Williamsburg Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Williamsburg holiday rentals

Front of property

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is HK$768
HK$2,406 total
includes taxes & fees
28 Jun - 29 Jun
Peaceful & Private! Pet-friendly Williamsburg Home
Terrace/patio

Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home
Williamsburg
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful peaceful setting, great views! Host was very nice and helpful! Home was very clean and comfortable. Pet friendly, and kid friendly :)Highly recommend!"
United States
Alicia M.
The price is HK$690
HK$2,417 total
includes taxes & fees
26 Jun - 27 Jun
Peaceful & Private! Pet-Friendly Williamsburg Home
Property grounds

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Pineville
10.0 out of 10, Exceptional, (8 reviews)
"Property was very, very comfortable, clean and convenient. Well equipped. Extremely comfortable beds. We all slept like babies. Pretty yard and surrounding area. Highly recommend."
United States
Lee
The price is HK$1,341
HK$2,429 total
includes taxes & fees
30 Jun - 1 Jul
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Exterior

Blissful Bungalow across from LMU campus

Blissful Bungalow across from LMU campus
Harrogate
9.6 out of 10, Exceptional, (36 reviews)
"Very convenient to everything we needed to do, very clean and neat"
United States
Brandi L.
The price is HK$1,113
HK$2,069 total
includes taxes & fees
1 Jul - 2 Jul
Blissful Bungalow across from LMU campus
Exterior

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.2 out of 10, Wonderful, (46 reviews)
"Cozy place perfect for what we needed. "
United States
Emily N.
The price is HK$1,074
HK$2,041 total
includes taxes & fees
28 Jun - 29 Jun
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Exterior detail

Min. to Laurel Cove, LMU & Union, & Bell Theater

Min. to Laurel Cove, LMU & Union, & Bell Theater
Pineville
4.8 out of 10, (3 reviews)
"I did not stay at this property due to a double booking. I stayed at a nearby house that needs to be cleaned better, specially the floors, a shower curtain needs to be added to the beautiful update in bathroom, some plates woukd be nice. House rules and check in, check out procedures, places to visit and eat nearby would have been helpful to have posted at the house. Overall was a decent place to stay, quiet neighborhood. I would at least consider staying again."
United States
Stephanie F.
The price is HK$838
HK$2,072 total
includes taxes & fees
19 Jul - 20 Jul
Min. to Laurel Cove, LMU & Union, & Bell Theater
Terrace/patio

LMU Pine Mtn State Park Cumberland Gap Laurel Cove

LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Pineville
10.0 out of 10, Exceptional, (1 review)
"Well cared for property with nice upgrades! Perfect for our stay, everything we needed, and accommodating. "
United States
Hope C.
The price is HK$1,296
HK$2,754 total
includes taxes & fees
19 Jul - 20 Jul
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Dining

2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park

2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Pineville
10.0 out of 10, Exceptional, (1 review)
"We stayed for the 95th Mountain Laurel Festival and LOVED the location, access to all festival activities, and how easy it was to communicate with the renter. We hope to make this a tradition and will stay here again!"
United States
jennifer w.
The price is HK$999
HK$2,276 total
includes taxes & fees
19 Jul - 20 Jul
2-bedroom loft apartment in adorable Pineville close to Pine Mountain State Park
Outdoor dining

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!

The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Pineville
9.6 out of 10, Exceptional, (5 reviews)
"The home was just perfect for what we needed. Looking forward to seeing how it comes out when all construction is finished! Host was very responsive. Will stay again"
United States
Kami L.
The price is HK$1,482
HK$2,896 total
includes taxes & fees
28 Jun - 29 Jun
The House on Park Avenue-minutes to music venues Laurel Cove and Bell Theater!
Dining

Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is HK$999
HK$2,319 total
includes taxes & fees
8 Jul - 9 Jul
Private bungalow close to LMU, ARH, Cumberland Gap
Desk, iron/ironing board, WiFi, bed sheets

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Middlesboro
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed our stay. "
United States
Emily S.
The price is HK$1,346
HK$2,756 total
includes taxes & fees
28 Jun - 29 Jun
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Interior

