A green barn with white trim, a wooden fence, and a large tree in the background.

Chalets in Orange County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Top Cities in Orange County

A white church with a tall tower and arched windows.
ChaletsChalets

Rapidan

Rapidan

Our top choices for Orange County chalets

Exterior

1. Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Elkton
9.8 out of 10, Exceptional, (46 reviews)
"The cabin was lovely and the hosts were very helpful and considerate. Thanks for a wonderful stay"
United States
Brockton R.
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Coffee/tea maker, fridge, microwave, oven

2. New pickel ball court! basketball and putt putt too!

New pickel ball court! basketball and putt putt too!
Brightwood
10.0 out of 10, Exceptional, (38 reviews)
"Very happy with the amenities and easy to find."
United States
John-David M.
New pickel ball court! basketball and putt putt too!
Outdoor dining

3. Lakefront 3-bedroom chalet with private dock

Lakefront 3-bedroom chalet with private dock
Louisa
9.8 out of 10, Exceptional, (32 reviews)
"Great location and direct access to the lake! This is an excellent location for a relaxing stay with a beautiful view!"
United States
Leon M.
Lakefront 3-bedroom chalet with private dock
Exterior

4. Lake Anna Cottage w Hot Tub, Kayaks & Boat Launch

Lake Anna Cottage w Hot Tub, Kayaks & Boat Launch
Blue Water
The price is AED 591
AED 1,740 total
includes taxes & fees
31 Aug - 1 Sep
Lake Anna Cottage w Hot Tub, Kayaks & Boat Launch
Exterior

5. Luxury Log Cabin Estate ~ Breathtaking Lake Views ~ Perfect Family Retreat!

Luxury Log Cabin Estate ~ Breathtaking Lake Views ~ Perfect Family Retreat!
Midland
9.8 out of 10, Exceptional, (82 reviews)
"Great time! "
United States
Breanna G.
Luxury Log Cabin Estate ~ Breathtaking Lake Views ~ Perfect Family Retreat!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orange County Hotel Reviews

Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

8/10 Good
"Great spot. Helpful staff"
RJ 2-night trip
Posted 15 hours ago
Sonesta ES Suites Charlottesville University

Explore a world of travel with Expedia