Stephens City Holiday Rentals

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Holiday Rentals in Stephens City

Apartment in Winchester

The price is AU$218
includes taxes & fees
14 Dec - 15 Dec
Very charming & spacious 2 bedrm

Apartment in Winchester Historic District

8.0 out of 10, Very good, (2)
"Small but appropriately priced."
United States
John M.
The price is AU$293
includes taxes & fees
10 Dec - 11 Dec
Rosamond nice downtown studio apt

Apartment in Old Town Winchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
The price is AU$493
includes taxes & fees
10 Dec - 11 Dec
Morocco Loft 2BR overlooking city walking mall

Holiday Home in 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 AU$482
includes taxes & fees
17 Dec - 18 Dec
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

Apartment in Winchester Historic District

2.0 star property
8.6 out of 10, Excellent, (4)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
United States
matthew r.
The price is AU$357
includes taxes & fees
18 Dec - 19 Dec
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Apartment in Old Town Winchester

7.6 out of 10, Good, (4)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is AU$391
includes taxes & fees
10 Dec - 11 Dec
Yellow Submarine trendy basement apt and courtyard

Holiday Home in Winchester

9.4 out of 10, Exceptional, (6)
"Nice house in a good central location. "
United States
Mitchell V.
The price is AU$531
includes taxes & fees
10 Dec - 11 Dec
Cameron Charmer pristine downtown apt with double master suites

Apartment in Old Town Winchester

9.0 out of 10, Wonderful, (14)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is AU$505
includes taxes & fees
10 Dec - 11 Dec
Nostalgia Lane in the heart of the city

Cabin in Stephens City

2.0 star property
The price is AU$250
includes taxes & fees
17 Dec - 18 Dec
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Apartment in Winchester Historic District

2.0 star property
6.0 out of 10, (1)
The price is AU$302
includes taxes & fees
18 Dec - 19 Dec
The Stock Exchange downtown 3rd floor studio apt

Holiday Home in Front Royal

10.0 out of 10, Exceptional, (11)
"My husband and I stayed here for a short weekend vacation in Shenandoah. It’s a very cute, clean, and cozy home. We loved the front porch and the view. We had a small mishap with our combination when we first arrived, but the host was very quick to respond and it was resolved in only a few minutes. My husband and I would both stay here again! "
United States
sara h.
The price is AU$337
includes taxes & fees
10 Dec - 11 Dec
Mountain View Bungalow in Front Royal

Apartment in 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 AU$564
includes taxes & fees
10 Dec - 11 Dec
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Apartment in 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 AU$596
includes taxes & fees
10 Dec - 11 Dec
Scarborough Fair walk to downtown two story apt

Holiday Home in 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 AU$667
includes taxes & fees
15 Dec - 16 Dec
Big Sunny Family House

Apartment in Old Town Winchester

The price is AU$593
includes taxes & fees
10 Dec - 11 Dec
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is AU$498
includes taxes & fees
10 Dec - 11 Dec
Log Cabin w/ Hot Tub & Waterfront Patio!

Cottage in Fort Valley

9.8 out of 10, Exceptional, (53)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is AU$368
includes taxes & fees
15 Dec - 16 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets

Cabin in Harpers Ferry

2.0 star property
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 AU$574
includes taxes & fees
10 Dec - 11 Dec
Aslan's How - Cabin with Valley Views & Hot Tub!

Cabin in Woodstock

10.0 out of 10, Exceptional, (17)
"Fantastic as always, wonderful place and wonderful host!"
United States
Milton W.
The price is AU$344
includes taxes & fees
10 Dec - 11 Dec
Rivah Retreat -River Front- Fishing -Hot tub

Cottage in Front Royal

2.0 star property
9.8 out of 10, Exceptional, (10)
"Love the view and beautiful appointed decor throughout the home…"
United States
Lynn M.
The price is AU$543
includes taxes & fees
10 Dec - 11 Dec
The Vue - Mountain top hot tub overlooking the Shenandoah River
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, 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 favourite 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 depend 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 AU$347 per night. Entering your travel dates in the search wizard might find you 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.