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
7.4 out of 10, Good, (3 reviews)
"Advertised would sleep 12, yes it had beds for 12, but I guess we were to share towels , could be cleaner, food and trash under sofa cushions. Had to hunt for the WiFi password."
United States
Elita W.
The price is HK$1,617
HK$3,179 total
includes taxes & fees
23 Jul - 24 Jul
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Exterior

Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro
Middlesboro
8.0 out of 10, Very good, (3 reviews)
"Great area to stay in "
United States
Corinna E.
The price is HK$1,353
HK$2,729 total
includes taxes & fees
23 Jul - 24 Jul
Welcoming 3-bedroom house with AC in charming Middlesboro
1 bedroom, WiFi, bed sheets

Modern 20’ Travel Trailer with bunks and a queen bed

Modern 20’ Travel Trailer with bunks and a queen bed
Speedwell
The price is HK$549
HK$1,028 total
includes taxes & fees
6 Jul - 7 Jul
Modern 20’ Travel Trailer with bunks and a queen bed
Interior

One Bedroom Rustic Cabin

One Bedroom Rustic Cabin
Speedwell
The price is HK$384
HK$764 total
includes taxes & fees
26 Jun - 27 Jun
One Bedroom Rustic Cabin
Property grounds

Robertson Ridge Hideaway Cottage

Robertson Ridge Hideaway Cottage
Hinkle
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place "
United States
Isaac L.
The price is HK$882
HK$1,145 total
includes taxes & fees
28 Jun - 29 Jun
Robertson Ridge Hideaway Cottage
Interior

Calm Country Oasis - Creek, ATV Trls & Norris Lake

Calm Country Oasis - Creek, ATV Trls & Norris Lake
Speedwell
9.6 out of 10, Exceptional, (24 reviews)
"Property is great for access to trails for SxS and the property it beautiful. You can have a bomb fire or enjoy the water. We loved it."
United States
Colt L.
The price is HK$1,270
HK$2,579 total
includes taxes & fees
26 Jun - 27 Jun
Calm Country Oasis - Creek, ATV Trls & Norris Lake
Fridge, microwave, oven, stovetop

Welcome to The Classic Corner—a freshly renovated unique apartment.

Welcome to The Classic Corner—a freshly renovated unique apartment.
Barbourville
8.0 out of 10, Very good, (2 reviews)
"Pretty clean just need to get rid of the ants and put TVs in the bedroom other than that everything else is OK I’ll be back"
United States
Joseph M.
The price is HK$910
HK$2,197 total
includes taxes & fees
28 Jun - 29 Jun
Welcome to The Classic Corner—a freshly renovated unique apartment.
Terrace/patio

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina

Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Speedwell
9.4 out of 10, Exceptional, (22 reviews)
"Was in a great location to be able to go to multiple riding locations. "
United States
Sara R.
The price is HK$706
HK$1,411 total
includes taxes & fees
26 Jun - 27 Jun
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Terrace/patio

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available

Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
LaFollette
10.0 out of 10, Exceptional, (47 reviews)
"House was spectacular, beds were very comfortable, plenty to do in the area and the lake was just beautiful. Would definitely stay here again!"
United States
Brooke R.
The price is HK$5,764
HK$10,680 total
includes taxes & fees
30 Jun - 1 Jul
Lake Front ★ No Wake w/ Dock ★ Gameroom ★ Carved FirePit ★ 2nd House Available
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

Hampton Inn Williamsburg

Hampton Inn Williamsburg

8/10 Good
"Room was fine, breakfast was nice."
Anna 1-night trip
Posted 5 hours ago
Hampton Inn Williamsburg

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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  • Enter your travel dates to view the best deals on holiday rentals in Williamsburg while they last

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 in Williamsburg close to Kentucky Splash Water Park, or you can select a more secluded option if you're looking for a relaxing stay. The waterfalls and museums are just a few reasons why tourists like Williamsburg. While you're here, grab a bite or have a drink at the restaurants.

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

Lakefront Retreat Private Dock + Sunset Views Perfect Wake: This holiday home rental outside of Williamsburg is located on a lake, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Williamsburg?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Williamsburg stay.

What can I see and do in Williamsburg?

Cumberland Falls State Park and Cumberland River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Kentucky Splash Water Park. Other places in town to visit include Whitley County Public Library and Williamsburg City Hall.

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 such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.