A mountainous landscape with autumn foliage.

Stephens City Vacation Rentals

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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 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, (11 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 SAR 545
SAR 690 total
includes taxes & fees
10 Aug - 11 Aug
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Outdoor spa tub

2. 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 SAR 1,098
SAR 1,636 total
includes taxes & fees
9 Aug - 10 Aug
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Terrace/patio

3. Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown
Winchester
9.6 out of 10, Exceptional, (8 reviews)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveler
The price is SAR 451
SAR 749 total
includes taxes & fees
14 Aug - 15 Aug
Cozy English Basement Apt quiet but close to downtown
Terrace/patio

4. 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, (6 reviews)
The price is SAR 690
SAR 1,369 total
includes taxes & fees
2 Sep - 3 Sep
Chalet w/Hot Tub, Deck, Game Room & EV Charger
Terrace/patio

5. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (35 reviews)
"Perfect place- would stay here again."
United States
HEMANT S.
The price is SAR 507
SAR 832 total
includes taxes & fees
11 Aug - 12 Aug
Mountain View Bungalow in Front Royal
TV

6. 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 SAR 556
SAR 987 total
includes taxes & fees
13 Aug - 14 Aug
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Exterior

7. 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)
"Nice house in a good central location. "
United States
Mitchell V.
The price is SAR 744
SAR 1,328 total
includes taxes & fees
16 Aug - 17 Aug
Cameron Charmer pristine downtown apt with double master suites
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, (8 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is SAR 732
SAR 915 total
includes taxes & fees
31 Aug - 1 Sep
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Smart TV, fireplace

9. Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.8 out of 10, Exceptional, (7 reviews)
"amazing location, felt like home, lots of space!"
United States
Brandi M.
The price is SAR 834
SAR 1,472 total
includes taxes & fees
9 Aug - 10 Aug
Scarborough Fair walk to downtown two story apt
Smart TV, books

10. 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
8.8 out of 10, Excellent, (5 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 SAR 518
SAR 864 total
includes taxes & fees
31 Aug - 1 Sep
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
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 SAR 770
SAR 1,391 total
includes taxes & fees
9 Aug - 10 Aug
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Interior

12. Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.6 out of 10, Exceptional, (9 reviews)
"This was yhe perfect place for us to stay in Old Winchester. A short walk to just about everything. The apartment was clean and comfortable. We had no issues with checking in and communication was great with the property owner. We would definitely rent from them again."
United States
Stephanie L.
The price is SAR 488
SAR 808 total
includes taxes & fees
30 Aug - 31 Aug
Pretty Little Apt by the Train II
Smart TV

13. 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, (17 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 SAR 695
SAR 1,208 total
includes taxes & fees
12 Aug - 13 Aug
Nostalgia Lane in the heart of the city
Coffee/tea maker, fridge, microwave, oven

14. Bend of Brothers’ | Riverfront Cottage Shenandoah

Bend of Brothers’ | Riverfront Cottage Shenandoah
Front Royal
8.0 out of 10, Very Good, (1 review)
"This is a new place and owners have done great work . Excellent value for the money ."
United States
Dave B.
The price is SAR 929
SAR 1,828 total
includes taxes & fees
9 Aug - 10 Aug
Bend of Brothers’ | Riverfront Cottage Shenandoah
Fridge, microwave, oven, stovetop

15. 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 SAR 454
SAR 1,138 total
includes taxes & fees
9 Aug - 10 Aug
The Queen of Winchester Three Bedroom with Upper Level Deck
Smart TV

16. Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard
Old Town Winchester
7.6 out of 10, Good, (4 reviews)
"You need to add some kitchen tongs Otherwise everything was fantastic!!!"
United States
Michelle K.
Yellow Submarine trendy basement apt and courtyard
Exterior

17. Rivers Edge Retreat

Rivers Edge Retreat
Front Royal
10.0 out of 10, Exceptional, (11 reviews)
"The house was great, very clean and well appointed! The views of the river were beautiful."
United States
Patty C.
The price is SAR 1,311
SAR 1,697 total
includes taxes & fees
19 Aug - 20 Aug
Rivers Edge Retreat
Interior

18. Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very Good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is SAR 413
SAR 723 total
includes taxes & fees
25 Aug - 26 Aug
Rosamond nice downtown studio apt
Exterior detail

19. 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 price is SAR 413
SAR 753 total
includes taxes & fees
16 Aug - 17 Aug
The Stock Exchange downtown 3rd floor studio apt
Private kitchen

20. 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 SAR 706
SAR 1,276 total
includes taxes & fees
31 Aug - 1 Sep
Dragonfly Inn II Fabulous 2BR 1BA modern downtown apt walk to everything
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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"It was a great place to stay for our vacation."
Gifty 4-night trip
Posted 4 hours ago
Spark by Hilton Winchester

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?

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: Visitors like this Stephens City vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Stephens City?

With 4 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.