Stephens City Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Stephens City vacation rentals

A hot tub in front of a wooden cabin with a tree in the background.

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, (15 reviews)
"This tiny house was an absolute dream to stay at! Jen is very attentive to detail- everything from the decor to the thoughtful welcome basket and supplying a feed bucket for the farm animals was perfection. My kids requested our next vacation just be there instead! "
United States
Laura H.
The price is SAR 544
SAR 656 total
includes taxes & fees
16 Nov - 17 Nov
Luxury tiny home farm stay on historic property with hot tub in Stephens City
A modern kitchen with stainless steel appliances, white cabinetry, and a central island.

2. 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 282
SAR 879 total
includes taxes & fees
9 Nov - 10 Nov
The Queen of Winchester Three Bedroom with Upper Level Deck
A hallway with a wooden staircase, a hanging light fixture, and a welcome mat.

3. 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 SAR 413
SAR 689 total
includes taxes & fees
12 Nov - 13 Nov
Rosamond nice downtown studio apt
A wooden deck with white railings and a covered porch area.

4. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (48 reviews)
"Very cute and clean home. The location was great and Vanessa was awesome to work with"
United States
Diedra
The price is SAR 507
SAR 769 total
includes taxes & fees
8 Nov - 9 Nov
Mountain View Bungalow in Front Royal
A lakeside property with a dock, a wooden deck, and a house surrounded by dense greenery.

5. Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6

Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6
Front Royal
10.0 out of 10, Exceptional, (2 reviews)
"The gravel road to get to the properly is an adventure. The owner described it perfectly."
United States
Denise A.
The price is SAR 520
SAR 1,409 total
includes taxes & fees
9 Nov - 10 Nov
Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6
A living room with a sofa, ottoman, lamp, and a mirror.

6. 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 SAR 668
SAR 1,161 total
includes taxes & fees
9 Nov - 10 Nov
Morocco Loft 2BR overlooking city walking mall
A living room with a blue sofa, a wooden coffee table, a white armchair, and a dining area with a mirror and flowers.

7. 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 SAR 518
SAR 838 total
includes taxes & fees
15 Nov - 16 Nov
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

8. 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
8.8 out of 10, Excellent, (5 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 931 total
includes taxes & fees
24 Nov - 25 Nov
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
A modern, dark-colored triangular building with a balcony and outdoor seating area.

9. 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, (11 reviews)
"A wonderful place to relax and enjoy being with family or friends, with lots of room for the dogs to run and play!"
United States
Laura V.
The price is SAR 715
SAR 1,429 total
includes taxes & fees
30 Nov - 1 Dec
Chalet w/Hot Tub, Deck, Game Room & EV Charger
A building with a red door, white trim, and a small balcony with a metal railing.

10. 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 710 total
includes taxes & fees
15 Nov - 16 Nov
The Stock Exchange downtown 3rd floor studio apt
A two-story house with a front porch, a mailbox, and a number plate.

11. Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.8 out of 10, Exceptional, (11 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 SAR 743
SAR 1,250 total
includes taxes & fees
10 Nov - 11 Nov
Cameron Charmer pristine downtown apt with double master suites
A modern kitchen with white cabinetry, a central island, a dining area with a wooden table and chairs, and a built-in oven.

12. 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, (17 reviews)
"Perfect location and unique and charming house."
United States
Heather O.
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
A black door with the number 415, a window, and a hanging flower basket.

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

Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
Front Royal
10.0 out of 10, Exceptional, (1 review)
"Perfect for a quick stay over when going to shenedoah natl park. Location is awesome. Very clean and spacious! Highly recommend!"
United States
Maureen N.
The price is SAR 631
SAR 1,107 total
includes taxes & fees
19 Nov - 20 Nov
Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
A sign for Shenandoah National Park's North Entrance.

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

Downtown Apt 3 • 2BR • Near Park & River • Private
Front Royal
10.0 out of 10, Exceptional, (1 review)
"This property is absolutely perfect: great location for walking through the historic part of town, close to food & fun, very well appointed (right down to quality toilet paper!) & perfectly clean. Yuliya responded very quickly from the moment I made the reservation to checkout. We would stay again for sure! Thank you, Yuliya & Mark!"
United States
kim B.
The price is SAR 610
SAR 1,030 total
includes taxes & fees
12 Nov - 13 Nov
Downtown Apt 3 • 2BR • Near Park & River • Private
A living room with a sofa, armchair, coffee table, and a television.

15. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
8.8 out of 10, Excellent, (21 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 694
SAR 1,148 total
includes taxes & fees
8 Nov - 9 Nov
Nostalgia Lane in the heart of the city
A hot tub area with a view of a lake and trees, surrounded by ornate black metal railings and decorative lanterns.

16. 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 SAR 1,098
SAR 1,481 total
includes taxes & fees
8 Nov - 9 Nov
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
A sign for Shenandoah National Park's North Entrance.

17. Downtown Apt 2 • 2BR • Near Park & River • Private

Downtown Apt 2 • 2BR • Near Park & River • Private
Front Royal
The price is SAR 610
SAR 1,098 total
includes taxes & fees
10 Nov - 11 Nov
Downtown Apt 2 • 2BR • Near Park & River • Private
A wooden cabin with a metal roof, surrounded by trees, and featuring outdoor seating and a fire pit.

18. Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Front Royal
9.6 out of 10, Exceptional, (9 reviews)
"Unique accommodation overlooking a beautiful valley with many convenient modern features such as a EV charger provider"
United States
Paul S.
The price is SAR 1,579
SAR 1,804 total
includes taxes & fees
9 Nov - 10 Nov
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
A two-story house with a balcony, surrounded by trees and snow.

19. Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
9.4 out of 10, Exceptional, (11 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is SAR 544
SAR 1,014 total
includes taxes & fees
6 Dec - 7 Dec
Cozy A frame cabin in quaint Front Royal. Dog friendly
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

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal

10/10 Excellent

Cleaned, maintained hotel near many conveniences.
United States
JoEllen
Reviewed October 20, 2026
TownePlace Suites by Marriott Front Royal

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 Shenandoah River. 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.