Williamsburg Holiday Rentals

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Holiday Rentals in Williamsburg

A Stunning Home, newly constructed & furnished
10.0 out of 10, Exceptional, (44)
"As listed. Perfect place for couples to enjoy time away. Clean and well stocked. Each room was exactly the same allowing all couples to feel equally accommodated. The second smaller house on the property (separate rental that wasn't in our rental/party) is very close but this wasn't an issue for us. We were able to enjoy ourselves and I believe the other rental did too. Ample seating inside and out for all 8 in our party. We paid to use trolley Saturday, but drove ourselves Friday and Saturday....
A Stunning Home, newly constructed & furnished
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
9.6 out of 10, Exceptional, (68)
"Stayed for a bachelorette party and enjoyed the wineries and house aesthetic. Very cute home with so much history. I look forward to staying here again in the future!! "
The price is NZ$515
per night
15 Jun - 16 Jun
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
10.0 out of 10, Exceptional, (66)
"What a lovely home! The pictures don't do the place justice, and that's because Paul & Heidi are always diligently looking to improve. Their heart and soul go into this place and it shows! We had a group of five girls total, staying at the Songbird Haus, and it was perfect, we had enough room to hang out in the kitchen, dine at the main table and lounge on the sofas for chit chat. The home is beautiful and we loved how easy it was to walk everywhere in town. The entire stay was just as charming...
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
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Cozy Riverview Cottage. 5 minute walk to downtown
10.0 out of 10, Exceptional, (12)
"The cottage is cozy, comfortable, and full of charm. We felt right at home and Jenna’s customer service was fabulous. Thank you for making our weekend in Hermann perfect!"
The price is NZ$469
per night
17 Jun - 18 Jun
Cozy Riverview Cottage. 5 minute walk to downtown
The Farmhouse Inn: 3 bed, 3.5 whole house rental
10.0 out of 10, Exceptional, (87)
"Perfect house for 3 couples. Huge bonus with a bathroom in each bedroom plus an extra in the living area. Walkable to restaurants and shopping. Trolley picked up at front door. Wonderful stay. Would absolutely book again!"
The Farmhouse Inn: 3 bed, 3.5 whole house rental
Suite #2 - 1 Bed 1 Bath in Downtown Hermann
10.0 out of 10, Exceptional, (57)
"This place was located right in the heart of everything. It was just as described. It was clean, bed was comfortable, room temperature was as you wanted it. We were able to walk to everything. I would stay here again."
Suite #2 - 1 Bed 1 Bath in Downtown Hermann
Cozy custom-built cabin - Lakeside
10.0 out of 10, Exceptional, (27)
"My wife and i celebrated and incredible 24th wedding anniversary made even more spectacular by this elegant country escape. A special thanks goes out to our hosts who made our weekend so memorable. You can tell they put a lot of love and hard work into this remarkable little oasis in the trees."
Cozy custom-built cabin - Lakeside
Suite on Schiller
9.8 out of 10, Exceptional, (86)
"Wonderful trip "
Suite on Schiller
Brick Bungalow
10.0 out of 10, Exceptional, (37)
"Great location and clean."
Brick Bungalow
Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, (36)
"It was very nice and had a lot to do in walking distance."
The price is NZ$555
per night
17 Jun - 18 Jun
Ash Creek Suite - In Downtown Historic Hermann
Wine Alley East suite
9.2 out of 10, Wonderful, (45)
"Location was very handy - had everything we needed! Would definitely stay here again!"
The price is NZ$338
per night
25 Jun - 26 Jun
Wine Alley East suite
A Charming Home newly remodeled and furnished
10.0 out of 10, Exceptional, (45)
"Very nice, well maintained and homey."
A Charming Home newly remodeled and furnished
Guest House- Downtown Hermann (Sleeps 16) 3 Bedroom 2.5 Bath
9.6 out of 10, Exceptional, (13)
"Great place for a big family. Good location."
The price is NZ$1,052
per night
19 Jun - 20 Jun
Guest House- Downtown Hermann (Sleeps 16) 3 Bedroom 2.5 Bath
Newly remodeled home in Historic Hermann Wine Counrtry.
10.0 out of 10, Exceptional, (56)
"Great home. Comfortable. We had a wonderful time in Hermann"
The price is NZ$1,354
per night
17 Jun - 18 Jun
Newly remodeled home in Historic Hermann Wine Counrtry.
Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (71)
"Attended a wedding in Herman. Only needed one night. Will definitely be back. 👍"
The price is NZ$271
per night
17 Jun - 18 Jun
Gipfel Suite - Himmel Haus Bed & Breakfast
Downtown Hermann- Hanna’s Cottage
9.6 out of 10, Exceptional, (8)
"Very nice place. Thank you!!"
The price is NZ$659
per night
21 Jun - 22 Jun
Downtown Hermann- Hanna’s Cottage
New home in Historic downtown Hermann
10.0 out of 10, Exceptional, (26)
"Wow!! Such an enjoyable property to stay at. Everyone kept saying how they want to come back to this property with family/friends who have maybe never been to Hermann. It was clean, inviting, practical, and in the perfect location. Thank you for hosting us!"
The price is NZ$933
per night
17 Jun - 18 Jun
New home in Historic downtown Hermann
Just Renovated 2021 Home! Free Breakfasts $20 Shuttle Perfect Location Downtown
9.6 out of 10, Exceptional, (65)
"Highly recommend staying at any property in Hermann owned by Steve and Lisa."
The price is NZ$584
per night
17 Jun - 18 Jun
Just Renovated 2021 Home! Free Breakfasts $20 Shuttle Perfect Location Downtown
A house on the wine circuit
9.0 out of 10, Wonderful, (25)
"The house worked very well for the three of us ladies. The beds were comfortable and the rooms were nice. The kitchen was small, but had what we needed. The most challenging part was the parking as the space is very limited. We had to park over a block away. However, the house was close to many shops and a bars/restaurants/wineries which were easy to get to."
The price is NZ$517
per night
17 Jun - 18 Jun
A house on the wine circuit
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, (143)
"Great place to get away and relax. We had such a good time. Richard and Rhonda were GREAT hosts!"
Cottage Properties - Country Log Cabin
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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.

Other types of properties in Williamsburg you may be interested in

Amerihost Inn & Suites - Mexico
2.5 star property
5.6 out of 10, (236)
"Nothing wrong with the place. Looked a little long in the tooth, but room was fine."
The price is NZ$103
per night
28 Jun - 29 Jun
Amerihost Inn & Suites - Mexico
Amerihost Inn & Suites Fulton
2.5 star property
5.4 out of 10, (332)
"The receptionist was cheerful. The rooms were clean & comfy & recently remodeled. The take & go breakfast was perfect for us."
The price is NZ$101
per night
28 Jun - 29 Jun
Amerihost Inn & Suites Fulton
Baymont by Wyndham Fulton
2.5 star property
8.4 out of 10, Very good, (745)
"It was a very nice stay as we traveled home."
The price is NZ$153
per night
1 Jul - 2 Jul
Baymont by Wyndham Fulton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Williamsburg holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Williamsburg. 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 Williamsburg. 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 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 holiday 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 Williamsburg short-term rentals, that won’t be hard to do.

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?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : This holiday home rental outside of Williamsburg offers a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Williamsburg?

While you're exploring the area, Graham Cave State Park and Lakeview Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find William Woods University and Westminster College.

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.

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