Williamsburg Vacation Rentals

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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Williamsburg vacation rentals

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

Vacation Home in Hermann

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
9.2 out of 10, Wonderful, (5)
"We enjoyed our time in Hermann and this home gave us a welcome space to relax and unwind after visiting the local wineries. IT is a bit off the beaten path, but well worth the short drive. The host was responsive and gracious.Thanks for a great stay!"
United States
Kathy B.
$342 nightly
The price is $356
Dec 27 - Dec 28
Total with taxes and fees
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Exterior
Charming 2-bedroom house in fabulous downtown Hermann

Vacation Home in Hermann

Charming 2-bedroom house in fabulous downtown Hermann
10.0 out of 10, Exceptional, (4)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
$235 nightly
The price is $266
Dec 28 - Dec 29
Total with taxes and fees
Charming 2-bedroom house in fabulous downtown Hermann
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast

Vacation Home in Hermann

Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (114)
"Nice property, with great view of Hermann"
United States
Mike L.
$149 nightly
The price is $168
Jan 5 - Jan 6, 2026
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast
Outdoor dining
The Monet Suite is one of our four rooms.

Aparthotel in Hermann

The Monet Suite is one of our four rooms.
10.0 out of 10, Exceptional, (55)
"Very nice suite. Excellent location. Host was very friendly!"
United States
Eric R.
$182 nightly
The price is $206
Dec 28 - Dec 29
Total with taxes and fees
The Monet Suite is one of our four rooms.
Dining
Ash Creek Suite - In Downtown Historic Hermann

Vacation Home in Hermann

Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
$223 nightly
The price is $252
Dec 29 - Dec 30
Total with taxes and fees
Ash Creek Suite - In Downtown Historic Hermann
Front of property
The Mercantile on the Katy Trail

Aparthotel in Hermann

The Mercantile on the Katy Trail
4.5 star property
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
$214 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
The Mercantile on the Katy Trail
Interior
Wine Alley West Suite

Apartment in Hermann

Wine Alley West Suite
9.0 out of 10, Wonderful, (47)
"The VRBO was clean and very warming! We had a great time! "
United States
Amy R.
$200 nightly
The price is $212
Dec 28 - Dec 29
Total with taxes and fees
Wine Alley West Suite
Dining
Nature`s Nook by Zia, Hermann

Apartment in Hermann

Nature`s Nook by Zia, Hermann
10.0 out of 10, Exceptional, (3)
"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
$257 nightly
The price is $269
Dec 29 - Dec 30
Total with taxes and fees
Nature`s Nook by Zia, Hermann
House (3 Bedrooms) | Interior
Downtown Hermann Vacation Home Near Wineries!

Cottage in Hermann

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
$602 nightly
The price is $688
Dec 26 - Dec 27
Total with taxes and fees
Downtown Hermann Vacation Home Near Wineries!
Exterior detail
Plenty room for relaxing and downtown location to walk around!

Apartment in Hermann

Plenty room for relaxing and downtown location to walk around!
10.0 out of 10, Exceptional, (17)
"Quick weekend trip to Hermann, Laura was a fantastic host. Would definitely stay again, she was very accommodating!"
United States
Brent K.
$164 nightly
The price is $185
Jan 4 - Jan 5, 2026
Total with taxes and fees
Plenty room for relaxing and downtown location to walk around!
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Riverview Cottage. 5 minute walk to downtown

Vacation Home in Hermann

Cozy Riverview Cottage. 5 minute walk to downtown
9.8 out of 10, Exceptional, (43)
"Wonderful stay at the cutest little cottage in Herrmann! "
United States
Tami L.
$240 nightly
The price is $266
Dec 28 - Dec 29
Total with taxes and fees
Cozy Riverview Cottage. 5 minute walk to downtown
Fridge, microwave, oven, coffee/tea maker
Suite on Schiller

Vacation Home in Hermann

Suite on Schiller
9.8 out of 10, Exceptional, (116)
"Great little place with a great location very comfortable"
United States
Barry Z.
$229 nightly
The price is $259
Dec 30 - Dec 31
Total with taxes and fees
Suite on Schiller
Outdoor dining
Ash Creek Guesthouse - Downtown Historic Hermann

Vacation Home in Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
9.8 out of 10, Exceptional, (46)
"Great!!"
United States
Robert S.
$322 nightly
The price is $365
Dec 28 - Dec 29
Total with taxes and fees
Ash Creek Guesthouse - Downtown Historic Hermann
Outdoor dining
Secluded 2 bedroom home close to Hermann

Vacation Home in New Florence

Secluded 2 bedroom home close to Hermann
9.8 out of 10, Exceptional, (46)
"We thoroughly enjoyed our stay! The house was very clean and spacious for our group of 6. Very happy with our experience!"
United States
Renee R.
$237 nightly
The price is $250
Dec 28 - Dec 29
Total with taxes and fees
Secluded 2 bedroom home close to Hermann
Fridge, microwave, oven, stovetop
Hillside Cottage in Beautiful Downtown Hermann

Vacation Home in Hermann

Hillside Cottage in Beautiful Downtown Hermann
9.2 out of 10, Wonderful, (25)
"Check-in easy and kitchen was good"
United States
Stewart H.
$322 nightly
The price is $365
Dec 28 - Dec 29
Total with taxes and fees
Hillside Cottage in Beautiful Downtown Hermann
Terrace/patio
Kork Haus - Whole house rental in Downtown Hermann

Vacation Home in Hermann

Kork Haus - Whole house rental in Downtown Hermann
9.6 out of 10, Exceptional, (25)
"Great location, easy walking distance to downtown! "
United States
Cheryl M.
$322 nightly
The price is $365
Dec 28 - Dec 29
Total with taxes and fees
Kork Haus - Whole house rental in Downtown Hermann
Exterior detail
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

Aparthotel in McKittrick

McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
10.0 out of 10, Exceptional, (2)
"Loved this placed, would definitely come back!"
United States
Cody W.
$256 nightly
The price is $284
Dec 30 - Dec 31
Total with taxes and fees
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Fridge, microwave, oven, stovetop
Brick Bungalow

Vacation Home in Hermann

Brick Bungalow
10.0 out of 10, Exceptional, (66)
"Great place to stay! Super clean and ready for us. Owner very responsive to questions via text!"
United States
Janice W.
$299 nightly
The price is $339
Dec 30 - Dec 31
Total with taxes and fees
Brick Bungalow
Interior
The House on Wine Alley

Vacation Home in Hermann

The House on Wine Alley
9.0 out of 10, Wonderful, (55)
"Parking was a little difficult but decent place to stay"
United States
Kim W.
$299 nightly
The price is $318
Dec 28 - Dec 29
Total with taxes and fees
The House on Wine Alley
Dining
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Vacation Home in Hermann

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
10.0 out of 10, Exceptional, (52)
"Great place to stay"
United States
Adam
$474 nightly
The price is $537
Dec 28 - Dec 29
Total with taxes and fees
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
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

Baymont by Wyndham Kingdom City

Baymont by Wyndham Kingdom City

10/10 Excellent
"It was the best value during our two week trip. The room was spotless and the price was the lowest during our 15-day trip. The whole building seems very new. We feel lucky to have come upon such a hotel."
shiwu 1-night trip
Posted 3 days ago
Baymont by Wyndham Kingdom City

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 $206 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.

Explore a world of travel with Expedia

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?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This vacation home rental outside of Williamsburg is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 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 you're exploring the area, Graham Cave State Park and Katy Trail - McKittrick Trailhead are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find William Woods University and Endless Summer Winery.

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.