Vacation rentals in Hamilton

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Top-rated vacation rentals in Hamilton

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 304 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Dec 3 – 10

R4,994 ZAR per night
Guest favorite

Farm stay in Lovettsville

5.0 out of 5 average rating, 129 reviews

'Waterfront' on 1796 Historic Farm

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, this structure was built over a natural spring and used for refrigeration. The water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Jun 25 – Jul 2

R2,622 ZAR per night
Guest favorite

Farm stay in Round Hill

4.94 out of 5 average rating, 340 reviews

Come and get your goat on!

Nestled at the base of the Blue Ridge and tucked away in the woods, we offer a quiet and peaceful get away while being convenient to tons.   Enjoy the peace of our 13-acres of woodlands and pasture. A large private deck provides a plenty sun with pasture and woodlands views with some great star watching at night.   Miles of walking, the Appalachian trail, fantastic cycling; historic towns and places; wineries, breweries, and distilleries; Potomac and Shenandoah rivers. Just minutes away.

Jun 22 – 29

R2,904 ZAR per night

Popular amenities for Hamilton vacation rentals

Other great vacation rentals in Hamilton

Guest favorite

Home in Purcellville

4.93 out of 5 average rating, 120 reviews

Historic Tip of the Hill, Purcellville, Virginia

Jun 9 – 16

R7,617 ZAR per night
Guest favorite

Guest suite in Leesburg

4.98 out of 5 average rating, 177 reviews

Suite GG ~ Relax & Enjoy

Aug 26 – Sep 2

R2,626 ZAR per night
Guest favorite

Farm stay in Purcellville

4.97 out of 5 average rating, 103 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Nov 13 – 20

R11,632 ZAR per night
Guest favorite

Farm stay in Purcellville

4.99 out of 5 average rating, 307 reviews

Cozy Cuddle up on 1700’s Clydesdale Farm

May 27 – Jun 1

R3,826 ZAR per night
Guest favorite

Cottage in Harpers Ferry

4.95 out of 5 average rating, 242 reviews

Adorable apartment with a view

Apr 9 – 16

R2,250 ZAR per night
Guest favorite

Guest suite in Round Hill

4.94 out of 5 average rating, 112 reviews

Sweet Suite on Snickersville!

May 24 – 31

R2,132 ZAR per night
Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 285 reviews

The Cottage at Forest Hills Farm

Sep 15 – 22

R3,668 ZAR per night
Guest favorite

Cottage in Hamilton

4.96 out of 5 average rating, 71 reviews

Simpler Times Cottage- King Bedroom-2 guest

May 9 – 16

R3,810 ZAR per night
Guest favorite

Guesthouse in Purcellville

4.97 out of 5 average rating, 86 reviews

The Carriage House: Pathway to a Romantic Getaway

May 29 – Jun 5

R3,162 ZAR per night
Guest favorite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 87 reviews

Modern dreamy mountain view oasis in wine country

Dec 5 – 12

R2,654 ZAR per night
Guest favorite

Apartment in Purcellville

5.0 out of 5 average rating, 24 reviews

Lovely One bedroom apartment with pool

Aug 22 – 29

R2,427 ZAR per night
Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 93 reviews

Hilltop @ Shiloh

Jul 20 – 27

R2,607 ZAR per night

Destinations to explore

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