel chair, surrounded by light-toned hardwood flooring. A stone fireplace serves as a focal point, complemented by shelves adorned with decor. Sunlight filters through the windows, enhancing the bright and airy ambiance.
Home in Gloucester
4.96 out of 5 average rating, 161 reviews

Grey Heron Haven

Relax and unwind in this welcoming and very stylish home. Your worries are sure to be left behind after your stay. This home offers a coastal vibe with a creek view from the front porch. Centrally located 15 minutes to our lovely town and 45 minutes to Williamsburg, VA. We are super host who take great pride in our rentals. We assure you we pay close attention to detail and take meticulous care of our rentals. We hope you come see for yourself.

Popular amenities for Dutton holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Gloucester County
  5. Dutton