Cottage vacation rentals in Williamsburg

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Popular amenities for Williamsburg cottage rentals

Cottage rentals with a hot tub

Guest favorite

Cottage in White Stone

4.92 out of 5 average rating, 26 reviews

Renovated, Waterfront Cottage on the Rappahannock!

ScottRating, 5 stars1 month ago
This is a special place on Little Oyster Creek/Windmill Point Creek just off the Rappahannock River. It was a great home base for exploring the area by boat. Fleets Island is gorgeous and we thoroughly enjoyed the dock, the fire pit, the hot tub, and the amazing sunsets and river views. One thing to note if you arrive later in the evening is that you will need to make your own beds with the sheets that are provided. No big deal though. I also recommend bug spray. We had a great time and hope to be back.

Cottage in Williamsburg

Aug 5-12 King's Creek Plantation Cottage

AndreaRating, 5 stars3 months ago
We loved our stay! The week flew by. Great location.
Guest favorite

Cottage in Chesapeake

4.95 out of 5 average rating, 131 reviews

The Cottage @ Captain Genes - Secluded Waterfront

MelanieRating, 5 stars4 days ago
Lori went above and beyomd as a hostess! We had all the amenities to make our stay comfortable! Everything was even better in person! My family is already talking about our next stay! Thank you Lori!!
Guest favorite

Cottage in Gloucester

4.92 out of 5 average rating, 13 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

ScottRating, 5 stars2 weeks ago
Gorgeous view out the back over the York River. We went crabbing from the dock and had multiple bonfires after watching the most beautiful sunsets from the back yard. Fantastic outdoor amenities including a cook shack, outdoor refrigerator, multiple dining tables, and hot tub. Landscaping was immaculate. Located on a quiet road with absolutely no light pollution so the star gazing at night is flawless! Only a few cons that I would make guests aware of. First, is that it is a very rural location with few dining/entertainment options nearby. It's a good 25min to Yorktown, 40min to Williamsburg, and 50+ mins to Hampton. You could spend your entire vacation in the backyard or fishing from the dock and probably not be disappointed, but be aware that you will have a long drive to dining/entertainment. The second was that it wasn't the most kid's friendly. There are no bath tubs, only showers, no bunk/kid beds, and no toys for young kids. If those don't bother you, then you'll love it!
Superhost

Cottage in Norfolk

4.8 out of 5 average rating, 127 reviews

Beach Cottage - On Beach with Wrap Around Porch

ianRating, 5 stars3 weeks ago
This place had everything I was looking for. The hot tub and access to the beach were priceless for our group. House was very comfortable and had everything you might need. We will booking the place again if we are back in the area.
Superhost

Cottage in Norfolk

4.81 out of 5 average rating, 113 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

ThomasRating, 5 stars1 week ago
Gorgeous, peaceful and spacious. The grounds, amenities and location were just what I was looking for and needed. The sunrises were AMAZING!!!😍 Will definitely stay there again.

Cottage in Williamsburg

Kings Creek Plantation - Williamsburg - Cottage

IriselRating, 5 stars64 months ago
This place is amazing.... We had an awesome family vacation!!
Guest favorite

Cottage in Onemo

5 out of 5 average rating, 41 reviews

3 BR Bay Home w Private Dock & all the Amenities

KirstenRating, 5 stars2 weeks ago
Our stay was nothing short of amazing. The house is absolutely stunning, and is stocked with anything you may need. Jennifer also added a few extra things for us, which made us feel right at home! We knew the place would be nice, but were truly in awe when we walked through the door. Cozy and clean, with tons to do without even leaving the house. We played in the game room, went kayaking, took a walk on the trails, and spent an evening in the hot tub. They also had a welcome book with some local recommendations which was super helpful, and checked in on us once we got settled to see if there was anything we needed. I would recommend this place ten times over!

