Stephens City Holiday Rentals

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Our top choices for Stephens City holiday rentals

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, (2 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is AU$234
includes taxes & fees
23 Mar - 24 Mar
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (15 reviews)
"Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!"
United States
Brian B.
The price is AU$309
includes taxes & fees
17 Mar - 18 Mar
Mountain View Bungalow in Front Royal

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Front Royal
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful location. We were able to walk to restaurants and had a short drive to great hiking at Shenandoah National Park. "
United States
Mary F.
The price is AU$533
includes taxes & fees
17 Mar - 18 Mar
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Dog-Friendly Cottage w Playground, Grill & Games

Dog-Friendly Cottage w Playground, Grill & Games
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative "
United States
Corrin D.
The price is AU$401
includes taxes & fees
22 Mar - 23 Mar
Dog-Friendly Cottage w Playground, Grill & Games

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, (15 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is AU$474
includes taxes & fees
15 Mar - 16 Mar
Nostalgia Lane in the heart of the city

Big Sunny Family House

Big Sunny Family House
Front Royal
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful house and town! Loved every minute of our trip! "
United States
MaryAnn G.
The price is AU$533
includes taxes & fees
25 Mar - 26 Mar
Big Sunny Family House

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is AU$457
includes taxes & fees
17 Mar - 18 Mar
Morocco Loft 2BR overlooking city walking mall

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 AU$273
includes taxes & fees
31 Mar - 1 Apr
Rosamond nice downtown studio apt

Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.8 out of 10, Exceptional, (7 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 AU$310
includes taxes & fees
12 Apr - 13 Apr
Pretty Little Apt by the Train II

Indigo Blue modern open vibe on tree lined street

Indigo Blue modern open vibe on tree lined street
Winchester Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Perfect for our needs for our daughter’s graduation!"
United States
Chris and Michelle P.
The price is AU$556
includes taxes & fees
15 Mar - 16 Mar
Indigo Blue modern open vibe on tree lined street

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

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
Stephens City
9.4 out of 10, Exceptional, (8 reviews)
"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$388
includes taxes & fees
17 Mar - 18 Mar
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
6.0 out of 10, (1 review)
The price is AU$283
includes taxes & fees
26 Mar - 27 Mar
The Stock Exchange downtown 3rd floor studio apt

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Front Royal
9.8 out of 10, Exceptional, (14 reviews)
"Excellent place to stay. Shelly is an excellent host. Nice location "
United States
Lisa H.
The price is AU$599
includes taxes & fees
15 Mar - 16 Mar
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is AU$265
includes taxes & fees
5 Apr - 6 Apr
Very charming & spacious 2 bedrm

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
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is AU$330
includes taxes & fees
31 Mar - 1 Apr
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

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)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is AU$358
includes taxes & fees
22 Mar - 23 Mar
Yellow Submarine trendy basement apt and courtyard

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, (6 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is AU$527
includes taxes & fees
15 Mar - 16 Mar
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

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, (6 reviews)
"Excellent location, easy walk to most of the Old Town area. Michele is a great host, will definitely stay here again if in the area. "
United States
Larry E.
The price is AU$545
includes taxes & fees
15 Mar - 16 Mar
Scarborough Fair walk to downtown two story apt

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

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Old Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is AU$538
includes taxes & fees
15 Mar - 16 Mar
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

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

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Front Royal
10.0 out of 10, Exceptional, (7 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 AU$609
includes taxes & fees
17 Mar - 18 Mar
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
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$309 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 Lake Frederick Boat Launch. 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.