A mountainous landscape with autumn foliage.

Stephens City Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Stephens City vacation rentals

Terrace/patio

1. Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
10.0 out of 10, Exceptional, (14 reviews)
"The house was wonderfully situated and stocked for our needs. It is very well kept and decorated. We enjoyed our stay very much!"
United States
Shawn P.
The price is AED 533
AED 675 total
includes taxes & fees
28 Sep - 29 Sep
Luxury tiny home farm stay on historic property with hot tub in Stephens City
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

2. Chalet w/Hot Tub, Deck, Game Room & EV Charger

Chalet w/Hot Tub, Deck, Game Room & EV Charger
Stephens City
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful 10-day stay with our dogs at this beautiful property. The area is great, with quick access to many things. There are many really nice, small details about the home that we enjoyed. The large table was great for our 3000-piece puzzle, and the dogs enjoyed running around the property and down by the creek. Everything was very clean, and the kitchen, although low on cooking supplies, was very nice for cooking our meals. Sadly, it rained almost every day, but we were able to enjoy...
United States
Brian F.
The price is AED 1,076
AED 1,829 total
includes taxes & fees
7 Oct - 8 Oct
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Terrace/patio

3. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (42 reviews)
"Perfect place- would stay here again."
United States
HEMANT S.
The price is AED 496
AED 814 total
includes taxes & fees
27 Sep - 28 Sep
Mountain View Bungalow in Front Royal
TV

4. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district."
United States
Timothy B.
The price is AED 544
AED 953 total
includes taxes & fees
27 Sep - 28 Sep
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
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, (16 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
29 Sep - 30 Sep
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Exterior

6. Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.6 out of 10, Exceptional, (9 reviews)
"The property was exceptional and very comfortable. We enjoyed the amenities. We would book it for future trips again."
United States
Carolyn F.
The price is AED 727
AED 1,282 total
includes taxes & fees
27 Sep - 28 Sep
Cameron Charmer pristine downtown apt with double master suites
Living area

7. Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is AED 654
AED 1,190 total
includes taxes & fees
1 Oct - 2 Oct
Morocco Loft 2BR overlooking city walking mall
Private kitchen

8. Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Old Town Winchester
10.0 out of 10, Exceptional, (12 reviews)
"Perfect location and unique and charming house."
United States
Heather O.
The price is AED 716
AED 928 total
includes taxes & fees
27 Sep - 28 Sep
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Smart TV

9. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.2 out of 10, Wonderful, (18 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
The price is AED 680
AED 1,223 total
includes taxes & fees
27 Sep - 28 Sep
Nostalgia Lane in the heart of the city
Smart TV, fireplace

10. Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.6 out of 10, Exceptional, (8 reviews)
"amazing location, felt like home, lots of space!"
United States
Brandi M.
The price is AED 815
AED 1,440 total
includes taxes & fees
27 Sep - 28 Sep
Scarborough Fair walk to downtown two story apt
Dining

11. WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (10 reviews)
"Great location…"
United States
John P.
The price is AED 753
AED 1,361 total
includes taxes & fees
4 Oct - 5 Oct
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, books

12. Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.4 out of 10, Very good, (6 reviews)
"Loved being so close to the old town; was able to walk to a lot of places. Great to have an assigned parking spot in a lot behind the building. Enjoyed staying here a lot!"
United States
Leslie L.
The price is AED 507
AED 845 total
includes taxes & fees
27 Sep - 28 Sep
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Interior

13. Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.8 out of 10, Excellent, (3 reviews)
"Easy space for a 2 person weekend getaway, very close within walking distance to food, shops, breweries, etc"
United States
Jameson D.
The price is AED 404
AED 707 total
includes taxes & fees
27 Sep - 28 Sep
Rosamond nice downtown studio apt
Fridge, microwave, oven, stovetop

14. The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.6 out of 10, Good, (8 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
The price is AED 301
AED 938 total
includes taxes & fees
28 Sep - 29 Sep
The Queen of Winchester Three Bedroom with Upper Level Deck
Exterior

15. Shenandoah River House | 3BR - Private Dock - Pets

Shenandoah River House | 3BR - Private Dock - Pets
Front Royal
The price is AED 514
AED 1,527 total
includes taxes & fees
27 Sep - 28 Sep
Shenandoah River House | 3BR - Private Dock - Pets
Private kitchen

16. Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything

Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything
Old Town Winchester
The price is AED 691
AED 1,294 total
includes taxes & fees
18 Oct - 19 Oct
Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything
Exterior detail

17. The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
7.0 out of 10, Good, (2 reviews)
"Everything went smoothly. Easy stay. Clean. Small efficiency with futon for bed."
United States
Greg A.
The Stock Exchange downtown 3rd floor studio apt
WiFi

18. Downtown Apt 3 • 2BR • Near Park & River • Private

Downtown Apt 3 • 2BR • Near Park & River • Private
Front Royal
The price is AED 597
AED 1,072 total
includes taxes & fees
4 Oct - 5 Oct
Downtown Apt 3 • 2BR • Near Park & River • Private
Iron/ironing board, WiFi, bed sheets

19. Downtown Apt.1 • 2BR/2BA• Near Park/River• Private

Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
Front Royal
The price is AED 617
AED 1,144 total
includes taxes & fees
4 Oct - 5 Oct
Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
Exterior detail

20. The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The price is AED 422
AED 707 total
includes taxes & fees
30 Sep - 1 Oct
The Blue Door steps from Handley Library
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 Stephens City Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

8/10 Good
"Friendly people."
Kathryn 1-night trip
Posted 1 hour ago
Hampton Inn Martinsburg

Frequently asked questions

Are there vacation rentals in Stephens City?

Yes, there are vacation rentals in Stephens City near Appleland Sports Center, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Stephens City has a good selection of restaurants. Make sure you have time to check out the shopping and wineries during your trip.

What are some of the best vacation rentals that Stephens City has to offer?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: Visitors like this Stephens City vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Stephens City?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Stephens City stay.

What’s there to see and do in Stephens City?

While exploring the area, visit family-friendly sights like Appleland Sports Center, or get outside and enjoy nature at Lake Frederick Boat Launch. In the larger area, you’ll find Valerie Hill Winery and Dinosaur Land.

What’s a vacation rental in Stephens City like?

A vacation rental is a private property where you can stay for short or long periods in Stephens City. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.