Castleton holiday rentals

We found 101 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Castleton that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, such as parking and air conditioning. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Castleton

Showing deals for:13 Nov - 20 Nov

Living area
S'mores anyone?
Living area
Private kitchen
Exceptional
(27 reviews)

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

Etlan

16% off
AU$4,013
for 7 nights, 1 home
AU$573 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Living area
The pond and covered dock
New, Modern Eat-in Kitchen in both suites with stunning views
Summer garden with historic barn, grainery, and large pond in background
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
AU$5,576
for 7 nights, 1 home
AU$797 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Property grounds
Living area
Interior
Bedroom 2, king bed
Exceptional
(24 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

16% off
AU$3,930
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Pool
Living area
Private kitchen
Living area
Exceptional
(9 reviews)

Heated Saltwater Pool~Huge Arcade~Theater~100" TV~Hot Tub~King Beds

Culpeper

9% off
AU$10,559
for 7 nights, 1 home
AU$1,508 per night
includes taxes & fees
Heated Saltwater Pool~Huge Arcade~Theater~100" TV~Hot Tub~King Beds
Private kitchen
Hot tub on the back deck, overlooking the woods.
Living area
Living area
Exceptional
(19 reviews)

Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries

Culpeper

10% off
AU$5,455
for 7 nights, 1 home
AU$779 per night
includes taxes & fees
Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries
Property grounds
Barn in Snow
View of deck and Blue Ridge from kitchen and great room
Great Room with a view!
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
AU$5,030
for 7 nights, 1 home
AU$719 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Property grounds
Exterior
Room
Interior
Exceptional
(47 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
AU$4,460
for 7 nights, 1 home
AU$637 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Pool
Pool with Winter cover; Farm Cottage and Aunt Judy's House beyond dependencies
The kitchen and kitchen table
Terrace/patio
Exceptional
(72 reviews)

The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!

Culpeper

8% off
AU$1,901
for 7 nights, 1 cottage
AU$272 per night
includes taxes & fees
The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!
Interior
Relax
Exterior
Interior
Exceptional
(15 reviews)

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Etlan

5% off
AU$1,967
for 7 nights, 1 home
AU$281 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Hay making season on the farm
Pool
The Front Door of the Cottage with the Blue Ridge Mtns in the distance.
Cottage: Firepit and Patio
Exceptional
(144 reviews)

Farm Living, Creature Comforts, & Centrally Located

Culpeper

8% off
AU$3,052
for 7 nights, 1 cottage
AU$436 per night
includes taxes & fees
Farm Living, Creature Comforts, & Centrally Located
Property grounds
Living area
Exterior
Room
Exceptional
(46 reviews)

Cozy 1BR Apt Minutes From Skyline Drive!!

Amissville

8% off
AU$1,513
for 7 nights, 1 apartment
AU$216 per night
includes taxes & fees
Cozy 1BR Apt Minutes From Skyline Drive!!
Front View
Kitchen
Kitchen
Family Room
Exceptional
(17 reviews)

Respite from Reality

Madison

8% off
AU$2,155
for 7 nights, 1 home
AU$308 per night
includes taxes & fees
Respite from Reality
Property grounds
Interior
Interior
bunk bed, single on top, double on the bottom
Exceptional
(6 reviews)

Bunkhouse at Spring Haven Farm

Boston

12% off
AU$2,087
for 7 nights, 1 home
AU$298 per night
includes taxes & fees
Bunkhouse at Spring Haven Farm

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Castleton getaway

Learn about the unique charm of Castleton with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Castleton

Do you want to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Castleton a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Little Washington Winery (7.1 mi / 11.4 km)
  • Yogi Bear's Jellystone Park (16.1 mi / 25.9 km)
  • Linden Vineyards (19.1 mi / 30.7 km)
  • Sharp Rock Vineyards (8.8 mi / 14.1 km)
  • Old House Vineyards (15.2 mi / 24.4 km)
  • Rappahannock Cellars (15.8 mi / 25.4 km)

Exploring the natural landscape of Castleton

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Castleton is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (18.8 mi / 30.3 km)
  • Old Rag Mountain (11.9 mi / 19.1 km)
  • Thorton Gap Entrance Shenandoah (12.2 mi / 19.6 km)
  • Mary's Rock Summit Trailhead (12.2 mi / 19.6 km)
  • Stony Man (14.4 mi / 23.2 km)
  • Rose River Falls (17.1 mi / 27.5 km)

Transport to and around Castleton

The nearest airport is in Manassas, VA (MNZ-Manassas Regional), located 33.1 mi (53.3 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Castleton?
Season, length of stay and property type are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your ideal match. From cosy cabins to sprawling luxury villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Castleton?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Put in your Castleton travel dates to see your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to pick the features and amenities you want in your holiday home.
What are the top attractions for families in Castleton?
Glassworks Gallery will keep the kids busy during a trip to Castleton. This family-friendly attraction is situated close to the centre.
How old do you have to be to rent a holiday home in Castleton?
The minimum required age is usually 16, 18 or 21. It can vary across properties on Stayz, so check the rules of your chosen Castleton holiday home before booking.
How long can I rent a holiday home in Castleton for?
The length of time you can book a holiday home in Castleton is up to the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With plenty of creature comforts such as full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere perfect to call your home away from home in Castleton.