Cottage vacation rentals in Jefferson County
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Top-rated cottage rentals in Jefferson County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Jefferson County cottage rentals
Cottage rentals with a hot tub
Cottage in Winchester
4.98 out of 5 average rating, 306 reviewsUber SXY Private Country Escape! Hot Tub & Views~
Feb 10 – 17
Cottage in Hamilton
4.94 out of 5 average rating, 309 reviews*Cottage @ Firefly Cellars* VA Wine Country escape
Sep 17 – 24
Cottage in Markham
4.94 out of 5 average rating, 102 reviewsSunrise Cottage in Wine Country
Feb 22 – Mar 1
Cottage in Berkeley Springs
4.95 out of 5 average rating, 384 reviewsHidden Hill - Cozy Downtown Cottage with Hot Tub!!
Apr 12 – 19
Cottage in Bluemont
5.0 out of 5 average rating, 4 reviewsBluemont Escape:Hot Tub/Walk to Bears Den/ATtrail
Jun 10 – 17
Cottage in Boyce
5.0 out of 5 average rating, 66 reviewsSALE! Hot Tub. Fire Pit. Fast Wi-fi. Pets Welcome!
Jul 4 – 11
Cottage in Berkeley Springs
4.93 out of 5 average rating, 80 reviewsCozy Cottage in the heart of Berkeley Springs WV
Sep 4 – 11
Cottage in Front Royal
5.0 out of 5 average rating, 3 reviewsShenandoah Escape, Hot Tub, Kid-Friendly, Hiking
Jan 2 – 9
Pet-friendly cottage rentals
Cottage in Gerrardstown
4.84 out of 5 average rating, 282 reviewsWooded Mountain Retreat near Creek
Jul 15 – 22
Cottage in Lovettsville
4.88 out of 5 average rating, 103 reviewsSweet Grass Cottage pond dock fire pit
Feb 13 – 20
Cottage in Leesburg
4.91 out of 5 average rating, 290 reviewsThe Cottage at Forest Hills Farm
Sep 22 – 29
Cottage in Middletown
4.91 out of 5 average rating, 225 reviewsCharming "Cream of the Crop" Cape ~❤️of Middletown
Nov 16 – 23
Cottage in Hamilton
4.86 out of 5 average rating, 302 reviewsRobins Nest
Apr 11 – 18
Cottage in Middleburg
4.95 out of 5 average rating, 165 reviewsWaterfront Cottage at Goose Creek
Jul 9 – 16
Cottage in Bluemont
4.95 out of 5 average rating, 202 reviewsThe Cottage @ Red Gate Farm- Horse & Wine Country!
Sep 27 – Oct 4
Cottage in The Plains
4.98 out of 5 average rating, 178 reviewsThe Cottage on Main -Virginia Wine & Horse Country
Jul 31 – Aug 7
Private cottage rentals
Cottage in Shepherdstown
4.93 out of 5 average rating, 80 reviewsCottage on Ray
Sep 28 – Oct 5
Cottage in Purcellville
4.87 out of 5 average rating, 38 reviewsHistoric Stone Schoolhouse on Winery Row
Jan 5 – 12
Cottage in Berryville
4.94 out of 5 average rating, 51 reviewsBattlefield Cottage-A secluded escape to Country
Jul 25 – Aug 1
Cottage in Charles Town
5.0 out of 5 average rating, 31 reviewsCozy Cottage with Amazing views near Harpers Ferry
Dec 20 – 27
Cottage in Harpers Ferry
5.0 out of 5 average rating, 36 reviewsCozy Mountain Cottage Perfect for Friends & Family
Oct 23 – 30
Cottage in Purcellville
4.95 out of 5 average rating, 21 reviewsSpring Mountain Cottage
Jan 24 – 31
Cottage in Harpers Ferry
Old time Christmas Farmhouse
Jun 27 – Jul 4
Cottage in Shenandoah Junction
4.95 out of 5 average rating, 171 reviewsModern, private cottage at Fairview Organic Farm
Dec 26 – Jan 2
Destinations to explore
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