Williamsburg Holiday Rentals

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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 NZ$378
includes taxes & fees
13 Oct - 14 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, (4)
"Fun unique place to stay"
The price is NZ$223
includes taxes & fees
13 Oct - 14 Oct
Country Container Tiny House. Experience peace by the water & native wildlife!

Suite on Schiller

9.8 out of 10, Exceptional, (112)
"Great place to stay and location was perfect."
Suite on Schiller

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (49)
"Great location in a lovely town."
The price is NZ$592
includes taxes & fees
12 Oct - 13 Oct
Ash Creek Suite - In Downtown Historic Hermann

Large Unique 2-Bedroom Gamed Themed Loft

9.8 out of 10, Exceptional, (35)
"This is a great place to stay. Stayed here multiple times! "
The price is NZ$353
includes taxes & fees
13 Oct - 14 Oct
Large Unique 2-Bedroom Gamed Themed Loft

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

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (34)
"We had a great stay at Autzie’s and was the perfect setting for our 20th wedding anniversary getaway. Thanks"
The price is NZ$456
includes taxes & fees
12 Oct - 13 Oct
Cozy Riverview Cottage. 5 minute walk to downtown

The Van Gogh Suites is one of our four rooms.

9.6 out of 10, Exceptional, (35)
"Location was great and room was nice."
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
The Van Gogh Suites is one of our four rooms.

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (100)
"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!!

New - custom-built Treehouse - Twilight

10.0 out of 10, Exceptional, (4)
"The twilight cabin was so clean and cozy. We enjoyed our stay. "
New - custom-built Treehouse - Twilight

Treehouse - Sunrise

2.0 star property
10.0 out of 10, Exceptional, (13)
"5 star stay!"
Treehouse - Sunrise

Wine Alley East suite

9.4 out of 10, Exceptional, (72)
"Great place"
The price is NZ$359
includes taxes & fees
12 Oct - 13 Oct
Wine Alley East suite

The Pollock Suite is one of our four rooms.

9.8 out of 10, Exceptional, (62)
"We had a really nice stay and would definitely book again."
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
The Pollock Suite is one of our four rooms.

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 NZ$350
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 NZ$1,042
includes taxes & fees
21 Oct - 22 Oct
Newly remodeled home in Historic Hermann Wine Counrtry.

The Laughing Boar, perfectly located downtown

10.0 out of 10, Exceptional, (51)
"Great place - very roomy."
The price is NZ$1,206
includes taxes & fees
4 Nov - 5 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 NZ$359
includes taxes & fees
12 Oct - 13 Oct
Wine Alley West Suite

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

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (168)
"Very nice and cozy home. Very peaceful surroundings. Absolutely loved out stay!"
Cottage Properties - Country Log Cabin

The House on Wine Alley

9.0 out of 10, Wonderful, (52)
"Lovely house with anything we could need! Totally enjoyed our stay! Thank you!"
The price is NZ$544
includes taxes & fees
13 Oct - 14 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

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, 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 NZ$223 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?

Suite on Schiller: This holiday home rental outside of Williamsburg has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven 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.