Williamsburg Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Williamsburg holiday rentals

Smart TV

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
9.6 out of 10, Exceptional, (7 reviews)
"The home was very clean and had everything we needed. Very quiet area out in the country. Enjoyed our stay there and would highly recommend staying there."
United States
Sheri D.
The price is HK$1,579
HK$2,742 total
includes taxes & fees
24 Jan - 25 Jan
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
TV

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is HK$975
HK$2,072 total
includes taxes & fees
19 Jan - 20 Jan
Charming 2-bedroom house in fabulous downtown Hermann
Interior

Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"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
The price is HK$3,766
HK$5,367 total
includes taxes & fees
11 Feb - 12 Feb
Downtown Hermann Vacation Home Near Wineries!
Living area

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (28 reviews)
"Great place, fully stocked and clean!"
United States
Lauren
The price is HK$1,760
HK$1,891 total
includes taxes & fees
19 Jan - 20 Jan
The Mercantile on the Katy Trail
Property grounds

Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"This room was so relaxing. Our host was the sweetest. Very attentive. They have gone above and beyond thinking of all the details to make your stay comfortable.We will definitely return again. "
United States
Shelly V.
The price is HK$1,365
HK$2,094 total
includes taxes & fees
12 Feb - 13 Feb
Nature`s Nook by Zia, Hermann
Outdoor dining

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (52 reviews)
"Convenient location and clean rooms. Beds were very uncomfortable."
United States
Brady S.
The price is HK$975
HK$1,959 total
includes taxes & fees
18 Jan - 19 Jan
Ash Creek Suite - In Downtown Historic Hermann
5 bedrooms, WiFi, bed sheets

The Mueller Haus - Hermann, MO

The Mueller Haus - Hermann, MO
Hermann
10.0 out of 10, Exceptional, (3 reviews)
"Great experience in Hermann and awesome rental. "
United States
Greg N.
The price is HK$2,339
HK$4,432 total
includes taxes & fees
19 Jan - 20 Jan
The Mueller Haus - Hermann, MO
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (114 reviews)
"Nice property, with great view of Hermann"
United States
Mike L.
The price is HK$772
HK$1,307 total
includes taxes & fees
16 Feb - 17 Feb
Gipfel Suite - Himmel Haus Bed & Breakfast
Outdoor dining

The Monet Suite is one of our four rooms.

The Monet Suite is one of our four rooms.
Hermann
10.0 out of 10, Exceptional, (56 reviews)
"Very nice suite. Excellent location. Host was very friendly!"
United States
Eric R.
The price is HK$926
HK$1,603 total
includes taxes & fees
12 Feb - 13 Feb
The Monet Suite is one of our four rooms.
Interior

The Laughing Boar, perfectly located downtown

The Laughing Boar, perfectly located downtown
Hermann
10.0 out of 10, Exceptional, (55 reviews)
"Great house and location. Would stay here again. "
United States
Valarie H.
The price is HK$3,119
HK$5,450 total
includes taxes & fees
15 Feb - 16 Feb
The Laughing Boar, perfectly located downtown
Terrace/patio

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Hermann
10.0 out of 10, Exceptional, (20 reviews)
"Lovely place to stay. In fact we spent most of the weekend at the house just chilling and hanging out. Would definitely stay again. Host was very nice and responded quickly with any questions we had. "
United States
Tracy B.
The price is HK$1,934
HK$2,494 total
includes taxes & fees
20 Jan - 21 Jan
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Fridge, microwave, oven, stovetop

Hillside Cottage in Beautiful Downtown Hermann

Hillside Cottage in Beautiful Downtown Hermann
Hermann
9.2 out of 10, Wonderful, (25 reviews)
"Check-in easy and kitchen was good"
United States
Stewart H.
The price is HK$1,559
HK$2,964 total
includes taxes & fees
15 Feb - 16 Feb
Hillside Cottage in Beautiful Downtown Hermann
Interior

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (45 reviews)
"Wonderful stay at the cutest little cottage in Herrmann! "
United States
Tami L.
The price is HK$1,404
HK$2,075 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Riverview Cottage. 5 minute walk to downtown
Exterior

Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (47 reviews)
"Great!!"
United States
Robert S.
The price is HK$1,559
HK$2,964 total
includes taxes & fees
22 Jan - 23 Jan
Ash Creek Guesthouse - Downtown Historic Hermann
Exterior detail

McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
McKittrick
10.0 out of 10, Exceptional, (2 reviews)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is HK$1,768
HK$2,211 total
includes taxes & fees
3 Feb - 4 Feb
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
Dining

Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann
Hermann
9.6 out of 10, Exceptional, (25 reviews)
"Great location, easy walking distance to downtown! "
United States
Cheryl M.
The price is HK$1,559
HK$2,941 total
includes taxes & fees
19 Jan - 20 Jan
Kork Haus - Whole house rental in Downtown Hermann
Interior

Your home away from home! The Branson Country B&B in Hermann,Mo

Your home away from home! The Branson Country B&B in Hermann,Mo
Hermann
9.6 out of 10, Exceptional, (60 reviews)
"Beautiful home we will stay again when in the area. "
United States
Jeannie C.
The price is HK$2,339
HK$2,994 total
includes taxes & fees
16 Feb - 17 Feb
Your home away from home! The Branson Country B&B in Hermann,Mo
Exterior detail

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, (17 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 HK$1,121
HK$1,453 total
includes taxes & fees
28 Jan - 29 Jan
Plenty room for relaxing and downtown location to walk around!
Exterior detail

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is HK$1,768
HK$2,211 total
includes taxes & fees
20 Jan - 21 Jan
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Outdoor dining

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 HK$1,404
HK$1,946 total
includes taxes & fees
27 Jan - 28 Jan
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

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"Great place and stafff. Great location too!"
Michelle 1-night trip
Posted 4 days ago
Hermann Crown Suites

Find out more about Williamsburg

Search for holiday rentals in Williamsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Williamsburg using one of the methods below:

  • View our selection of featured holiday rentals in Williamsburg
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Look no further and take a look at our great range of rental properties in Williamsburg!

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?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This holiday home rental outside of Williamsburg is located in the city centre, and has a garden, a BBQ 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 that 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 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.