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Castleton Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Castleton holiday rentals

A small, single-story wooden cabin with a white-framed door and a small porch.

1. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.8 out of 10, Exceptional, (11 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
The price is HK$699
HK$1,727 total
includes taxes & fees
27 Sept - 28 Sept
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A row of white-framed windows with a balcony, a bench, and a signboard.

2. Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"The absolute nicest, cleanest Vrbo I have ever stayed at! Great communication from the host, the property did not disappoint. It was well stocked with everything needed. And very clear directions for using the property and a terrific folder with area information. Will return."
United States
Janet G.
The price is HK$1,859
HK$3,576 total
includes taxes & fees
28 Sept - 29 Sept
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
A log cabin with a metal roof, surrounded by a garden with pink flowers.

3. Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon

Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon
Reva
10.0 out of 10, Exceptional, (1 review)
"Super retreat in every way, and super thoughtful hosts. Elizabeth and Colin reached out to check our every need. Thanks!"
United States
ken b.
The price is HK$1,675
HK$3,111 total
includes taxes & fees
28 Sept - 29 Sept
Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

4. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
The price is HK$2,015
HK$4,391 total
includes taxes & fees
7 Oct - 8 Oct
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A modern kitchen with a large island, pendant lighting, and a flat-screen TV.

5. Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mint Cottage at Little Washington - a modern, spacious retreat with a view
Washington
10.0 out of 10, Exceptional, (14 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
The price is HK$2,835
HK$3,477 total
includes taxes & fees
6 Oct - 7 Oct
Mint Cottage at Little Washington - a modern, spacious retreat with a view
A living room with a grey sofa, a wooden staircase, a ceiling fan, and a 'Welcome' sign on the wall.

6. Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (46 reviews)
"Everything was clean, cute, and as advertised! The shower pressure"
United States
Kate O.
The price is HK$953
HK$1,788 total
includes taxes & fees
7 Oct - 8 Oct
Cozy 1BR Apt Minutes From Skyline Drive!!
A cabin with a wooden deck, two chairs, a red door, and a window.

7. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
The price is HK$635
HK$882 total
includes taxes & fees
7 Oct - 8 Oct
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A modern kitchen with a central island, bar stools, and pendant lighting.

8. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (28 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is HK$920
HK$1,461 total
includes taxes & fees
28 Sept - 29 Sept
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A woman standing in a well-manicured garden with hedges and flower beds.

9. 1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.

1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.
Washington
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location in town"
United States
Mona T.
The price is HK$996
HK$1,793 total
includes taxes & fees
6 Oct - 7 Oct
1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.
A conservatory with a glass ceiling, wicker furniture, and potted plants.

10. 1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .
Washington
10.0 out of 10, Exceptional, (129 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
The price is HK$1,255
HK$2,106 total
includes taxes & fees
12 Oct - 13 Oct
1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

11. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (28 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
The price is HK$3,010
HK$5,628 total
includes taxes & fees
2 Oct - 3 Oct
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A hot tub on a deck with a view of a forest and hills.

12. Timber Creek Falls - a Shenandoah cabin with a private waterfall

Timber Creek Falls - a Shenandoah cabin with a private waterfall
Bentonville
10.0 out of 10, Exceptional, (5 reviews)
"We had such and enjoyable time. Sitting in the hotub with the soothing sound of the creek was so relaxing. We loved the setup of the home and our doggie loved the ability to run an play."
United States
Brent R.
The price is HK$2,118
HK$3,867 total
includes taxes & fees
27 Sept - 28 Sept
Timber Creek Falls - a Shenandoah cabin with a private waterfall
A hot tub with a clear view of a forested area through the surrounding wooden deck.

13. "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (378 reviews)
"Cabin was clean and updated."
United States
tague m.
The price is HK$1,161
HK$2,017 total
includes taxes & fees
28 Sept - 29 Sept
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
A spacious wooden cabin with a high ceiling, a fireplace, a television, and a cozy seating area.

14. Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Luray
10.0 out of 10, Exceptional, (80 reviews)
"Everything about this property was great. I would stay again."
United States
Sonya H.
The price is HK$2,647
HK$4,490 total
includes taxes & fees
4 Oct - 5 Oct
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

15. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is HK$1,718
HK$3,247 total
includes taxes & fees
8 Oct - 9 Oct
Charming 4-bedroom house in Madison centrally located!
A wooden deck with a table and chairs, overlooking a scenic landscape with trees and hills.

16. "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (338 reviews)
"Balcony, hot tub, and cabin were all very private with great Mountain Views which was exactly what I was looking for"
United States
Elise D.
The price is HK$1,300
HK$2,177 total
includes taxes & fees
1 Oct - 2 Oct
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
A yellow door with a 'Welcome' sign, a kitchen area with a wooden countertop and stools, and a clock on the wall.

17. Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (109 reviews)
"Beautiful home with everything we needed for our stay!"
United States
Christina P.
The price is HK$932
HK$1,979 total
includes taxes & fees
28 Sept - 29 Sept
Historical home, walkable to many restaurants and shops.

18. Family Getaway at Cross Mountain

Family Getaway at Cross Mountain
Luray
10.0 out of 10, Exceptional, (23 reviews)
"House is beautiful and owner was very responsive !I will be booking again in the future ! "
United States
Edgar P.
The price is HK$1,170
HK$2,824 total
includes taxes & fees
27 Sept - 28 Sept
Family Getaway at Cross Mountain
A row of LG washing machines in a showroom.

19. Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Warrenton
10.0 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Michelle L.
The price is HK$1,294
HK$2,015 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
A cabin in a forested area with a clear view of the surrounding landscape.

20. The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema

The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema
Luray
10.0 out of 10, Exceptional, (6 reviews)
"Everything was PERFECT!!!! All aspects of the house were well thought out, and all the amenities that you would want, plus more were available. Very nice accommodations that I would recommend to anyone!"
United States
Damian W.
The price is HK$3,166
HK$5,648 total
includes taxes & fees
8 Oct - 9 Oct
The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema
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 Castleton Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Beautiful old historic hotel reminds me of a mini Builtmore! We couldn’t have asked for a nicer bunch of people! Front desk manager was like a long lost friend! I highly recommend it!"
Marsha 2-night trip
Posted 20 hours ago
Mimslyn Inn Historic Hotels Of America

Find out more about Castleton

Search for holiday rentals in Castleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Castleton using one of the methods below:

  • View our selection of featured holiday rentals in Castleton
  • Use the map to find apartments and other holiday homes in the Castleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castleton while they last

Look no further and take a look at our great range of rental properties in Castleton!

Frequently asked questions

Are there holiday rentals in Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, 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 Castleton has to offer?

Shenandoah Valley Yurt: This holiday home rental outside of Castleton comes with air conditioning so that you can feel at home during your trip.

How many holiday rentals are there in Castleton?

Choose from 9 Expedia holiday rentals in Castleton for a memorable holiday.

What can I see and do in Castleton?

Explore the area and family-friendly sights such as Yogi Bear's Jellystone Park, or get out into nature at a spot like Shenandoah National Park. In the wider area, you’ll find Little Washington Winery and Little Washington Theatre.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for families.