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Search results; Over 1,000 homes in Middletown

Superhost
Home in Middletown
Cozy Reliance Retreat with Beautiful Views
1 bedroom, 2 beds, 1 private bathroom
11–16 Oct
,
4.9 out of 5 average rating, 157 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
Superhost
Cabin in Front Royal
Whispering Tides River Cabin | *Skyline, Vineyards
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Hotel in Middletown
Wayside Inn (Room # 19) Massanutten Guest Room
1 bedroom, 1 double bed, 1 bathroom
15–20 Sept
4.77 out of 5 average rating, 60 reviews
Superhost
Home in Front Royal
Trailside Retreat w/ Hot Tub, Sauna, Fireplace
4 bedrooms, 4 queen beds, 4 bathrooms
15–20 Sept
New place to stay
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
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
Aunt Tim's Farmhouse
5 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 163 reviews
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
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
Top guest favourite
Room in Stephens City
Twin Room in Quiet Neighborhood
1 bed, 1 bathroom
19–24 Sept
4.91 out of 5 average rating, 43 reviews
Top guest favourite
Religious building in Stephens City
The Sanctuary in the Shenandoah Valley
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 136 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
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
Cabin in Strasburg
The Haven at Turkey Run • Hot Tub, Fire Pit, Games
3 bedrooms, 3 king beds, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Winchester
Downtowner
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 359 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
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