10 Best HomeAway/Vrbo Vacation Rentals In Williamsburg, Virginia - Updated 2021

homeaway williamsburg va

Considered as an independent city in Virginia, Williamsburg is the Northern part of the Hampton Roads metropolitan area. Williamsburg was established in 1632. It was founded as a Middle Plantation or a fortified settlement right in the middle of the James and York rivers. It has also served as the capital of the colony and became a center of multiple political events up until the American Revolution. Needless to say, Williamsburg is rich with both history and culture. Ever since then, it has also started attracting tourists and guests. One of the best tourist attractions is the large brewery. We’ve listed down the best HomeAway vacation rentals for your next stay in Williamsburg.

1. Luxurious farmhouse near the Historic District (from USD 221)

This three-bedroom farmhouse boasts of giving the guests a fine and luxurious stay. It is fully equipped with a functioning kitchen, as well as memory gel foam mattresses in the bedroom. In addition to that, the house is also equipped with internet access and cable television. If guests would like to roam around, the place is only five minutes away from the local banks, history, shopping, restaurants, grocery stores, parks, and sun kissed beaches.

Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg
110 reviews
farmhouse 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
Everything is up-to-date:
We enjoyed the comfortable furnishings and the kitchen was great to cook family dinners
kitchen bathrooms full cable TV
two couples had plenty of room in this lovely home
The back patio area was so beautiful and we sat under the pergola for dinner and reading The front porch swing offered some privacy for couples
House was clean and well kept
Everything was clean and in good repair
The rooms were really nice and the bathrooms really spacious
the house was in great shape and everything worked and was clean and very and well
This farmhouse is beautifully renovated
Shannon's rental was absolutely gorgeous inside and out
was a breeze -open layout made it fun
Town extremely cute and the folks welcoming
About half an hour away from everything made for a great weekend with the family
This is a beautiful country home
Far enough away from the busy city life but not too far away from last minute shopping
played board games visited Williamsburg and watched Christmas movies
Perfect getaway to enjoy board games and amusement parks real family time
We enjoyed the very private setting in close proximity to many great activities
The nearby town was quaint and had some great restaurants and shops
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2. Private cottage in front of the beach (from USD 200)

This three-bedroom cottage can sleep up to five individuals and is located far from the busy roads. Guests are guaranteed to have a peaceful and private stay in this property. In addition to that, the cottage is located in front of the beach so guests are free to swaddle around. Kids are also very welcome since the tidal water from the James River comes and goes which results in a mixture of fresh and saltwater. To top it all off, the cottage also provides mesmerizing view of Jamestown and there are no houses behind the cottage.

Beachfront Cottage on James River. Private beach. Near Williamsburg & Jamestown.
138 reviews
cottage 5 Guests 3 Bedrooms 1 Bathroom

Accommodates: 5
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The air conditioning worked great
The cottage was immaculate and fully stocked
It was like we came to our own home
The kitchen was fully equipped and stocked with more than we expected and needed
well-stocked and comfy - and what a view
The cottage was so clean
The location couldn't be beat
The house was clean practical and fully stocked
and it was every bit as enjoyable & memorable as the 1st
The cabin is exactly as described
We canoed kayaked and collected shells and fossils
they had muffins and a bottle of wine waiting for us upon arrival
The river is also rather shallow
Linda & AC greeted us with a fabulous welcome package & were so accommodating during our stay Definitely would recommend to others
They were well stocked in movies and books to keep her entertained too
The location is perfect for getting to Jamestown Williamsburg and Yorktown to explore the history of our nation
Adorable cottage with privacy and excellent views of Jamestown and Busch Gardens fireworks Very convenient to Jamestown ferry and Historic Triangle
It is also nestled in a quiet relaxing location on the river Perfect for families or just old friends wanting to catch up over a glass of wine or cup of coffee on the deck overlooking the river P...
Yorktown I would highly recommend this cottage to anyone looking for a lovely waterfront accommodation in a location close to the Historic Triangle
The beach is great for walking and relaxing
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3. Historic farmhouse inherited from one father to another (from USD 411)

This property boasts of its long history within the owner’s family. It has six bedrooms and can house up to twelve people. It has been passed down from the great grandfather, who is a sea captain, down to the current owner. The original oak wood flooring, molding, chair railing, wainscoting, high columns and ceilings, doors and door handles were kept and maintained. It was built post Civil War by esteemed shipwrights. Of course, guests are welcome to experience a piece of history by staying in this property.

