Holiday Rentals in Stephens City

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Holiday Rentals in Stephens City

Rosamond nice downtown studio apt

Winchester Historic District
8.0 out of 10, Very good, (2)
"Small but appropriately priced."
United States
John M.
The price is €170
includes taxes & fees
30 Nov - 1 Dec
Rosamond nice downtown studio apt

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

Stephens City
9.2 out of 10, Wonderful, (7)
"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "
United States
Maureen W.
The price is €258
includes taxes & fees
30 Nov - 1 Dec
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

Cozy English Basement Apt quiet but close to downtown

Winchester
9.6 out of 10, Exceptional, (7)
"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 traveller
The price is €155
includes taxes & fees
21 Dec - 22 Dec
Cozy English Basement Apt quiet but close to downtown

Morocco Loft 2BR overlooking city walking mall

2.0 star property
Old Town Winchester
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
The price is €285
includes taxes & fees
30 Nov - 1 Dec
Morocco Loft 2BR overlooking city walking mall

Mountain View Bungalow in Front Royal

Front Royal
10.0 out of 10, Exceptional, (10)
"Excelente propiedad "
Mexico
Miguel
The price is €197
includes taxes & fees
10 Dec - 11 Dec
Mountain View Bungalow in Front Royal

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

2.0 star property
Stephens City
The price is €145
includes taxes & fees
17 Dec - 18 Dec
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Very charming & spacious 2 bedrm

Winchester
The price is €135
includes taxes & fees
7 Dec - 8 Dec
Very charming & spacious 2 bedrm

Yellow Submarine trendy basement apt and courtyard

Old Town Winchester
9.4 out of 10, Exceptional, (3)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is €227
includes taxes & fees
28 Dec - 29 Dec
Yellow Submarine trendy basement apt and courtyard

Big Sunny Family House

Front Royal
10.0 out of 10, Exceptional, (40)
"Wonderful house and town! Loved every minute of our trip! "
United States
MaryAnn G.
The price is €385
includes taxes & fees
2 Dec - 3 Dec
Big Sunny Family House

Cozy 2-bedroom condo in charming Stephens City

Stephens City
9.0 out of 10, Wonderful, (2)
"This was the perfect location for our little get away. We had Easter lunch, played games, and stayed in a very clean nice place!!"
United States
Heather H.
The price is €208
includes taxes & fees
29 Dec - 30 Dec
Cozy 2-bedroom condo in charming Stephens City

Cameron Charmer pristine downtown apt with double master suites

Winchester
9.4 out of 10, Exceptional, (6)
"Nice house in a good central location. "
United States
Mitchell V.
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Cameron Charmer pristine downtown apt with double master suites

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

Old Town Winchester
9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is €310
includes taxes & fees
30 Nov - 1 Dec
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Nostalgia Lane in the heart of the city

Old Town Winchester
9.0 out of 10, Wonderful, (14)
"Great location in the heart of Winchester. Walking distance to everything. "
United States
Andrew N.
The price is €294
includes taxes & fees
29 Dec - 30 Dec
Nostalgia Lane in the heart of the city

Scarborough Fair walk to downtown two story apt

Old Town Winchester
9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
The price is €346
includes taxes & fees
30 Nov - 1 Dec
Scarborough Fair walk to downtown two story apt

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Old Town Winchester
The price is €344
includes taxes & fees
30 Nov - 1 Dec
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Pirate's Cove River Front Oasis, Group Adventure

Warren County
10.0 out of 10, Exceptional, (4)
"The entire property was spectacular!!! We had a fantastic time and Aaron and Melissa were wonderful with communication. We didn't want to leave Pirates Cove and we can't wait to stay again!"
United States
Melany S.
The price is €1,138
includes taxes & fees
30 Nov - 1 Dec
Pirate's Cove River Front Oasis, Group Adventure

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

Front Royal
10.0 out of 10, Exceptional, (6)
"Great hidden gem, something very cool and special about this place, highly recommend!!"
United States
tinker b.
The price is €400
includes taxes & fees
8 Dec - 9 Dec
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Log Cabin w/ Hot Tub & Waterfront Patio!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is €291
includes taxes & fees
8 Dec - 9 Dec
Log Cabin w/ Hot Tub & Waterfront Patio!

Aslan's How - Cabin with Valley Views & Hot Tub!

2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is €336
includes taxes & fees
10 Dec - 11 Dec
Aslan's How - Cabin with Valley Views & Hot Tub!
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

Find out more about Stephens City

Everything you need to know about Stephens City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stephens City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stephens City holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stephens City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stephens City. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stephens City holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stephens City holiday rentals we have selected for you start as low as €210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stephens City rentals

At Expedia, we put the best Stephens City holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stephens City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stephens City holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stephens City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Stephens City?

Yes, there are holiday rentals in Stephens City close to Appleland Sports Center, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Stephens City has to offer?

Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Stephens City is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Stephens City?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Valerie Hill Winery and Dinosaur Land.

What’s a holiday rental in Stephens City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stephens City. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.