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Cottage vacation rentals in Williamsburg

Find and book unique cottages on Airbnb

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Popular amenities for Williamsburg cottage rentals

Cottage rentals with a hot tub

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

AndreaRating, 5 stars11 months ago
We loved our stay! The week flew by. Great location.
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
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars6 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
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
4.95 out of 5 average rating, 20 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

RebeccaRating, 5 stars2 weeks ago
We had a great time staying here! Clean, modern, fully stocked home just as described in the listing and photos. The sunsets over the water are indescribable. Relaxing hot tub, wonderful outdoor space, lovely campfires, and comfortable bed and bath rooms made our trip stress free and extremely enjoyable. We barely left the property - we felt right at home. Our point of contact host, Ana, was very responsive and communicative. Would definitely recommend! Look forward to booking again in the future! Thank you for a vibey holiday weekend!
Two sailboats with colorful sails are docked on a sandy beach. Several beachgoers are enjoying the sun nearby, while a pier extends into the water in the background. Gentle waves lap at the shore, contributing to a relaxed coastal atmosphere.
Cottage in Norfolk
4.8 out of 5 average rating, 143 reviews

Beach Cottage - On Beach with Wrap Around Porch

AmberRating, 5 stars1 week ago
We loved staying here! The location was great and it was roomy. Super close to the beach, great outdoor amenities, and a nice porch. Host was quick to respond. We pretty much had the beach to ourselves, it was like a private getaway! There were a few cons: very noisy upstairs guests (I know this can’t be helped, but it was bad,) the parking spaces were EXTREMELY tight and one of the guests kept parking in 2 spaces instead of one. There was a narrow gravel driveway offered, but if someone parked behind you then you couldn’t leave. The WiFi wasn’t strong enough to watch tv, we had to keep pausing it so it would load a little. All in all it was a great deal and would definitely stay here again!
A wooden walkway leads from lush vegetation to a sandy beach, framed by tall grass silhouetted against a vivid sunset. The sun descends on the horizon, reflecting warm hues across the water's surface, while clouds scatter gently in the sky above.
Cottage in Norfolk
4.79 out of 5 average rating, 119 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

MarthaRating, 5 stars4 months ago
Enjoyed the stay. Comfy beds with wonderful cotton linens. Cute interior. Nice, quiet off season experience. John’s recommendations for smaller local favorite restaurants were good choices. Nearby recreation centers offer day passes and lots of indoor activities for cold or rainy days. Just right for our family trip. Highly recommend.
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

IriselRating, 5 stars72 months ago
This place is amazing.... We had an awesome family vacation!!
Guest favorite
A sandy pathway leads to a pergola surrounded by tall sunflowers. The pathway is bordered by wooden beams, guiding guests to a seating area that offers views of the bay. Sunlight accentuates the lush greenery under a clear blue sky.
Cottage in Norfolk
4.94 out of 5 average rating, 169 reviews

Poseidon - Beach Carriage House - 120 Years Old

JessicaRating, 5 stars1 week ago
We enjoyed our stay at Poseidon. The carriage house was perfect for us, and had everything we needed for our vacation. We appreciated having the chairs and umbrellas so we didn’t have to bring our own. We’d definitely love to come and stay again.
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
4.85 out of 5 average rating, 71 reviews

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

MichelleRating, 5 stars5 days ago
Great peace of history in a peaceful location. Kids thought it was coolest place ever to go kayaking, fishing, catching crabs, and relaxing inside playing chess and listening to some records. Richard was very accommodating with how far we had to travel and was able to help with a flexible check in time.

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, 249 reviews

Villa Positano

RhondaRating, 5 starstoday
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!
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, 32 reviews

Locklies Innlet, A unique waterfront experience!

LisaRating, 5 stars1 month ago
What a perfect cottage! Beautifully (but comfortably) furnished, right on the water, incredibly well-stocked. Arranged so families can spread out, or gather together. Everything you could possibly require or desire for a vacation or getaway was there. And the area is full of things to do--walks, birdwatching, antiquing, or, if you're an architecture geek like me, historic sites and buildings. You're also a 3-minute walk from the best restaurant on the Northern Neck, Merroir Tasting Room. Can't wait to come back.
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
4.83 out of 5 average rating, 180 reviews

The Little House at Waveland

AshleyRating, 5 stars3 days ago
We had a great time at Diana’s place. The water access was awesome and we had lots of fun with the kayaks. We were able to walk through a wooded trail to a nearby restaurant which was so nice. The location felt private and naturally beautiful while being not far from grocery stores and restaurants. Diana’s neighborhood is beautiful and the space is charming and comfortable. Such a fun way to see the Chesapeake, we would love to come back!
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, 253 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

JessiccaRating, 5 stars1 week ago
Our family of 7 had a wonderful stay. Everything was clean and tidy when we arrived and we felt at home right away. The location was fantastic- private and peaceful but also very convenient to walk out the door and be on the beach in a couple of minutes. My favorite feature was all the amenities provided by the hosts- beach towels, laundry detergent, games and books for the kids, etc. Even just having access to a broom and dustpan to sweep up the sand we tracked in was very helpful (and something we have missed in past Airbnb experiences). We would definitely recommend Richard’s place and would love to stay here again in the future.
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
4.93 out of 5 average rating, 107 reviews

Comfy three bedroom cottage - easy beach access

MatthewRating, 5 stars3 days ago
Great place for a quick getaway! The beach is right across the road and wasn’t crowded at all during our stay. There’s plenty to do in the surrounding areas and we enjoyed attending the Harbor Fest!
Superhost
A remodeled cottage is set amidst a green lawn, featuring a spacious screened front porch and surrounded by trees. The building showcases a classic design with a dark exterior and a contrasting light roof, under a clear blue sky.
Cottage in Warsaw
4.93 out of 5 average rating, 119 reviews

