An aerial view of a vineyard with rows of grapevines, a road, and a building in the distance.

Search Sterling Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Sterling cottages

A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

1. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
$528 nightly
The price is $594
Sep 2 - Sep 3
Total with taxes and fees
Renovated 3B/3B Home | Downtown | Private Fire Pit
A covered outdoor area with a hot tub, wooden benches, and a view of a snowy landscape with trees and a fence.

2. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
$349 nightly
The price is $398
Sep 2 - Sep 3
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A stone house with a white picket fence, a front porch, and potted plants.

3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (6 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
$606 nightly
The price is $697
Sep 3 - Sep 4
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

4. Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
Darnestown
$552 nightly
The price is $609
Sep 2 - Sep 3
Total with taxes and fees
Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

5. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (64 reviews)
"Loved out stay! "
United States
Emilee
$370 nightly
The price is $397
Sep 1 - Sep 2
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
A stone house with a white picket fence, a front porch, and potted plants.

6. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
$591 nightly
The price is $679
Sep 3 - Sep 4
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

7. Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
Darnestown
$567 nightly
The price is $626
Sep 2 - Sep 3
Total with taxes and fees
Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland
A two-story house with a front porch, a covered entryway, and a small front yard.

8. 'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
$1,876 nightly
The price is $2,139
Sep 20 - Sep 21
Total with taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
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 Sterling Hotel Reviews

Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

10/10 Excellent
"I was very happy to receive a complimentary upgrade to a king-size room. The room was spacious, clean, and the bedding was especially comfortable. The location is great. Overall, I had a very pleasant stay and really appreciated the upgrade."
Hongmei 1-night trip
Posted 1 hour ago
Omni Shoreham Hotel Washington DC

Find out more about Sterling

Sterling Cottages information

Number of reviews
94
Accommodation
83 Cottages
Lowest Price
$397
Highest Price
$2,139

Frequently asked questions

Why book your cottage in Sterling with Expedia?
Expedia has some excellent cottages in Sterling, so start packing for a memorable vacay close to nature. If you have a set budget, click on how much you'd like to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or a hot tub. We'll help you find the right fit whatever your plans or bank balance.
How can I find cheap cottages in Sterling?
An excellent way to spot cheap cottages in Sterling is with Expedia's filter tool. Narrow your search results by budget, star rating and amenities to discover unbeatable prices in just a few keystrokes.
What is there to do in Sterling near my cottage?
There are lots of terrific things to put on your itinerary in Sterling. Drop by attractions like Dulles Sportsplex, Dulles Town Center and Claude Moore Park Recreation Center. Algonkian Regional Park, 1757 Golf Club and Dulles Golf Center & Sports Park are other must-see's.

Explore a world of travel with Expedia