Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Middletown
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
National parks
Countryside
Cabins
Lake
Amazing views
Farms
Skiing
Amazing pools
Play
Rooms
Vineyards
Tiny homes
Chef's kitchens
Trending
Bed & breakfasts
Lakefront
Design
New
Camping
Ski-in/out
Golfing
A-frames
Barns
Tree houses
Yurts
Off the grid
Mansions
Grand pianos
Filters
0
Show map
Search results; Over 1,000 places in Middletown
Over 1,000 places in Middletown
Home in Middletown
Cozy Farmhouse
Apr. 19 – 24
Apr. 19 – 24
$223 CAD
$188 CAD
night
$188 CAD per night, originally $223 CAD
·
$941 CAD total
$941 CAD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Home in Stephens City
Seven Oaks Large Gathering Recreation Paradise
10 beds
10 beds
Apr. 22 – 27
Apr. 22 – 27
$1,235 CAD
$1,119 CAD
night
$1,119 CAD per night, originally $1,235 CAD
·
$5,594 CAD total
$5,594 CAD total
Show price breakdown
4.98 out of 5 average rating, 56 reviews
4.98 (56)
Guest favourite
Guest favourite
Home in Middletown
Cozy Retreat in Reliance with beautiful views
2 beds
2 beds
May 6 – 11
May 6 – 11
$275 CAD
$248 CAD
night
$248 CAD per night, originally $275 CAD
·
$1,240 CAD total
$1,240 CAD total
Show price breakdown
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Home in Strasburg
Cedar Creek Wayside Castle
4 beds
4 beds
Apr. 29 – May 4
Apr. 29 – May 4
$676 CAD
$555 CAD
night
$555 CAD per night, originally $676 CAD
·
$2,773 CAD total
$2,773 CAD total
Show price breakdown
4.75 out of 5 average rating, 222 reviews
4.75 (222)
Guest favourite
Guest favourite
Home in Middletown
Mountain View Moto Retreat
3 beds
3 beds
Apr. 21 – 26
Apr. 21 – 26
$208 CAD
night
$208 CAD per night
·
$1,040 CAD total
$1,040 CAD total
Show price breakdown
4.86 out of 5 average rating, 29 reviews
4.86 (29)
Guest favourite
Guest favourite
Home in Strasburg
Historic 250 Year Old Strasburg Home
4 beds
4 beds
Apr. 20 – 25
Apr. 20 – 25
$368 CAD
night
$368 CAD per night
·
$1,839 CAD total
$1,839 CAD total
Show price breakdown
4.99 out of 5 average rating, 170 reviews
4.99 (170)
Superhost
Superhost
Home in Middletown
The Blue House
5 beds
5 beds
Apr. 21 – 26
Apr. 21 – 26
$308 CAD
night
$308 CAD per night
·
$1,538 CAD total
$1,538 CAD total
Show price breakdown
4.79 out of 5 average rating, 91 reviews
4.79 (91)
Superhost
Superhost
Home in Strasburg
Shenandoah Siesta
4 beds
4 beds
Apr. 20 – 25
Apr. 20 – 25
$313 CAD
night
$313 CAD per night
·
$1,565 CAD total
$1,565 CAD total
Show price breakdown
4.89 out of 5 average rating, 228 reviews
4.89 (228)
Guest favourite
Guest favourite
Home in Strasburg
Spacious Historical Manor
7 beds
7 beds
Apr. 28 – May 3
Apr. 28 – May 3
$267 CAD
$250 CAD
night
$250 CAD per night, originally $267 CAD
·
$1,251 CAD total
$1,251 CAD total
Show price breakdown
4.82 out of 5 average rating, 33 reviews
4.82 (33)
Guest favourite
Guest favourite
7
Reviews
5.0
Rating
6
Months hosting
Room in Strasburg
Stay with Stacey
Stay with Stacey
Shenandoah Shangri-La
Apr. 20 – 25
Apr. 20 – 25
$147 CAD
night
$147 CAD per night
·
$737 CAD total
$737 CAD total
Show price breakdown
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Winchester
Newly Renovated Cozy Cottage
1 queen bed
1 queen bed
Jun. 16 – 21
Jun. 16 – 21
$152 CAD
night
$152 CAD per night
·
$762 CAD total
$762 CAD total
Show price breakdown
4.9 out of 5 average rating, 184 reviews
4.9 (184)
Guest favourite
Guest favourite
22
Reviews
5.0
Rating
1
Year hosting
Room in Winchester
Stay with Holly
Stay with Holly
Winchester Private Room
Apr. 20 – 25
Apr. 20 – 25
$99 CAD
night
$99 CAD per night
·
$496 CAD total
$496 CAD total
Show price breakdown
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Guest favourite
Guest favourite
Home in Strasburg
Shenandoah Valley Mountain House Entire Home
6 beds
6 beds
Apr. 29 – May 4
Apr. 29 – May 4
$281 CAD
night
$281 CAD per night
·
$1,406 CAD total
$1,406 CAD total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
10
Reviews
5.0
Rating
7
Months hosting
Room in Stephens City
Stay with Clara
Stay with Clara
Room in Quiet Neighborhood
Apr. 20 – 25
Apr. 20 – 25
$81 CAD
night
$81 CAD per night
·
$407 CAD total
$407 CAD total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Strasburg
River retreat, Kayak, Firepit, Stars, No clean fee
9 beds
9 beds
Apr. 22 – 27
Apr. 22 – 27
$432 CAD
night
$432 CAD per night
·
$2,158 CAD total
$2,158 CAD total
Show price breakdown
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Front Royal
Mountain Views in Buena Vista Farm
Apr. 27 – May 2
Apr. 27 – May 2
$313 CAD
$257 CAD
night
$257 CAD per night, originally $313 CAD
·
$1,283 CAD total
$1,283 CAD total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Stephens City
The Sanctuary in the Shenandoah Valley
6 beds
6 beds
May 18 – 23
May 18 – 23
$451 CAD
night
$451 CAD per night
·
$2,257 CAD total
$2,257 CAD total
Show price breakdown
4.96 out of 5 average rating, 114 reviews
4.96 (114)
Guest favourite
Guest favourite
Home in Strasburg
Mint Cottage
3 beds
3 beds
Jun. 21 – 26
Jun. 21 – 26
$312 CAD
night
$312 CAD per night
·
$1,561 CAD total
$1,561 CAD total
Show price breakdown
5.0 out of 5 average rating, 15 reviews
5.0 (15)
1
2
3
4
…
15