Modern 2 Bdrm Cottage in Historic River Community

SherriRating, 5 stars3 weeks ago
Perfect getaway for rest, relaxation and fun! Kayaks were fun, too breezy and chilly waters for paddle boarding, maybe next time! Beautiful location! Clean and comfortable, felt like home!
Top guest favorite
A charming cottage exterior is displayed, featuring a soft beige facade with blue shutters. A welcoming front porch is highlighted by white railings, leading to the entrance. The landscaping includes minimal greenery, with a pathway bordered by subtle plants.
Cottage in Virginia Beach
4.95 out of 5 average rating, 394 reviews

Seaglass Cottage

NicoleRating, 5 stars2 weeks ago
Perfect stay for our weekend getaway. The cottage was so cute and so clean. Susan was so friendly and even had a welcome sign with my name on it! So many recommendations and such great hospitality. Great location! We walked everywhere! Highly recommend!!
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, 334 reviews

Lovely Ocean View Cottage

ClaireRating, 5 stars5 days ago
The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

Private cottage rentals

Superhost
An outdoor balcony is furnished with a light-colored sectional sofa and a small glass table. A patterned rug adds texture to the floor, while nearby greenery and neighboring homes are visible in the background. Natural light illuminates the space, creating a serene atmosphere.
Cottage in Port Haywood
4.67 out of 5 average rating, 3 reviews

Beach Music Chesapeake Bay Getaway for all Seasons

AnnaRating, 5 stars10 months ago
Our stay at this property was truly an amazing getaway. The breathtaking views and stunning sunrises from the porch were a daily delight. The home is exactly as described and absolutely beautiful. We felt like we were at home. Each room is uniquely decorated. The doors opening up from the upstairs living room to the porch outside with a comfortable couch was so wonderful. We enjoyed the quietness Beach Music offered. We look forward to coming back soon one day.
Guest favorite
A bright sunroom features large windows that offer views of the water. Two light blue chairs complement a small side table, while a soft throw blanket adds a touch of comfort. A round coffee table sits on a patterned rug, enhancing the cozy atmosphere.
Cottage in Deltaville
5 out of 5 average rating, 90 reviews

Unique & bright two-bedroom waterfront cottage

KimRating, 5 stars3 weeks ago
We had a wonderful stay! The house is immaculate and well taken care of with everything you need for a comfortable stay including great local recommendations. We enjoyed watching a beautiful sunset sky while relaxing on the deck. It was a very easy check-in/check-out. Would return and would recommend. Thanks for a great stay!
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
4.94 out of 5 average rating, 86 reviews

Irvington Cottage - Vineyard Birdhouse

BethanyRating, 5 stars2 weeks ago
We had a wonderful stay! We have stayed at this Airbnb a few times and it is always perfect! Thanks so much!!
Guest favorite
Cottage in Cape Charles
4.93 out of 5 average rating, 27 reviews

The Crew's Quarters: Steps from the Bay

SueRating, 5 stars1 week ago
Caryn’s home was perfect for our needs. She was very responsive to our question and provided valuable information about the area.
Top guest favorite
A deck area features a round glass table surrounded by four black folding chairs. A grill is positioned nearby, and Adirondack chairs are visible in the background, all set against a backdrop of lush greenery and sunlight filtering through the trees.
Cottage in Kilmarnock
5 out of 5 average rating, 85 reviews

Cottage on Prentice Creek

StacyRating, 5 stars1 month ago
We had a wonderful stay at this lovely home. The home was extremely well- equipped and very comfortable. The property is very private, and the grounds are beautiful. We had our dog with us, and we all enjoyed the outdoor spaces. The kitchen has everything you could think of, the beds were comfortable, and the master suite with screen porch was a wonderful place for morning coffee. Highly recommend!
Top guest favorite
A screened-in porch is furnished with a teal sofa and a glass-top table, offering a comfortable seating area. Sunlight enters through expansive windows, providing views of a grassy area and the bay beyond. A wooden deck with seating is visible, enhancing the inviting space.
Cottage in Exmore
5 out of 5 average rating, 15 reviews

ESVA Silver Beach Getaway August week open

WendyRating, 5 stars1 month ago
Such a cute, well stocked and clean cottage. Extremely quiet neighborhood. Sunsets over the bay were stunning. Jennifer was easy to teach and communicate with.
Guest favorite
Cottage in Kilmarnock
4.95 out of 5 average rating, 41 reviews

Restful river house with water & golf-course view

JimRating, 5 stars2 weeks ago
Kitchen was well stocked. Bathrooms, kitchen, everything was clean, beds were very comfortable. Beautiful yard and sunroom where we spent most of our time. Close to excellent restaurants. We really enjoyed our stay and plan on staying again in the future.
Guest favorite
A blue crab is positioned on a weathered wooden surface, displaying its distinctive shell and pincers. The varying shades of blue and green on its body contrast with the gray tones of the wood, highlighting the natural details of both the crab and the dock.
Cottage in Kilmarnock
4.92 out of 5 average rating, 93 reviews

Creeks End Farmhouse

DebbieRating, 5 stars3 weeks ago
If you are looking for a peaceful place to relax and enjoy the water and nature this is it. The house had a spacious living room and dining room and the kitchen was fully loaded. We loved having morning coffee on the back deck and an evening glass of wine on the screened in front porch. Enjoyed seeing all the herons on the water. Kilmarnock was only minutes away for shopping and dining. Overall great weekend.

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