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Top Holiday Rentals in Williamsburg

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.0 out of 10, Wonderful, (10)
"Nice, quiet, peaceful."
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (191)
"We had a great stay! Ted was very communicative and thoughtful of our needs. The house fit our group perfectly and was so much fun. We enjoyed the games onsite and the indoor pool. We were able to visit and relax. A perfect weekend getaway! "
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (37)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (30)
"I wasn't expecting that a visit to my small hometown would end up being the nicest vacation stay I've had but it was. Walking distance to some fun restaurants and a great record store. Property itself was beautiful and well maintained in a renovated loft space. Lots of charm and attention to detail. This place makes me want to find reasons to visit Richmond more often!"
THE STARR LOFT- Earlham, IUEast, Historic District

Cozy RV close to the Reservoir

2.0 star property
6.0 out of 10, (1)
"This was a really neat idea, and the kids were very excited to stay in an RV. I will start by saying it was very clean. It was not advertised that this was on private property right next to the house until check in time. The location was also not optimal because it was right next to the main road where you could hear every car, and the entrance was across from what looked like a lot of junk. . we had to deal with a dog barking all night, long, but we made the best of all this. The only thing...
The price is £122
includes taxes & fees
22 Aug - 23 Aug
Cozy RV close to the Reservoir

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (24)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
The price is £168
includes taxes & fees
11 Aug - 12 Aug
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

9.8 out of 10, Exceptional, (8)
"Very clean and great amenities. Will be booking there again in the future."
The price is £125
includes taxes & fees
18 Aug - 19 Aug
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.8 out of 10, Exceptional, (16)
"Always a pleasure and the location is perfect for seeing family!"
The price is £106
includes taxes & fees
19 Aug - 20 Aug
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (8)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is £251
includes taxes & fees
18 Aug - 19 Aug
Charming Home! Prime Location! Dog-Friendly!

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (33)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
The price is £253
includes taxes & fees
19 Aug - 20 Aug
Westcott Mansion with Pickleball Court & Huge Gazebo

Cozy Cabin with fireplace, hot tub & hiking trails

7.4 out of 10, Good, (3)
"It’s secluded and peaceful. We had a very nice time. The pool and the hot tub were perfect. The cabin was fun!"
Cozy Cabin with fireplace, hot tub & hiking trails

Boho Bungalow off Main-one block from Lovely Park

9.2 out of 10, Wonderful, (9)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
The price is £136
includes taxes & fees
17 Aug - 18 Aug
Boho Bungalow off Main-one block from Lovely Park

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"Loved the property close to whatever you need for seeing local attractions or family/friends."
The price is £95
includes taxes & fees
11 Aug - 12 Aug
Newly renovated studio in Hagerstown--Self Check-in

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

10.0 out of 10, Exceptional, (8)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Quaint Economy Retreat w/ Patio & Spacious Yard!

3.0 star property
Quaint Economy Retreat w/ Patio & Spacious Yard!

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

10.0 out of 10, Exceptional, (1)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!

Vintage Bungalow

7.0 out of 10, Good, (2)
"Not impressed, glad by niece and her children didnt come. No diner table to have a meal at. Lack of dishes, silverware, no coffe table, no nightstands. No place to put your suitcases on, used the floor. Owners mother walked in the house, without knocking. Luckily my dog didnt get out. Shower had a hair ball in drain, feces in toilet, gunk all over tile in bathroom tiles. I had to wash the storm door, to see in or out."
The price is £334
includes taxes & fees
8 Sept - 9 Sept
Vintage Bungalow

Good house

Good house
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

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?

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.: This holiday home rental outside of Williamsburg is located in the city centre, and has a balcony, a pool table and a BBQ to put you at ease 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.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Middlefork Reservoir Park. Wayne County Fairgrounds and Indiana University East are a couple of places you'll find in the wider area.

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 extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.