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Cottage vacation rentals in Williamsburg

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Williamsburg cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Superhost
A spacious bed is framed by a soft blue headboard, with crisp white linens arranged neatly. On each side, blue lamps provide gentle illumination atop matching nightstands, creating a serene sleeping environment.
Cottage in Williamsburg

Beautiful 1 Bedroom Penthouse @ Kingscreek Resort

A spacious cottage features a light green exterior with white trim and a welcoming front porch. The sloped roof is accented by copper detailing. Mature trees provide shade in the front yard, while well-maintained shrubs line the pathway leading to the entrance.
Cottage in Williamsburg

Jul 12-19 $1155 3-bedroom Williamsburg

Guest favorite
An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.
Cottage in Chesapeake
4.96 out of 5 average rating, 135 reviews

The Cottage @ Captain Genes - Secluded Waterfront

Guest favorite
An outdoor patio area is shown, featuring multiple white chairs arranged in a circle around a stone fire pit. Lush green grass surrounds the space, with potted plants offering touches of color. The scenic view of the river is visible beyond the trees.
Cottage in Gloucester
4.88 out of 5 average rating, 25 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

Superhost
A serene beach view captures the sun rising just above the horizon, casting warm orange and pink hues across the sky. Gentle waves ripple onto the shore, creating a soft white foam. A wooden pier extends into the water, framing the tranquil scene.
Cottage in Norfolk
4.79 out of 5 average rating, 151 reviews

Historical Cottage - On Beach Wrap Around Porch

Superhost
A vibrant sunset casts warm hues over the Chesapeake Bay, while silhouettes of people are seen along the sandy beach. The sun descends slowly toward the horizon, with soft clouds reflecting shades of orange and pink, creating a serene coastal view.
Cottage in Norfolk
4.77 out of 5 average rating, 127 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

A charming southern-style cottage features a light yellow exterior with a distinctive gable roof and copper accents. Dark shutters frame the windows, while lush greenery surrounds the entrance, which is enhanced by a welcoming front porch with white railings.
Cottage in Williamsburg

Kings Creek Plantation - Williamsburg - Cottage

Guest favorite
A view from a deck showcases an open area leading to the beach, with a decorative arrangement of flowering plants in white planters. An American flag stands proudly in the background, while the calm waters of the bay reflect the clear blue sky.
Cottage in Norfolk
4.92 out of 5 average rating, 185 reviews

Poseidon - Beach Carriage House - 120 Years Old

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Pet-friendly cottage rentals

Top guest favorite
A charming two-story blue house is framed by a white picket fence and a neatly maintained lawn. A paved walkway leads to the front door, flanked by two small potted plants. The upper level features a staircase that leads to a balcony area.
Cottage in Norfolk
4.97 out of 5 average rating, 258 reviews

Positano Villa

Top guest favorite
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, 37 reviews

Locklies Innlet, A unique waterfront experience!

Guest favorite
The exterior of the cottage is framed by a covered porch featuring large screens, surrounded by trees and natural light. Two green Adirondack chairs and two dark wooden chairs are set on the ground, inviting relaxation in the outdoor space.
Cottage in Deltaville
4.84 out of 5 average rating, 188 reviews

The Little House at Waveland

Top guest favorite
A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.
Cottage in East Ocean View
4.98 out of 5 average rating, 266 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

Guest favorite
The two-story beach house features a welcoming front porch with wooden railings and steps leading to the entrance. A large second-floor deck is visible, enhancing outdoor living space. Surrounding greenery and a gravel pathway create a pleasant approach to the home.
Cottage in Norfolk
4.94 out of 5 average rating, 113 reviews

Comfy three bedroom cottage - easy beach access

Guest favorite
A serene view of a calm river is framed by trees and a natural landscape. A wooden dock extends into the water, providing a perfect spot for relaxation or fishing. The gentle ripples and surrounding greenery enhance the tranquil setting.
Cottage in Lancaster
4.82 out of 5 average rating, 119 reviews

Creek cottage getaway

Top guest favorite
A spacious cottage exterior is framed by vibrant green landscaping and a well-maintained lawn. American flags are displayed prominently, and a covered porch offers access to the home's entrance. Surrounding trees provide a natural backdrop, enhancing the peaceful setting.
Cottage in Kilmarnock
5 out of 5 average rating, 93 reviews

Cottage on Prentice Creek, PA

Top guest favorite
A charming cottage is presented with a well-maintained front yard, featuring blooming trees and vibrant flower planters. A covered porch is visible, framed by decorative railings and welcoming steps that lead from a concrete driveway. The surrounding greenery adds a peaceful ambiance.
Cottage in Norfolk
4.96 out of 5 average rating, 342 reviews

Lovely Ocean View Cottage

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Private cottage rentals

Top guest favorite
The cottage is positioned atop a riverbank, surrounded by greenery. Stairs lead down to a sandy beach along the James River. The home’s exterior features a simple design, and the area displays a mixture of natural vegetation and the beach below.
Cottage in Surry
4.95 out of 5 average rating, 56 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

Guest favorite
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, 97 reviews

Unique & bright two-bedroom waterfront cottage

Top guest favorite
A charming cottage with a light green facade is framed by lush greenery. A set of stairs leads to the entrance. Two bicycles with bright blue frames are positioned in front, enhancing the inviting atmosphere of the outdoor space.
Cottage in Irvington
4.95 out of 5 average rating, 93 reviews

Irvington Cottage - Vineyard Birdhouse

Guest favorite
A serene waterfront view of the James River is presented, with a soft layer of mist hovering over the water. A wooden pier extends into the river, lined with posts, while trees and grass frame the scene, enhancing the tranquil atmosphere.
Cottage in Surry
4.91 out of 5 average rating, 68 reviews

“Magnolia Cottage” on the River

Guest favorite
An aerial view showcases the beachfront cottage surrounded by sandy shores and gentle waves. A long wooden pier extends into the water, while a mix of trees and neighboring houses lines the edge of the beach. The tranquil setting highlights the coastal environment.
Cottage in Port Haywood
4.94 out of 5 average rating, 174 reviews

Modern Beachfront Cottage with Endless Bay Views

Guest favorite
A wooden dock extends over calm waters, bordered by trees and natural landscaping. The clear blue sky reflects on the surface, while distant trees and a cabin can be seen along the shoreline, contributing to a serene outdoor setting.
Cottage in Kilmarnock
4.96 out of 5 average rating, 47 reviews

Restful river house with water & golf-course view

Top guest favorite
A charming cottage exterior features light-colored siding, white trim, and a welcoming front porch. Two blue chairs are positioned on the front lawn, flanking a path leading to the entrance. Hanging flower baskets adorn the porch, enhancing the inviting atmosphere.
Cottage in Gwynn
4.96 out of 5 average rating, 213 reviews

Mystic Seahorse Cottage & game room

Top guest favorite
The front entrance features a ramp leading to a bright blue door surrounded by large windows. The white exterior of the house is complemented by landscaping with green shrubs and a sunny sky overhead, enhancing the welcoming appeal.
Cottage in Virginia Beach
4.97 out of 5 average rating, 191 reviews

The Seaglass Cottage by the Chesapeake Bay

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