Williamsburg Holiday Houses

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Williamsburg holiday homes

A covered outdoor deck with wooden flooring and metal chairs.

1. Peaceful & Private! Pet-Friendly Williamsburg Home

Williamsburg

Alicia M.

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with wooden beams, leather sofas, a wooden coffee table, and a mounted deer head.

2. Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

Williamsburg

Nancy A.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a grey sofa, a coffee table, and a dining area with a table and chairs.

3. Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake

Corbin

Priscilla

includes taxes & fees

9 Nov - 10 Nov

A wooden cabin with a porch, a table, and chairs.

4. Charming Country Cabin Minutes from Laurel River Lake, It's relaxing, Peaceful.

Corbin

Milly C.

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a dark-colored sofa, a round coffee table, and a fluffy rug. There is a large window with curtains, a mirror, and a small table with a plant and books.

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

Gray

Stephanie S.

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a covered porch, stone foundation, and a view of the surrounding landscape.

6. Bluegrass Bungalow in the heart of Corbin

Corbin

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a fire pit and benches, overlooking a green landscape.

7. Spacious Country Home - uniquely located for great family fun

Pine Knot

Christopher

includes taxes & fees

10 Nov - 11 Nov

A living room with a fireplace, a chandelier, and a large painting of flowers.

8. Forget your worries in this spacious 5-Bedroom Home in Downtown Barbourville.

Barbourville

Jessica S.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, bar stools, a fireplace, and a ceiling fan.

9. Relaxing Country Getaway, 3BR/2Bath

Stearns

Kimberly K.

includes taxes & fees

12 Nov - 13 Nov

An outdoor patio with a fire pit, surrounded by chairs and a pergola with string lights.

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

Speedwell

Rachel W.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a central island, pendant lights, and a view to the outdoors.

11. The Oaks of London Townhome

London

"Joining family en route to Florida, we were looking for accommodations that would allow us to be together to celebrate our first night of vacation. More than just adjoining rooms in a hotel, but a place we could relax and eat together as we anticipated continuing our trip. The Oaks of London Townhome was the perfect place! Keisha and Frank are hosts like none other that we have experienced. Their home is beautiful, well furnished and comfortable... not just a place to stay, but a place to enjoy!...

Louise

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a campus with multiple buildings, a central tower, and a large open grassy area.

12. Blissful Bungalow across from LMU campus

Harrogate

Brandi L.

includes taxes & fees

29 Nov - 30 Nov

A living room with a stone fireplace, wooden walls, a sofa, a coffee table, and a TV mounted on the wall.

13. Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

Middlesboro

Konnie D.

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, pillows, a nightstand, a lamp, a window with blinds, and a kitchen area with a refrigerator.

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

Middlesboro

Emily S.

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a railing, a brick building, and a door with a window.

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

Pineville

seth r.

includes taxes & fees

9 Nov - 10 Nov

An outdoor patio with a wooden table and wicker chairs.

16. Park Ave Laurel Cove, Bell Theatre & LMU

Pineville

Cassie S.

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor seating area with a sofa, chairs, and planters.

17. LMU Pine Mtn State Park Cumberland Gap Laurel Cove

Pineville

Hope C.

includes taxes & fees

6 Dec - 7 Dec

A brick house with a covered porch, a front door, and a small garden area with potted plants.

18. Welcoming 3-bedroom house with AC in charming Middlesboro

Middlesboro

Corinna E.

includes taxes & fees

9 Nov - 10 Nov

A living room with a gray sofa, a flat-screen TV mounted above a fireplace, and a glass coffee table.

19. Quiet Getaway

LaFollette

Lisa w.

includes taxes & fees

17 Nov - 18 Nov

A living room with a TV on a wooden stand, a white chair, a small table, and a sofa.

20. House close to ARH Hospital, Tackett Creek & LMU!

Middlesboro

Elita W.

includes taxes & fees

9 Dec - 10 Dec

View all properties

Find holiday rentals that suit your style

Cabins

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Williamsburg Hotel Reviews

Birdsong cabin

10/10 Excellent

"clean n cozy room for us, nice pretty property overall with a nice cozy comfortable setting. host is awesome with communication & set up. everything was set up for us when we arrived. very nice getaway for a couple or single person. definitely recommend !"

Econo Lodge Middlesboro

10/10 Excellent

"Soon as we arrived, we were met by Susan who worked inside. ..so friendly ,helpful ,..such a warm welcoming and that’s the beginning of an awesome stay ..we made coffeees (delicious) and she gave us some snacks ..room was awesome and clean as a whistle ..breakfast was delicious ..just go you won’t be disappointed..Susan thanks for the directions to the mountain it was breathtaking .."

Holiday Inn Express Williamsburg by IHG

8/10 Good

"The location of this property is very good and easy to access. Room was spacious and well-equipped except for a coffee maker. Our room happened to be just above the roof top for the front entrance leaving an unattractive view. Also, the darker shade on the window would not close leaving the room well-lit all night from bright lights outside. And cars turning at an intersection not far away had their headlights aimed directly at the window, which was a little annoying. The best part of our stay was the breakfast. It provided a very good variety and was being added to frequently."

Floating Holiday #4 on Norris Lake at Springs Dock Marina. Front Row View!

10/10 Excellent

"We had a marvelous stay in Floating Holiday 4. The house was exactly as described in the listing. We were very happy with the selection of dishes, bowls, pots and pans and supplies. It had plenty of everything we could have wanted. The view from the front porch is outstanding. You could not have asked for a more wonderful lake vacation. Mary is a wonderful hostess. She provides all of the information you need ahead of time. She checked on us at arrival and during our stay just to make sure we didn’t need anything and that we were happy with everything. We loved our stay!!"

Find out more about Williamsburg

Williamsburg Holiday Homes information

Number of reviews	221
Accommodation	324 Holiday Homes
Lowest Price	NZ$314
Highest Price	NZ$943

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Williamsburg holiday homes

1. Peaceful & Private! Pet-Friendly Williamsburg Home

2. Peaceful ‘Mountain Cabin’ w/ Views in Williamsburg

3. Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake

4. Charming Country Cabin Minutes from Laurel River Lake, It's relaxing, Peaceful.

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

6. Bluegrass Bungalow in the heart of Corbin

7. Spacious Country Home - uniquely located for great family fun