Pet-friendly cottage rentals

Guest favorite

Cottage in Cape Charles

4.98 out of 5 average rating, 65 reviews

The Ladybug - dog-friendly, arcade, Peloton, & EV

RobbRating, 5 stars1 week ago
Upon checking out of this beautiful home, I was already looking forward to coming back for another stay. From start to finish, this was one of our best stays ever. If you are looking for a peaceful retreat in a lovely place with some historical flare, this is the place for you. Our family loved the outside of the house as much as we loved the inside. Our 10-year old son love throwing a baseball and frisbee outside, as well as exploring the corn fields. You are very close to the hiking trails at Magothy park. Everyone also loved the various choices of arcade games downstairs. David was very responsive with any questions we had, and we loved the convenience of an EV plug-in for our rental. We would highly recommend this place!
Guest favorite

Cottage in Weems

4.99 out of 5 average rating, 91 reviews

The Crab Shack

CarlieRating, 5 stars3 weeks ago
A Hidden Gem – The Perfect Getaway! It was hard to leave this hidden gem, but we will definitely be back! The Crab Shack is everything and more than described—charming, quaint, quiet, and the ultimate relaxing waterfront retreat. The peaceful atmosphere, the sound of lapping waves, watching the boats go by - truly a serene experience. We were graced by the most amazing star-filled skies each night, and a beautiful blue heron who gave us a swoon each sunset. Our lab had a great time too, enjoying fun and frolic with Sister Brown, the neighbors sweet pup. We were familiar with the area, and so loved coming back to our favorite foodie restaurants and enjoyed strolling through the shops and exploring roads less travelled. Carlisle (owner) was incredibly responsive, so helpful and ensured The Shack was stocked with everything needed -- he was the perfect (and most pleasant) host. We can’t recommend the Crab Shack enough—it’s a perfect slice of paradise!
Guest favorite

Cottage in Topping

5 out of 5 average rating, 18 reviews

Locklies Innlet A unique waterfront experience!

KimRating, 5 stars1 week ago
Such a wonderful vacation at the cottage!! We had our family vacation there and it was so relaxing! Such a beautiful view and the cottage was so cozy and clean. The kitchen was fully stocked with everything we needed. The beds were super comfortable. Would love to come back in the summer!
Guest favorite

Cottage in East Ocean View

4.99 out of 5 average rating, 209 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

HelenRating, 5 stars1 week ago
My husband and I had the pleasure of staying at the Peaceful Beach @ Courtyard Cottage for 3 nights. Our first impression was very positive. It was spacious, smelled clean and beautifully decorated. We were impressed that they not only had a gift bag of local treats waiting for us but a toy for our dog as well. The highway out front is very busy but we didn't notice the traffic inside the house. We were blessed with beautiful warm weather and enjoyed the quiet sandy path to the beach with no roads to cross. Because we are NOT tech savvy, we were overwhelmed with extensive TV system with 6 remotes but one call to Richard got us straight. We definitely hope to come back with our Son and his family next summer.
Guest favorite

Cottage in Virginia Beach

4.94 out of 5 average rating, 347 reviews

Seaglass Cottage

Christy HamiltonRating, 5 stars4 days ago
Wonderful place! Susan was a great host! The house exceeded my expectations! Highly recommend!!
Guest favorite

Cottage in Kilmarnock

5 out of 5 average rating, 81 reviews

Cottage on Prentice Creek

CarrieRating, 5 stars2 weeks ago
This is our third year visiting but it’s usually in the summer. We stayed for a long weekend for our first fall experience at the Cottage on Prentice Creek and it’s a lovely time of year! Looking forward to staying again next year. Hanne and Grady are most gracious hosts and they make us feel completely at home. Thank you for sharing your place with us!!!
Guest favorite

Cottage in Cape Charles

5 out of 5 average rating, 61 reviews

Dog friendly, large fenced yard! 1st Floor Bedroom

AmandaRating, 5 stars4 days ago
We were in town for a wedding and Erika’s place was the perfect spot for us. It was close to everything and exactly as described! She was very helpfully and easy to communicate with. We had a great weekend!
Guest favorite

Cottage in Gwynn's Island

4.94 out of 5 average rating, 17 reviews

Little Gray Beach House

JessicaRating, 5 stars2 weeks ago
This was just what we needed, it was quiet and peaceful, has everything we needed, will be staying again sometime in the future.

