Williamsburg Vacation Rentals

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Our top choices for Williamsburg vacation rentals

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is CA $118
CA $450 total
includes taxes & fees
May 20 - May 21
Pets Welcome! Quiet Economy Home w/ Spacious Yard

Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (13 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is CA $216
CA $450 total
includes taxes & fees
May 17 - May 18
Charming Home! Prime Location! Dog-Friendly!

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is CA $105
CA $457 total
includes taxes & fees
May 20 - May 21
Pets Welcome! Quiet Economy Home w/ Spacious Yard

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.6 out of 10, Exceptional, (30 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is CA $157
CA $305 total
includes taxes & fees
May 20 - May 21
Quaker Hill Cottage on gated estate with fire pit & hiking trails

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.2 out of 10, Wonderful, (22 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is CA $89
CA $199 total
includes taxes & fees
Jun 2 - Jun 3
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (13 reviews)
"House was great for our stay. Communication was fast and excellent. Would recommend for your stay! "
United States
Juliane H.
The price is CA $108
CA $236 total
includes taxes & fees
Jun 9 - Jun 10
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.2 out of 10, Wonderful, (15 reviews)
"We had a great time "
United States
cortney C.
The price is CA $140
CA $258 total
includes taxes & fees
May 19 - May 20
Boho Bungalow off Main-one block from Lovely Park

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (35 reviews)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is CA $226
CA $455 total
includes taxes & fees
May 20 - May 21
Westcott Mansion with Pickleball Court & Huge Gazebo
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Williamsburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: This vacation home rental near Williamsburg is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Glenn Miller 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.