Cottage vacation rentals in Williamsburg

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Top-rated cottage rentals in Williamsburg

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Guest favorite

Cottage in North

4.96 out of 5 average rating, 112 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!

Sep 14 – 21

G$39,768 GYD per night

Guest favorite

Cottage in Irvington

4.99 out of 5 average rating, 149 reviews

Peaceful Haven

Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen. **Take advantage of our limited time SPECIAL PRICES**

Sep 16 – 23

G$55,999 GYD per night

Guest favorite

Cottage in Ashland

4.95 out of 5 average rating, 246 reviews

The Cottage at Walnut Shade

You won’t have to travel far outside of Richmond to find relaxation in the countryside! Convenient to I-95, the Cottage at Walnut Shade provides fully furnished privacy and a chance to escape among the farm fields and history of Hanover county. Whether you’re a biker, hiker, history nut, beer fanatic, theatre lover or just want a place to call your own for the weekend, you may be surprised to find it all in the town of Ashland and surrounding Hanover county. *Internet is now available*

Oct 10 – 17

G$24,948 GYD per night

Guest favorite

Cottage in Quinton

4.98 out of 5 average rating, 175 reviews

Luxury countryside cottage, IVY, near Richmond, 1

Two peaceful luxury cottages on a farm. Book one or both (Separate listings). Tranquility close to downtown Richmond and Richmond Int. Airport (15 min). Wineries, craft breweries, wedding venues, Busch Gardens, and more! We are 30mins from Williamsburg and 25min from downtown Richmond. Cities not your thing? We are less than an hour from beaches, national parks, golf courses, and fishing spots. So come and relax on your private deck overlooking a horse farm and enjoy the sunset.

Jun 12 – 19

G$27,264 GYD per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 194 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.

Nov 20 – 27

G$24,745 GYD per night

Guest favorite

Cottage in Gloucester Courthouse

4.98 out of 5 average rating, 194 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.

Dec 1 – 8

G$34,942 GYD per night

Guest favorite

Cottage in Gloucester Point

4.98 out of 5 average rating, 117 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.

Nov 2 – 9

G$42,271 GYD per night

Guest favorite

Cottage in Gloucester Point

4.95 out of 5 average rating, 196 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.

Jun 28 – Jul 5

G$40,336 GYD per night

Guest favorite

Cottage in Gwynn

4.96 out of 5 average rating, 200 reviews

Mystic Seahorse Cottage & game room

Welcome to our quiet corner of Gwynn’s Island! It may be cool outside but you can relax inside with a movie, hang out in the heated game room, warm up around the firepit, or take a walk to the beach. The cottage is clean and stocked with everything you need for a relaxing visit. Drive 10 minutes to Mathews for great restaurants and shopping, or an hour to Yorktown, Jamestown and Williamsburg. Come relax and enjoy some Island Time with us!

Oct 16 – 23

G$30,607 GYD per night

Guest favorite

Cottage in White Stone

4.91 out of 5 average rating, 298 reviews

The Moore Cottage

The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Nov 27 – Dec 4

G$25,130 GYD per night

Guest favorite

Cottage in Virginia Beach

4.94 out of 5 average rating, 302 reviews

Seaglass Cottage

Brand new, sparkling clean, "Seaglass cottage" in a quiet, beach neighborhood! Two blocks from the exciting, artsy, "VIBE" district, with murals, marketplace and unique restaurants. Five blocks from the active, Virginia Beach Boardwalk with shopping, music and dining! Don't do the usual, hotel lobbies and crowds, come to a clean place that you can call your own!

Nov 9 – 16

G$36,191 GYD per night

Superhost

Cottage in Williamsburg

4.84 out of 5 average rating, 515 reviews

The Colonial Cottage

This is a cottage style house with unique features located in the heart of Colonial Williamsburg and close to area attractions, including Colonial Williamsburg, Busch Gardens, Water Country USA and The College of William & Mary. Walking distance to farmer's market, supermarket, 7-Eleven, the famous 5 Forks Cafe'.

Oct 24 – 31

G$50,980 GYD per night