Very private riverfront, beach, nature for all to enjoy. High Speed Internet!!
134 reviews  Wifi Available
estate 12 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 12
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The house was comfortable with plenty of room for six adults and four kids
The house is comfortable and well equipped
The home is beautiful and right on the water
The rooms were a great size and the beds were insanely comfortable and the kitchen had everything you'd ever need
The home was super comfortable but the icing on the cake was the bikes and boats at our disposal Made for a very special long weekend
If all of us can be happy
Rick and Danette have seen to every comfort and clearly work hard to keep the property Beautiful
The owners really thought of everything with the layout of the property With bikes canoes trails and the outdoor fire pit
The grandchildren had a fabulous time playing in the water all day long Rick and Danette are awesome hosts making us feel right at home
We were so impressed by how well-equipped and nice
Amazing house and a great location
The views and land are just spectacular
Beautiful location and lovely owners
Property was great River views from every room in the house
This destination is at the top of the scale in every category for us
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4. Relaxing home with private pool (from USD 429)

This spacious five-bedroom estate can accommodate up to twelve people. It has multiple amenities for the guests to enjoy. Guests are welcome to use the tennis court to exchange some returns and smashes, dip in the private pool, or sit down, set-up the bait, and catch their dinner on the pier. The property is far from the hustle and bustle of the streets which ensures a relaxing and peaceful stay for the guests. In addition to that, the place has an amazing view of the riverfront.

Gorgeous Waterfront Estate--Private Pool, Pier, Tennis Court, Firepit
Mathews , VA, US
62 reviews
estate 5 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
the large kitchen and spacious rooms gave everyone plenty of space and we all had a wonderful time
the two living rooms worked well for our group as well as the two dining areas
very clean and well appointed
house was clean and very well organized
the property was clean and the landscaping was beautiful
the property manager was very accommodating & pleasant
the experience with both the owner and property manager were positive
the owner and woman who is the caretaker were so nice and very responsive to our needs
the additional refrigerator in the garage was also helpful for our group
mathews is a charming small town and we enjoyed the cute shops and friendly people
if you are looking for a place to "reset" i highly recommend grandview manor
Read more reviews

5. Beautiful cottage near multiple attractions (from USD 150)

This two-bedroom cottage that can sleep up to eight people is located near multiple attractions. It is located on the Severn River, which ensures the guests a refreshing stay. In addition to that, the property is close to the Historic Triangle, (Yorktown, Jamestown, Colonial Williamsburg), the amusement parks, (Busch Gardens and Water Country), and Chesapeake Bay.

Welcome to The Cottage at Jameslin
96 reviews
cottage 8 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
everything was as expected and as listed great little cottage for a family or couple
the tiki bar with the surrounding decks is amazing
The property is beautiful and the home very comfortable
It is very quiet and serene there
The cottage is a nice alternative to staying at one of the hotels around Williamsburg Quiet and secluded we totally enjoyed our stay
and we had everything we needed
Very close to all things we wanted to see Williamsburg Jamestown
Sam and Mark were super helpful and are amazing hosts
and we are so glad we got to share it with them for a couple of days
Sam was willing to work with us on this
We brought our dog and had a great time watching the baby geese and the baby ducks
The cottage is in a secluded area which we loved
The land is just beautiful
If you really want to get away from it all
There is a Kroger store only a few miles away and also a Walmart store within 5 miles of the cottage
but we never had a chance to use it because it rained every night
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6. Family friendly condominium that caters for all ages (from USD 299)

This three-bedroom condominium can accommodate up to ten guests. It boasts of being able to cater to every part of the group. That, of course, includes the young ones as well as the oldest ones. Being located in a condominium, it offers multiple amenities which the guests are most welcome to enjoy. Guests are free to play trains, work out in the fitness center, or take a refreshing dip in one of the amazing pools and hot tubs. Of course, there is also a high speed internet connection for the kids, and for the adults to post their photos on social media.

Family Fun in Colonial Williamsburg- Great Location!
73 reviews  Wifi Available
condo 10 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
It was large and comfortable
Besides the fact that it is very outdated
The lay-out of the condo provided an opportunity for all to have some space and then a great room with family room dining room for six
Our group of 10 (5 adults 5 children) was very comfortable in the 3 bedroom lockoff
we could all congregate in
The property was spacious and clean
The unit was as pictured and had everything we needed
The unit was exactly as promised - clean spacious convenient
The facilities were very good
great amenities fully stacked large clean rooms Check in process
Very nice resort close to everything
It also made it a very cost-effective vacation
My family had a great stay at this property Even though we arrived late the front desk welcomed us and got us set up quickly
Everyone at the resort was friendly and professional
The resort was huge with lots of things to do and very convenient to both the restored area and Busch Gardens
The location was great for seeing Williamsburg and Jamestown
is great on a very quiet street within minutes to Colonial Williamsburg and Busch Gardens
My kids enjoyed the activity center which was only a walking distance of a couple minutes from the condo
Great location and stay at the park
The location was great for Williamsburg Jamestown and Yorktown
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7. Luxurious home with modern appliances

This two-bedroom rental can accommodate up to six individuals. It offers great comfort and relaxation to the guests. It has multiple modern appliances including a gas log fireplace that can be activated with the touch of a switch for some romance during the evening. There is also high definition television in the bedroom. In addition to that, working guests are free to finish their backlogs on the writing desk and chair. Best of all, the property allows dogs as well.

