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Search results; Over 1,000 homes in Middletown

Hotel in Middletown
Wayside Inn (Room #21) Hite Guest Room
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
,
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Tiny home in Stephens City
Farm Stay in a luxury tiny home with hot tub
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 168 reviews
Hotel in Middletown
Wayside Inn (Room #18 ) Shenandoah Guest
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.68 out of 5 average rating, 31 reviews
Superhost
Home in Middletown
Cozy Reliance Retreat with Beautiful Views
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 157 reviews
Superhost
Home in Front Royal
Trailside Retreat w/ Hot Tub, Sauna, Fireplace
4 bedrooms, 4 queen beds, 4 bathrooms
14–19 Sept
New place to stay
Guest favourite
Holiday home in Front Royal
Shenandoah Riverfront Cottage! Hot Tub! Sleeps 4!
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 175 reviews
Top guest favourite
Home in Strasburg
Mint House Cottage
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Room in Stephens City
Room in Quiet Neighborhood
1 double bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Front Royal
Mountain View Bungalow
1 bedroom, 1 bed, 1 bathroom
29 Oct – 3 Nov
4.98 out of 5 average rating, 46 reviews
Guest favourite
Home in Winchester
City Charmer minutes from Old Town
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 294 reviews
Top guest favourite
Home in Winchester
Bear Drop Inn, walking trails, pond, Winchester
4 bedrooms, 7 beds, 3.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 25 reviews
Townhouse in Winchester
Modern Mid-Century Townhome w Deck near festivals
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Nov
4.58 out of 5 average rating, 12 reviews
Top guest favourite
Home in Star Tannery
Scenic Mountain Side House to Unplug
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Strasburg
Shenandoah Fort Valley Mountain Retreat*Whole Home
3 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Cabin in Strasburg
A Cabin Hideway
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 97 reviews
Guest favourite
Home in Front Royal
A Place of Grace - River Front
3 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
4.87 out of 5 average rating, 116 reviews
Guest favourite
Home in Front Royal
The Tree House on the River- sleeps 4, dog allowed
1 bedroom, 2 queen beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 96 reviews
Guest favourite
Home in Middletown
Mountain View Moto Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Dec
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Guest suite in Front Royal
Chapel View Nest: Patio, Firepit and Views.
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 164 reviews