Holiday Rentals in Williamsburg

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Holiday Rentals in Williamsburg

The Mercantile on the Katy Trail
4.5 star property
9.8 out of 10, Exceptional, (23)
"Our stay was amazing! We loved being near Katy Trail yet close to Hermann Wine/shopping activities. The property was beautiful & clean!"
The price is €189
includes taxes & fees
21 Oct - 22 Oct
The Mercantile on the Katy Trail
Country Container Tiny House. Experience peace by the water & native wildlife!
2.0 star property
9.6 out of 10, Exceptional, (5)
The price is €116
includes taxes & fees
27 Oct - 28 Oct
Country Container Tiny House. Experience peace by the water & native wildlife!
Cozy Riverview Cottage. 5 minute walk to downtown
10.0 out of 10, Exceptional, (35)
"Cute cottage. Very clean and comfortable. Very quiet and relaxing. We enjoyed our stay. "
The price is €235
includes taxes & fees
19 Oct - 20 Oct
Cozy Riverview Cottage. 5 minute walk to downtown
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
9.6 out of 10, Exceptional, (101)
"Great stay . Perfect for 3 couples. House was exactly as described with a great location. Would 100% stay here again! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Large Unique 2-Bedroom Gamed Themed Loft
9.8 out of 10, Exceptional, (35)
"great overnight stay in the middle of town on our way to Osage Beach from Chicago"
The price is €182
includes taxes & fees
16 Oct - 17 Oct
Large Unique 2-Bedroom Gamed Themed Loft
Wine Alley East suite
9.4 out of 10, Exceptional, (72)
"Great location and perfect little place for the weekend. Beth had everything we needed for our stay. Will be staying again! "
The price is €187
includes taxes & fees
13 Nov - 14 Nov
Wine Alley East suite
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
9.8 out of 10, Exceptional, (64)
"It is verry pretty inside, loved the decorations, it had 2 king beds, a great out door area. We loved it because of the location. Its two houses down from the Tin Mill."
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Treehouse - Sunrise
2.0 star property
10.0 out of 10, Exceptional, (14)
"5 star stay!"
Treehouse - Sunrise
Suite on Schiller
9.8 out of 10, Exceptional, (113)
"Great place to stay and location was perfect."
Suite on Schiller
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
10.0 out of 10, Exceptional, (147)
"We stay here each year for a bike race weekend. We really enjoy the space and the location!!"
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO
Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, (50)
"Great location in a lovely town."
The price is €305
includes taxes & fees
13 Nov - 14 Nov
Ash Creek Suite - In Downtown Historic Hermann
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
10.0 out of 10, Exceptional, (17)
"We were in town for a family wedding and this was the perfect house and location. A hidden gem with so many ammenities, exactly what we needed."
The price is €283
includes taxes & fees
11 Nov - 12 Nov
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
The Laughing Boar, perfectly located downtown
10.0 out of 10, Exceptional, (51)
"Great place - very roomy."
The price is €625
includes taxes & fees
11 Nov - 12 Nov
The Laughing Boar, perfectly located downtown
Wine Alley West Suite
9.0 out of 10, Wonderful, (47)
"Great location and host. "
The price is €186
includes taxes & fees
20 Oct - 21 Oct
Wine Alley West Suite
The Da Vinci Suite is one of our four rooms.
9.8 out of 10, Exceptional, (50)
"Great place and location, very clean."
The price is €181
includes taxes & fees
2 Nov - 3 Nov
The Da Vinci Suite is one of our four rooms.
Newly remodeled home in Historic Hermann Wine Counrtry.
10.0 out of 10, Exceptional, (73)
"Great town to visit and the house was perfect for the trip."
The price is €693
includes taxes & fees
28 Oct - 29 Oct
Newly remodeled home in Historic Hermann Wine Counrtry.
Epic A-Frame Retreat | Rooftop, Theater, Hot Tub + Sauna
10.0 out of 10, Exceptional, (1)
"We stayed at this house over labor day weekend. Wow wow wow! Such a beauty! This is the cleanest, most modern house we have all been to. The beds were super comfortable, I ended up contacting the host asking where she got the sheets and comforter. Hilda is the sweetest and provided me links to all the things I asked about. Hilda responded to all my messages right away, no matter what time I messaged. We did not want to leave the house, we had SO much to do. Our kids’ ages are 4, 7, 11, 14 & 16...
Epic A-Frame Retreat | Rooftop, Theater, Hot Tub + Sauna
Private Guest House-Hermann MO
10.0 out of 10, Exceptional, (38)
"We were very happy with our stay. Great location for walking to the places we wanted to go shopping eating and coffee. Bed was comfortable. We will visit again. "
Private Guest House-Hermann MO
The Shed for Couples Only!-Hermann
10.0 out of 10, Exceptional, (24)
"The Shed was a perfect place to stay for a romantic weekend getaway. Easy check-in, looked exactly like the pictures, and had everything we needed."
The Shed for Couples Only!-Hermann
The House on Wine Alley
9.0 out of 10, Wonderful, (52)
"Great location. Fun town. "
The price is €284
includes taxes & fees
20 Oct - 21 Oct
The House on Wine Alley
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

Everything you need to know about Williamsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamsburg holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg holiday rentals we have selected for you start as low as €116 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg holiday 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 holiday.

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 holiday rental in Williamsburg?

Yes, there are holiday rentals close to the most popular sights in Williamsburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Williamsburg has to offer?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of Williamsburg is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 wider area, you’ll find William Woods University and Endless Summer Winery.

What are holiday rentals like in Williamsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamsburg. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.