Williamsburg Vacation Rentals

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Vacation Rentals in Williamsburg

Our top choices for Williamsburg vacation rentals

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (192)
"We had a great stay! Ted was very communicative and thoughtful of our needs. The house fit our group perfectly and was so much fun. We enjoyed the games onsite and the indoor pool. We were able to visit and relax. A perfect weekend getaway! "
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.0 out of 10, Wonderful, (10)
"Nice, quiet, peaceful."
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Boho Bungalow off Main-one block from Lovely Park

8.8 out of 10, Excellent, (10)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
$160 nightly
The price is $179
Sep 1 - Sep 2
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (9)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
$294 nightly
The price is $329
Sep 1 - Sep 2
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!

Cozy RV close to the Reservoir

2.0 star property
6.0 out of 10, (1)
"This was a really neat idea, and the kids were very excited to stay in an RV. I will start by saying it was very clean. It was not advertised that this was on private property right next to the house until check in time. The location was also not optimal because it was right next to the main road where you could hear every car, and the entrance was across from what looked like a lot of junk. . we had to deal with a dog barking all night, long, but we made the best of all this. The only thing...
$144 nightly
The price is $161
Sep 1 - Sep 2
Total with taxes and fees
Cozy RV close to the Reservoir

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.2 out of 10, Wonderful, (20)
"Always a pleasure and the location is perfect for seeing family!"
$124 nightly
The price is $138
Sep 9 - Sep 10
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

9.8 out of 10, Exceptional, (9)
"Very clean and great amenities. Will be booking there again in the future."
$146 nightly
The price is $164
Sep 3 - Sep 4
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (32)
"Spacious, Unique property. Incredible location within the Starr Historic Distric of Richmond.Enjoyed the weekend exploring and 5 minutes from the Earlham College Campus."
THE STARR LOFT- Earlham, IUEast, Historic District

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (34)
"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."
$296 nightly
The price is $332
Sep 1 - Sep 2
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (38)
"A very comfortable home for a family stay. The kitchen is well equipped for a family stay. Backyard fire pit is a plus for S’mores. Very quiet neighborhood. "
Recently remodeled Colonial-style home with room for the whole family!

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (25)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
$195 nightly
The price is $218
Sep 7 - Sep 8
Total with taxes and fees
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

10.0 out of 10, Exceptional, (8)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
$673 nightly
The price is $726
Sep 1 - Sep 2
Total with taxes and fees
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Newly renovated studio in Hagerstown--Self Check-in

9.6 out of 10, Exceptional, (26)
"Loved the property close to whatever you need for seeing local attractions or family/friends."
$115 nightly
The price is $129
Sep 10 - Sep 11
Total with taxes and fees
Newly renovated studio in Hagerstown--Self Check-in

Quaint Economy Retreat w/ Patio & Spacious Yard!

3.0 star property
Quaint Economy Retreat w/ Patio & Spacious Yard!

Cozy Cabin with fireplace, hot tub & hiking trails

8.0 out of 10, Very Good, (4)
"The cabin is an absolute dream! It feels like a cozy cottage nestled in the woods, yet you’re just moments away from shops and restaurants. I can’t express enough how incredible our stay was! As a mom of two busy little boys, finding time to relax can be challenging, but this place offers such privacy and a delightful heated pool that it felt like my own personal retreat. The grounds are stunning, and you’re just a short stroll away from a breathtaking waterfall. I wholeheartedly recommend this...
Cozy Cabin with fireplace, hot tub & hiking trails

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

10.0 out of 10, Exceptional, (1)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Vintage Bungalow

7.0 out of 10, Good, (2)
"Not impressed, glad by niece and her children didnt come. No diner table to have a meal at. Lack of dishes, silverware, no coffe table, no nightstands. No place to put your suitcases on, used the floor. Owners mother walked in the house, without knocking. Luckily my dog didnt get out. Shower had a hair ball in drain, feces in toilet, gunk all over tile in bathroom tiles. I had to wash the storm door, to see in or out."
$384 nightly
The price is $430
Sep 4 - Sep 5
Total with taxes and fees
Vintage Bungalow

Close to Earlham / IU / Reid! <br>- Nice neighborhood -

9.0 out of 10, Wonderful, (6)
"This was a great home and the hosts are great! Enjoyed my stay as I completed a summer internship in the area."
Close to Earlham / IU / Reid! <br>- Nice neighborhood -
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Williamsburg Hotel Reviews

Find out more about Williamsburg

Find out more about Williamsburg

Everything you need to know about Williamsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamsburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Williamsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Williamsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Williamsburg?

Yes, we have vacation rentals close to the most popular points of interest in Williamsburg, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Williamsburg has to offer?

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.: This vacation home rental near Williamsburg is located in the city center and has a balcony, a pool table, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Middlefork Reservoir Park. Wayne County Fairgrounds and Indiana University East are a couple of places you'll find in the larger area.

What are vacation rentals like in Williamsburg?

Vacation rentals are private accommodations you can stay in for several days or more in Williamsburg. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.