A mountainous landscape with autumn foliage.

Stephens City Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 AED 533
AED 642 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 AED 275
AED 894 total
includes taxes & fees
29 Nov - 30 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.
Rosamond nice downtown studio apt
A modern living room with a sofa, a coffee table, and a lamp. There is a kitchen area in the background with cabinets and a painting on the wall.

4. Executive Suites

Executive Suites
3.0 star property
Winchester
The price is AED 927
AED 1,050 total
includes taxes & fees
10 Nov - 11 Nov
Executive Suites
A wooden deck with white railings and a covered porch area.

5. Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (50 reviews)
"Very cute and clean home. The location was great and Vanessa was awesome to work with"
United States
Diedra
The price is AED 496
AED 785 total
includes taxes & fees
22 Nov - 23 Nov
Mountain View Bungalow in Front Royal
A lakeside property with a dock, a wooden deck, and a house surrounded by dense greenery.

6. 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 AED 494
AED 1,416 total
includes taxes & fees
10 Nov - 11 Nov
Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6
A modern, dark-colored triangular building with a balcony and outdoor seating area.

7. 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 AED 710
AED 1,370 total
includes taxes & fees
30 Nov - 1 Dec
Chalet w/Hot Tub, Deck, Game Room & EV Charger
A living room with a blue sofa, a wooden coffee table, a white armchair, and a dining area with a mirror and flowers.

8. 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 820 total
includes taxes & fees
8 Dec - 9 Dec
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.

9. 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 AED 544
AED 911 total
includes taxes & fees
10 Dec - 11 Dec
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
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 AED 404
AED 695 total
includes taxes & fees
12 Nov - 13 Nov
The Stock Exchange downtown 3rd floor studio apt
A living room with a sofa, ottoman, lamp, and a mirror.

11. 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 588
AED 1,054 total
includes taxes & fees
10 Nov - 11 Nov
Morocco Loft 2BR overlooking city walking mall
A two-story house with a front porch, a mailbox, and a number plate.

12. 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 AED 727
AED 1,223 total
includes taxes & fees
10 Nov - 11 Nov
Cameron Charmer pristine downtown apt with double master suites
A sign for Shenandoah National Park's North Entrance.

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

Downtown Apt 2 • 2BR • Near Park & River • Private
Front Royal
The price is AED 597
AED 1,070 total
includes taxes & fees
10 Nov - 11 Nov
Downtown Apt 2 • 2BR • Near Park & River • Private
A black door with the number 415, a window, and a hanging flower basket.

14. 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.
Downtown Apt.1 • 2BR/2BA• 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
9.0 out of 10, Wonderful, (22 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 1,124 total
includes taxes & fees
15 Nov - 16 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 AED 1,074
AED 1,523 total
includes taxes & fees
10 Nov - 11 Nov
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
A sign for Shenandoah National Park's North Entrance.

17. 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.
Downtown Apt 3 • 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 AED 1,545
AED 1,838 total
includes taxes & fees
11 Nov - 12 Nov
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
A garden with a wooden swing set and a circular seating area.

19. Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (57 reviews)
"We enjoyed our stay here. The property was lovely and the house was nicely stocked and decorated. We will definitely stay again when in the area!"
United States
Marsha N.
The price is AED 588
AED 1,142 total
includes taxes & fees
29 Nov - 30 Nov
Newly renovated Farm cottage with Mountain views
A two-story house with a balcony, surrounded by trees and snow.

20. 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 AED 533
AED 989 total
includes taxes & fees
11 Nov - 12 Nov
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

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Petit déjeuner disponible dès 6:00AM. Parfait pour reprendre la route tôt. Aussi, tout prêt d’un resto Texas House."
Jacques 1-night trip
Posted 3 hours ago
Quality Inn 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?

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.