Cottage accommodation 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.
Holiday rentals for every style
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Popular amenities for Jefferson County cottage rentals
Cottage rentals with a hot tub
Cottage in Hamilton
4.94 out of 5 average rating, 309 reviews*Cottage @ Firefly Cellars* VA Wine Country escape
5 – 12 Nov
Cottage in Winchester
4.98 out of 5 average rating, 306 reviewsUber SXY Private Country Escape! Hot Tub & Views~
8 – 15 Dec
Cottage in Markham
4.94 out of 5 average rating, 102 reviewsSunrise Cottage in Wine Country
23 – 30 Jan
Cottage in Berkeley Springs
4.95 out of 5 average rating, 384 reviewsHidden Hill - Cozy Downtown Cottage with Hot Tub!!
24 Nov – 1 Dec
Cottage in Bluemont
5.0 out of 5 average rating, 4 reviewsBluemont Escape:Hot Tub/Walk to Bears Den/ATtrail
22 – 29 June
Cottage in Boyce
5.0 out of 5 average rating, 66 reviewsSALE! Hot Tub. Fire Pit. Fast Wi-fi. Pets Welcome!
8 – 15 Apr
Cottage in Berkeley Springs
4.93 out of 5 average rating, 80 reviewsCozy Cottage in the heart of Berkeley Springs WV
8 – 15 Apr
Cottage in Front Royal
5.0 out of 5 average rating, 3 reviewsShenandoah Escape, Hot Tub, Kid-Friendly, Hiking
2 – 9 Nov
Pet-friendly cottage rentals
Cottage in Gerrardstown
4.84 out of 5 average rating, 282 reviewsWooded Mountain Retreat near Creek
27 June – 4 July
Cottage in Lovettsville
4.88 out of 5 average rating, 103 reviewsSweet Grass Cottage pond dock fire pit
12 – 19 Mar
Cottage in Hamilton
4.86 out of 5 average rating, 302 reviewsRobins Nest
6 – 13 Apr
Cottage in Leesburg
4.91 out of 5 average rating, 290 reviewsThe Cottage at Forest Hills Farm
20 – 27 Dec
Cottage in Middletown
4.91 out of 5 average rating, 225 reviewsCharming "Cream of the Crop" Cape ~❤️of Middletown
13 – 20 Jan
Cottage in Middleburg
4.95 out of 5 average rating, 165 reviewsWaterfront Cottage at Goose Creek
20 – 27 July
Cottage in Bluemont
4.95 out of 5 average rating, 202 reviewsThe Cottage @ Red Gate Farm- Horse & Wine Country!
13 – 20 Nov
Cottage in Middleburg
4.92 out of 5 average rating, 106 reviewsEnglish Cottage
9 – 16 Oct
Private cottage rentals
Cottage in Purcellville
4.87 out of 5 average rating, 39 reviewsHistoric Stone Schoolhouse on Winery Row
28 Apr – 5 May
Cottage in Berryville
4.94 out of 5 average rating, 51 reviewsBattlefield Cottage-A secluded escape to Country
8 – 15 Oct
Cottage in Shepherdstown
4.93 out of 5 average rating, 80 reviewsCottage on Ray
18 – 25 Oct
Cottage in Charles Town
5.0 out of 5 average rating, 31 reviewsCozy Cottage with Amazing views near Harpers Ferry
30 Oct – 6 Nov
Cottage in Harpers Ferry
5.0 out of 5 average rating, 36 reviewsCozy Mountain Cottage Perfect for Friends & Family
14 – 21 Oct
Cottage in Purcellville
4.86 out of 5 average rating, 22 reviewsSpring Mountain Cottage
25 Jan – 1 Feb
Cottage in Harpers Ferry
Old time Christmas Farmhouse
28 June – 5 July
Cottage in Shenandoah Junction
4.95 out of 5 average rating, 171 reviewsModern, private cottage at Fairview Organic Farm
13 – 20 July
Destinations to explore
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