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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Williamsburg holiday homes

TV, fireplace, books

Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg
Williamsburg
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay at this cabin. It was very beautiful and the location was very peaceful and quiet but not too far from other things. Would definitely need a 4 wheel drive vehicle to get to the cabin. The host was very nice and had great communication. Definitely recommend this cabin for anyone looking to relax and enjoy nature."
United States
Nancy A.
The price is £257
includes taxes & fees
5 Jun - 6 Jun
Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg
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 £228
includes taxes & fees
7 Jun - 8 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, (7 reviews)
"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...
United States
Samantha P.
The price is £199
includes taxes & fees
7 Jun - 8 Jun
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Outdoor dining

Enjoy your Perfect Getaway near Lake Cumberland! Pet Friendly with a Hot Tub!

Enjoy your Perfect Getaway near Lake Cumberland! Pet Friendly with a Hot Tub!
Burnside
9.8 out of 10, Exceptional, (214 reviews)
"Wonderful place to stay. Very clean and had everything we needed. Hot tub was amazing! Perfect weekend getaway. "
United States
Steffany M.
The price is £178
includes taxes & fees
7 Jun - 8 Jun
Enjoy your Perfect Getaway near Lake Cumberland! Pet Friendly with a Hot Tub!
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 £137
includes taxes & fees
6 Jun - 7 Jun
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
Terrace/patio

Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (43 reviews)
"Great place to stay"
United States
Cheryl C.
The price is £194
includes taxes & fees
15 Jun - 16 Jun
Hideaway 27
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 £169
includes taxes & fees
8 Jun - 9 Jun
Blissful Bungalow across from LMU campus
Terrace/patio

Spacious Country Home - uniquely located for great family fun

Spacious Country Home - uniquely located for great family fun
Pine Knot
10.0 out of 10, Exceptional, (6 reviews)
"Great overall experience!! "
United States
Christopher
The price is £221
includes taxes & fees
7 Jun - 8 Jun
Spacious Country Home - uniquely located for great family fun
Smart TV, fireplace, books

Relax with the whole family at this peaceful place. Nestled in the woods of KY.

Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Gray
9.2 out of 10, Wonderful, (7 reviews)
"I just wish we could have spent more time here. It was one of the cleanest properties any of us had ever stayed in. The kitchen had everything needed for a longer stay and one of my favorite parts of our stay…lots of extra clean, very soft blankets for everyone. If we ever return to this area, I would definitely stay here again."
United States
Debbie W.
The price is £163
includes taxes & fees
4 Jul - 5 Jul
Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Smart TV

Quiet Getaway

Quiet Getaway
LaFollette
9.2 out of 10, Wonderful, (7 reviews)
"Great location! Nice outdoor eating area. Host was very helpful!"
United States
Lisa w.
The price is £229
includes taxes & fees
8 Jun - 9 Jun
Quiet Getaway
Interior

Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
9.6 out of 10, Exceptional, (5 reviews)
"Clean and tidy house. All the necessities and close to the train station - we were there for the polar express. We saw a few dogs and cats - all friendly. "
United States
Whitney S.
The price is £191
includes taxes & fees
9 Jun - 10 Jun
Relaxing Country Getaway, 3BR/2Bath
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 £258
includes taxes & fees
16 Jun - 17 Jun
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Dining

Private bungalow close to LMU, ARH, Cumberland Gap

Private bungalow close to LMU, ARH, Cumberland Gap
Middlesboro
The price is £208
includes taxes & fees
15 Jun - 16 Jun
Private bungalow close to LMU, ARH, Cumberland Gap
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 £256
includes taxes & fees
7 Jun - 8 Jun
Welcoming 3-bedroom house with AC in charming Middlesboro
Property grounds

Charming 3-bedroom house in Pioneer with WiFi and AC

Charming 3-bedroom house in Pioneer with WiFi and AC
Pioneer
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay here for the No Business 100 trail race. The beds were comfortable, the kitchen had everything we needed and there was great outdoor space."
United States
Ashlee M.
The price is £242
includes taxes & fees
5 Jun - 6 Jun
Charming 3-bedroom house in Pioneer with WiFi and AC
Interior

Mountain-View Suite Near I-75 EV Charging

Mountain-View Suite Near I-75 EV Charging
Jellico
The price is £206
includes taxes & fees
7 Jun - 8 Jun
Mountain-View Suite Near I-75 EV Charging
Property grounds

New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone

New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone
Huntsville
10.0 out of 10, Exceptional, (5 reviews)
"Host was very responsive, accommodations were as described. We had great visit "
United States
Douglas P.
The price is £225
includes taxes & fees
5 Jun - 6 Jun
New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone
Marina

Cozy Lake Cumberland Lakeview Shangri-la

Cozy Lake Cumberland Lakeview Shangri-la
Burnside
9.6 out of 10, Exceptional, (21 reviews)
"Very close to the water and easy access."
United States
Jodee D.
Cozy Lake Cumberland Lakeview Shangri-la
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 £261
includes taxes & fees
15 Jun - 16 Jun
LMU Pine Mtn State Park Cumberland Gap Laurel Cove
Interior

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

Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
Middlesboro
8.0 out of 10, Very good, (2 reviews)
"Clean"
United States
Phineas S.
The price is £282
includes taxes & fees
9 Jun - 10 Jun
Spacious Renovated Ranch Retreat near Tackett Creek & Cumberland Gap Park, & LMU
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

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

8/10 Good
"Clean room, staff was really nice, bed comfortable"
Cheryl 1-night trip
Posted 7 hours ago
Sleep Inn & Suites Middlesboro

Find out more about Williamsburg

Williamsburg Holiday Homes information

Number of reviews
395
Accommodation
309 Holiday Homes
Lowest Price
£137
Highest Price
£282