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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Winchester cottages

Property grounds

1. Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA

Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Front Royal
The price is AED 848
AED 1,012 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Exterior

2. Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is AED 545
AED 825 total
includes taxes & fees
18 Aug - 19 Aug
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Terrace/patio

3. All-Inclusive 4BR | Mountain Views | Hot Tub

All-Inclusive 4BR | Mountain Views | Hot Tub
Front Royal
All-Inclusive 4BR | Mountain Views | Hot Tub
Terrace/patio

4. Apple Mountain House | Hot Tub | Game Room

Apple Mountain House | Hot Tub | Game Room
Front Royal
9.6 out of 10, Exceptional, (15 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is AED 716
AED 1,957 total
includes taxes & fees
31 Aug - 1 Sep
Apple Mountain House | Hot Tub | Game Room
Outdoor spa tub

5. Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (15 reviews)
"Unique and adorable little place on the river. Perfectly clean and comfortable. We would definitely book again!"
United States
Hailey
The price is AED 1,074
AED 1,601 total
includes taxes & fees
18 Aug - 19 Aug
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Terrace/patio

6. The VUE | Mountaintop 4BR | Hot Tub & Views

The VUE | Mountaintop 4BR | Hot Tub & Views
Front Royal
10.0 out of 10, Exceptional, (23 reviews)
"Amazing location! Clean and well kept! Wonderful experience!"
United States
Kaylyn K.
The price is AED 1,241
AED 2,402 total
includes taxes & fees
17 Aug - 18 Aug
The VUE | Mountaintop 4BR | Hot Tub & Views
Exterior

7. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AED 367
AED 1,259 total
includes taxes & fees
18 Aug - 19 Aug
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor spa tub

8. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"This was a lovely rental in a breathtaking location. My whole family gasped at that view as we came over the hill and down the driveway! Could not have asked for a more picturesque front yard, and the sunsets from the hot tub were epic. The house was very clean, comfortable, and well appointed, with two generously sized bath tubs inside and comfy beds. Great game selection (although some of the contents were mixed into the wrong boxes), and we enjoyed the ping pong table too. Communication...
United States
Lauren P.
The price is AED 404
AED 1,452 total
includes taxes & fees
10 Aug - 11 Aug
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

9. Peaceful Waterfall House -- 2 bedroom hidden treasure

Peaceful Waterfall House -- 2 bedroom hidden treasure
Berkeley Springs
9.8 out of 10, Exceptional, (14 reviews)
"House was great, though a little cold for the winter. Perfect place to get away! "
United States
Krystal A.
The price is AED 819
AED 1,271 total
includes taxes & fees
19 Aug - 20 Aug
Peaceful Waterfall House -- 2 bedroom hidden treasure
Exterior

10. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (63 reviews)
"Loved out stay! "
United States
Emilee
The price is AED 1,010
AED 1,446 total
includes taxes & fees
6 Aug - 7 Aug
18th Century Stone Cottage minutes from historic Middleburg
Terrace/patio

11. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
The price is AED 691
AED 1,789 total
includes taxes & fees
31 Aug - 1 Sep
Peaceful Lakefront Cottage with Mountain Views!
Outdoor dining

12. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (26 reviews)
"Great house! The view was amazing. Having extra kayaks was great. If you plan to use the lake, plan for 10 per person per day, that was an added expense for a family of six! "
United States
Amy H.
The price is AED 779
AED 2,193 total
includes taxes & fees
5 Aug - 6 Aug
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
1 bedroom, WiFi, bed sheets

13. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (52 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is AED 455
AED 740 total
includes taxes & fees
16 Aug - 17 Aug
The Carriage House at Carrot Top Cottage
Outdoor spa tub

14. Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (72 reviews)
"So quaint and cozy. We just had a relaxing stay and were very happy"
United States
Jane M.
Cozy Retreat - Hot tub + Mountain Views + Pets
Exterior

15. Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (28 reviews)
"We enjoyed our stay here so much and when we go back to Harper’s Ferry we hope to stay in the same place again"
United States
Zachary S.
The price is AED 802
AED 1,368 total
includes taxes & fees
5 Aug - 6 Aug
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Terrace/patio

16. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is AED 826
AED 1,453 total
includes taxes & fees
17 Aug - 18 Aug
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Outdoor dining

17. Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room

Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room
Berkeley Springs
10.0 out of 10, Exceptional, (3 reviews)
"One of the best properties I’ve rented. Everything was better than described and the description was already stellar. Highly recommend and will likely rent again. "
United States
Cyndi P.
The price is AED 531
AED 1,510 total
includes taxes & fees
17 Aug - 18 Aug
Country Road Cottage-Mountain Views + Private Hot Tub + Sauna + Game Room
Exterior

18. Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (100 reviews)
"Everything was great and the host was helpful when I locked myself out!"
United States
Jordan G.
The price is AED 588
AED 1,165 total
includes taxes & fees
26 Aug - 27 Aug
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

10/10 Excellent
"The front desk clerk early Monday evening was friendly and very helpful. I love this place and will stay here again."
Marjorie E. 1-night trip
Posted less than an hour ago
Candlewood Suites Winchester by IHG

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