Luxury Home in Williamsburg. Dogs are welcome!
58 reviews
guest house 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The downstairs bedroom was very comfortable for a couple
but the home itself was fantastic
the space was large enough to have a lot of extra room and not feel cramped
Not one thing to complain about
very comfortable beds awesome kitchen
The house was beautiful and clean
The house is well appointed clean and comfortable
The house is beautiful and exactly as advertised
Arrived at the house and found everything the way the owner said All rooms were very clean
If it doesn't have it
The host was available and very helpful
The owner was friendly and helpful
right next door very accommodating and friendly
clean and modern nice decor really comfortable Hosts were responsive and genuinely nice
Wonderfully friendly Innkeepers Cathy and Joe are the perfect host and hostess
The Inn is walking distance from downtown/historic district and across the street from the College of William & Mary
The location - 0 6 mile from Merchants Square in Williamsburg is great
The location is fantastic just a short walk to campus (across the street) and town and CW is not too far either
Very close to everything in Williamsburg
do business in the area and wander into Colonial Williamsburg
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8. Lovely cottage created with antique details

This two-bedroom home can accommodate up to four individuals. It was originally built to complement the already existing period home on the property. While building the house, antique and historic details were kept in mind. That being said, the house has antique paneling and moldings, locally milled pine floors, and hand-wrought iron works. In addition to that, the main room features a wood burning fireplace, antique and reproduction furnishings and accessories, as well as seating and dining accommodations.

Charming Cottage of Historic Warren Crossroads House ca.1790 near Williamsburg
53 reviews
cottage 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
It is appointed with everything you need to be comfortable
As one of the J
It is equipped to the last detail in the kitchen with the best appliances and furnished by a pro decorator with period pieces
It is a special place to make lasting memories
it needed to be dusted and the surrounding counties are very underdeveloped
The cottage was clean and well designed
Great experience Very clean and beautifully decorated
What a great getaway from traffic noise and crowds
We much appreciated the late checkout at no additional cost
But I am sure we could have gotten that too Thanks
The only thing I would say we missed is wifi
Austen's characters would say "I am excessively fond of a cottage" and with whom I could not agree more in this case
Local sightseeing and wineries are a short drive away
but it is a great place for a couple who is looking for a relaxing and peaceful experience that is only a ferry ride away from the excitement
We enjoyed the period details and the cottage really was a great place to stay Thanks again
This colonial cottage is a perfect rural get away for relaxing and enjoying quiet time
This property is beautiful to walk through with lovely gardens and views of the pastures at sunset
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9. Charming home with various activities

This one-bedroom renal is perfect for couples of different kinds. It has a lot of activities waiting for the guests to try. The property is located just a few steps away from the pier which allows the guests to try the good old fashioned crabbing using chicken legs and strings. The place also has a swimming pool, kayaks, mini golf, and, of course, high speed internet connection. There are also multiple hammocks on the property for the guests to utilize.

Chesapeake Bay Waterfront Cottage w/Pool, Pier, Kayaks, Mini golf, Wifi 1BR/1Bth
58 reviews
cottage 1 Bedroom 1 Bathroom

10. Cozy listing with a full kitchen

This two-bedroom condominium can sleep up to six individuals, that is including utilizing the sleeping sofa. The place has two floors with the first floor containing two queen beds, while the second floor has a queen and a king bed. The condominium also has a fully functioning kitchen, as well as a washer and a dryer. The place is also only around ten minutes to the Colonial District. On the other hand, it is important to note that there is a seven-day minimum stay policy.

Family friendly Resort weeks from $865.00 & up
104 reviews
condo 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
it was like opening a present of Christmas
The pull out couch was SUPER comfortable too
you might want to rent the top unit
The kitchen was fully stocked and the bedrooms were nice
hopefully you are enjoying everything outside
The property there was very neat and clean
and I went with bottom and
The night before we left the dryer broke
The condo was very clean
the pools were clean the room was very clean
patient kind and helped me solve the problem and got back to me right away working with me until we figured it out
It is so beautiful and everyone is so friendly
but the owner was extremely nice
We have a lot of kids and a busy household so that did not bother us
They have several pools bike and walking trails
Property is in a great location for not only seeing all the local historical sites it is also really easy to get to some great restaurants
We enjoyed the pool and the mini putt course and the location was convenient to Busch Gardens Water Country USA and local restaurants
but we never picked up :
The condo is at the perfect location
you are not "required" to talk to them except perhaps at checkout
Read more reviews

Enjoy everything Williamsburg has to offer

Williamsburg is an old city enriched by both time and experience. It started as a Middle Plantation and has a fair deal of history. In fact, it was a center of political events back in the day. With its rich culture and history, guests and tourists inevitably poured in to have a glimpse of Williamsburg. That being said, we’ve gathered the best HomeAway listings for your next trip to the historic Williamsburg, so pick one today!

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Christian is a young and free willed adventurer and writer. He mostly enjoys feeling the salty and cool sea breeze kissing his tanned skin, while lying down on a white-sand shore. Writing humorous...Read more

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