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Williamsburg Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Williamsburg vacation rentals

A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

1. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (117 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveler
$74 nightly
The price is $82
Oct 26 - Oct 27
Total with taxes and fees
2 Queen Beds Non-Smoking
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
$131 nightly
The price is $146
Nov 3 - Nov 4
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Interior

3. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
$292 nightly
The price is $326
Nov 8 - Nov 9
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

4. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (154 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveler
$69 nightly
The price is $76
Oct 26 - Oct 27
Total with taxes and fees
King Bed Non-Smoking
A modern kitchen with stainless steel appliances, wooden cabinets, and a white tiled backsplash.

5. 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, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
$151 nightly
The price is $169
Nov 4 - Nov 5
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Living area

6. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
$300 nightly
The price is $336
Nov 8 - Nov 9
Total with taxes and fees
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A large indoor swimming pool with multiple lounge chairs and a changing room.

7. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
$61 nightly
The price is $68
Oct 26 - Oct 27
Total with taxes and fees
2 Queen Beds | Non-Smoking
A modern living room with a sofa, armchair, and a white spiral staircase.

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
$198 nightly
The price is $222
Oct 27 - Oct 28
Total with taxes and fees
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

9. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"This property was very cozy & clean. We cant wait to come back here again.Lovely space well appointedThe native garden is gorgeousEverything in the house is well cared forBeds Very comfortable.It was fabulous!"
United States
Dyan P.
$295 nightly
The price is $330
Oct 29 - Oct 30
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

10. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 reviews)
"This is a wonderful historic property if you're into a vintage stay. We were. The home is lovely. The only disadvantages are not having a host on-site and having to get luggage up the stairs without an elevator or bellhop assitance; there are no bedrooms on the ground floor. And being vintage, it takes quite a while to adjust the temperature to where you want it. Also, it would be helpful to have television instructions; we were never able to figure out how to get anything on the TV."
United States
Debbie
$297 nightly
The price is $333
Nov 2 - Nov 3
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
A multi-level interior with a staircase, wooden railings, and a chandelier.

11. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"Would book again without hesitation if passing through Charlotte. Easy access, comfy bed, quick snack options kept it simple and good."
United States
Anonymous traveler
$61 nightly
The price is $68
Oct 26 - Oct 27
Total with taxes and fees
1 QUEEN BED | BUSINESS, NON-SMOKING
A swimming pool with a tiled deck, a lifeguard chair, and a seating area with tables and chairs.

12. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (2 reviews)
"Evenings spent by the pool were very relaxing, perfect way to unwind after busy days."
United States
Anonymous traveler
$61 nightly
The price is $68
Oct 26 - Oct 27
Total with taxes and fees
1 King Bed | Non-Smoking
A multi-level interior with a staircase, wooden railings, and a chandelier.

13. 1 KING BED | SUITE, NON-SMOKING, HOT TUB

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"There were vending machines close to the lobby which were convenient for late-night snacks."
United States
Anonymous traveler
$144 nightly
The price is $159
Oct 26 - Oct 27
Total with taxes and fees
1 KING BED | SUITE, NON-SMOKING, HOT TUB
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

Fairfield Inn by Marriott Richmond

Fairfield Inn by Marriott Richmond

8/10 Good
"I always love their beds and pillows, but the breakfast was not good in my opinion."
Susan 1-night trip
Posted 6 hours ago
Fairfield Inn by Marriott Richmond

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 $76 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?

Woodland Retreat w/ Game Room, Fire Pit & King Suite: This vacation home rental near Williamsburg offers a pool table, a barbecue grill, and air-conditioning to help you feel perfectly comfortable 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 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.