Williamsburg Vacation Rentals

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Our top choices for Williamsburg vacation rentals

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Hermann
9.8 out of 10, Exceptional, (11 reviews)
"Great place to ring in the New Year under clear skies where you could see all the stars "
United States
Nicholas N.
The price is CA $278
CA $508 total
includes taxes & fees
May 19 - May 20
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is CA $174
CA $228 total
includes taxes & fees
May 20 - May 21
Germantown Inn & Lounge

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (123 reviews)
"Renee was an excellent host. The hot morning breakfasts were delicious. The property was quiet and just a short walk from downtown Hermann."
United States
Dala
The price is CA $136
CA $223 total
includes taxes & fees
May 19 - May 20
Gipfel Suite - Himmel Haus Bed & Breakfast

Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (51 reviews)
"Close to everything downtown. Reasonable price. We were gone most of the time so we just needed a place to sleep. Parking was a slight issue as there were 4 cars crammed into a steep lot with uneven ground. It met our needs and we would like to return."
United States
Steven
The price is CA $199
CA $296 total
includes taxes & fees
May 19 - May 20
Wine Alley West Suite

Suite, 2 King Beds, 1 Bath, Sleeps 4, Downtown Hermann at Lionheart Whiskey Co. a Missouri Distillery

Suite, 2 King Beds, 1 Bath, Sleeps 4, Downtown Hermann at Lionheart Whiskey Co. a Missouri Distillery
Hermann
The price is CA $424
CA $483 total
includes taxes & fees
May 19 - May 20
Suite, 2 King Beds, 1 Bath, Sleeps 4, Downtown Hermann at Lionheart Whiskey Co. a Missouri Distillery

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is CA $213
CA $276 total
includes taxes & fees
May 20 - May 21
Germantown Inn & Lounge

Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann
Hermann
8.8 out of 10, Excellent, (8 reviews)
"We stayed here and were very impressed with the cleanliness and the extra amenities provided and the access to additional if needed in the barn! "
United States
Shannon O.
The price is CA $312
CA $394 total
includes taxes & fees
May 19 - May 20
Katy Suite - Chic 2BR Stay on Katy Trail in Historic Mercantile near Hermann

Wine Alley East suite

Wine Alley East suite
Hermann
9.2 out of 10, Wonderful, (79 reviews)
"Great location "
United States
Scotti
The price is CA $199
CA $296 total
includes taxes & fees
May 19 - May 20
Wine Alley East suite

Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery

Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery
Hermann
The price is CA $363
CA $414 total
includes taxes & fees
May 19 - May 20
Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery

Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
The price is CA $241
CA $368 total
includes taxes & fees
May 19 - May 20
Nature`s Nook by Zia, Hermann

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is CA $174
CA $228 total
includes taxes & fees
May 20 - May 21
Germantown Inn & Lounge

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is CA $174
CA $228 total
includes taxes & fees
May 20 - May 21
Germantown Inn & Lounge

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
The price is CA $312
CA $394 total
includes taxes & fees
May 19 - May 20
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Plenty room for relaxing and downtown location to walk around!

Plenty room for relaxing and downtown location to walk around!
Hermann
10.0 out of 10, Exceptional, (18 reviews)
"Quick weekend trip to Hermann, Laura was a fantastic host. Would definitely stay again, she was very accommodating!"
United States
Brent K.
The price is CA $277
CA $357 total
includes taxes & fees
May 19 - May 20
Plenty room for relaxing and downtown location to walk around!

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (49 reviews)
"This cottage was super cute and nice to stay at. We really enjoyed our stay. "
United States
Alisha Q.
The price is CA $248
CA $357 total
includes taxes & fees
May 19 - May 20
Cozy Riverview Cottage. 5 minute walk to downtown

Germantown Inn & Lounge

Germantown Inn & Lounge
Hermann
The price is CA $213
CA $276 total
includes taxes & fees
May 24 - May 25
Germantown Inn & Lounge

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Hermann
10.0 out of 10, Exceptional, (57 reviews)
"Great place to stay"
United States
Adam
The price is CA $371
CA $744 total
includes taxes & fees
May 19 - May 20
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (9 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is CA $241
CA $451 total
includes taxes & fees
May 19 - May 20
Charming 2-bedroom house in fabulous downtown Hermann

The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (56 reviews)
"Loved the house. Perfect location! Had everything we needed for us 3 girls! Will definitely book again!"
United States
Stacey M.
The price is CA $316
CA $452 total
includes taxes & fees
May 19 - May 20
The House on Wine Alley

Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (46 reviews)
"Very nice place "
United States
Yaqui S.
The price is CA $248
CA $350 total
includes taxes & fees
May 19 - May 20
Secluded 2 bedroom home close to Hermann
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, there are vacation rentals close to well known local attractions in Williamsburg, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Williamsburg?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : This vacation home rental outside of Williamsburg offers a patio, a garden, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of books.

What can I see and do in Williamsburg?

While you're exploring the area, Graham Cave State Park and The Pinnacle are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find New Florence United Methodist Church and William Woods University.

What are vacation rentals like in Williamsburg?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Williamsburg. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.