Private cottage rentals

Guest favorite

Cottage in Norfolk

4.98 out of 5 average rating, 83 reviews

Life on a Sandbar right on Chesapeake Bay

JoeRating, 5 stars3 days ago
We had a terrific time at Jimmy’s cottage on the beach. You are just steps away from the water and can settle in right there with beach chairs or walk for miles on a fine sandy beach. There is always a ship or two to watch. The cottage has everything you need and has a great layout for privacy with one bedroom and bathroom on opposite sides of the house. The cottage is clean, has everything you need for relaxation and if you want, cooking something up. There is outdoor seating, a table and chairs, a grill and a hammock to while away your time in the sunny afternoon. Jimmy is incredibly friendly and responsive to any issues or needs you may have. He even let us check in early the first morning as the cottage was available. The towels and linen are super comfy as are the beds. It’s a great place to unwind and relax. Terrific seafood at Willoughby by the Bay which is just down the road at the end of the Spit. It’s a dive but the food is five star. Jimmy’s cottage is wonderful!
Guest favorite

Cottage in Irvington

4.94 out of 5 average rating, 81 reviews

Irvington Cottage - Vineyard Birdhouse

PaigeRating, 5 stars3 weeks ago
The Bird house was perfect for our stay for a family wedding weekend. The thoughtful touches that were provided were very much appreciated. The kitchen was stocked with coffee and cream and fresh snacks were waiting for us. The front porch was welcoming with lovely flowers and pumpkins. The setting was so peaceful nestled in the trees. Thanks for sharing your lovely cottage.
Superhost

Cottage in Gwynn

4.94 out of 5 average rating, 32 reviews

Island Get-A-Way on the Chesapeake Bay with Beach

AndreaRating, 5 stars4 months ago
We had a wonderful week at Gwynn’s Island. Access to the private pier was perfect for morning coffee and fishing all day long. Gorgeous sunrise views on the deck and easy access to the beach. We can’t wait to come back!
Guest favorite

Cottage in Buckroe Beach

4.98 out of 5 average rating, 47 reviews

Cozy dog-friendly 2BR cottage 2 blocks to beach !𓆉

MatthewRating, 5 stars1 month ago
This was my second stay at Dan and Susan's place, with the first being a year ago. It is comfortable, well kept, and stocked with great amenities. Within 10 minutes of my arrival, I was on one of the bikes pedaling my way over to meet friends on the beach! I would recommend this cottage and would certainly stay there again. Thanks for a great stay!
Guest favorite

Cottage in Exmore

5 out of 5 average rating, 7 reviews

ESVA Silver Beach Getaway - off season deals

SandyRating, 5 starstoday
Adorable beach cottage. Very warm and inviting. Felt like home immediately. Clean, cozy, comfortable bed, good hot water and pressure in bathroom and well appointed kitchen. Excellent screened in porch with an awesome view of the bay. Private gazebo within steps away of your own piece of sandy beach. Excellent time of year for beach fire pit and grilling out. Spectacular sunsets!! Lots of wildlife … eagles, deer, shore birds etc.!! Jenn is an amazing host. So very sweet in every way!! We highly recommend this sweet little beach cottage. Our first time on the ESVA and it definitely will not be our last!! Thanks for sharing, Jenn … we so appreciate you!
Guest favorite

Cottage in Cape Charles

4.98 out of 5 average rating, 88 reviews

The Little Jewel

JeanRating, 5 stars4 days ago
Our first visit to Cape Charles and we loved it. K’s house is in a lovely residential area, but very close to shops and restaurants and a 10 minute walk to a beautiful beach area. The house is simple but comfortable and has everything you need (no high chair or pack & play, but we brought our own). We loved sitting on the porch.
Superhost

Cottage in Cape Charles

4.79 out of 5 average rating, 92 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

JenniferRating, 5 stars2 weeks ago
The Sea Salt Cottage was absolutely adorable. It was very clean and spacious. The beds were comfortable and bathrooms were top notch. Again very clean! The back yard was perfect for our entire family to enjoy, even our dog. We watched the sunset over the farm in the back yard. Doug & Hannah had great recommendations for fun and food. which was a short drive away. We loved our Sea Salt Cottage stay and would definitely come back!
Guest favorite

Cottage in Kilmarnock

4.94 out of 5 average rating, 34 reviews

Restful river house with water & golf-course view

KatrinaRating, 5 stars6 days ago
My stay was everything and more!!! Beautiful location lots to do. Peaceful with friendly river neighbors. My favorite was sitting on the floating lounge and catching blue crabs!! I would stay here everytime!!

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