Stephens City Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Stephens City holiday rentals

Terrace/patio

Holiday Home in Front Royal

Mountain View Bungalow in 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 HK$1,056
HK$1,715 total
includes taxes & fees
8 Mar - 9 Mar
Mountain View Bungalow in Front Royal
Smart TV, offices

Holiday Home in Middletown

Dog-Friendly Cottage w Playground, Grill & Games
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 HK$1,258
HK$2,263 total
includes taxes & fees
8 Mar - 9 Mar
Dog-Friendly Cottage w Playground, Grill & Games
Terrace/patio

Cabin in Stephens City

Luxury tiny home farm stay on historic property with hot tub in 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 HK$1,020
HK$1,280 total
includes taxes & fees
23 Mar - 24 Mar
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Interior

Holiday Home in Winchester Historic District

Indigo Blue modern open vibe on tree lined street
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 HK$1,721
HK$3,084 total
includes taxes & fees
5 Apr - 6 Apr
Indigo Blue modern open vibe on tree lined street
Exterior

Holiday Home in Winchester

Cameron Charmer pristine downtown apt with double master suites
9.4 out of 10, Exceptional, (6 reviews)
"Nice house in a good central location. "
United States
Mitchell V.
The price is HK$1,549
HK$2,730 total
includes taxes & fees
8 Mar - 9 Mar
Cameron Charmer pristine downtown apt with double master suites
Smart TV

Apartment in Old Town Winchester

Nostalgia Lane in the heart of the city
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 HK$1,447
HK$2,596 total
includes taxes & fees
8 Mar - 9 Mar
Nostalgia Lane in the heart of the city
Terrace/patio

Holiday Home in Front Royal

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
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 HK$1,095
HK$2,950 total
includes taxes & fees
8 Mar - 9 Mar
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Living area

Apartment in Old Town Winchester

Morocco Loft 2BR overlooking city walking mall
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is HK$1,392
HK$2,526 total
includes taxes & fees
8 Mar - 9 Mar
Morocco Loft 2BR overlooking city walking mall
Outdoor spa tub

Cottage in Front Royal

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
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 HK$2,287
HK$3,364 total
includes taxes & fees
15 Mar - 16 Mar
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Exterior

Holiday Home in Stephens City

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
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 HK$774
HK$2,179 total
includes taxes & fees
11 Mar - 12 Mar
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
Exterior

Holiday Home in Front Royal

Big Sunny Family House
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 HK$1,549
HK$3,622 total
includes taxes & fees
6 Apr - 7 Apr
Big Sunny Family House
Interior

Apartment in Winchester Historic District

Rosamond nice downtown studio apt
8.0 out of 10, Very good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is HK$860
HK$1,515 total
includes taxes & fees
1 Apr - 2 Apr
Rosamond nice downtown studio apt
Smart TV, books

Apartment in Winchester Historic District

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is HK$1,079
HK$1,799 total
includes taxes & fees
8 Mar - 9 Mar
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Exterior detail

Apartment in Winchester Historic District

The Stock Exchange downtown 3rd floor studio apt
6.0 out of 10, (1 review)
The price is HK$860
HK$1,550 total
includes taxes & fees
26 Mar - 27 Mar
The Stock Exchange downtown 3rd floor studio apt
Interior

Apartment in Winchester

Very charming & spacious 2 bedrm
The price is HK$821
HK$1,489 total
includes taxes & fees
29 Mar - 30 Mar
Very charming & spacious 2 bedrm
Smart TV, fireplace

Apartment in Old Town Winchester

Scarborough Fair walk to downtown two story apt
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 HK$1,736
HK$3,065 total
includes taxes & fees
8 Mar - 9 Mar
Scarborough Fair walk to downtown two story apt
Smart TV

Apartment in Old Town Winchester

Yellow Submarine trendy basement apt and courtyard
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 HK$1,142
HK$2,029 total
includes taxes & fees
1 Apr - 2 Apr
Yellow Submarine trendy basement apt and courtyard
Dining

Apartment in Old Town Winchester

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
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 HK$1,603
HK$2,924 total
includes taxes & fees
1 Apr - 2 Apr
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Interior

Apartment in Old Town Winchester

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is HK$1,721
HK$3,013 total
includes taxes & fees
6 Apr - 7 Apr
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Exterior detail

Apartment in Old Town Winchester

The Blue Door steps from Handley Library
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The Blue Door steps from Handley Library
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

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"very nice hotel,very clean"
Maria 1-night trip
Posted 7 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Find out more about Stephens City

Search for holiday rentals in Stephens City on Expedia! You can easily find your home rentals, villas, holiday apartments in Stephens City using one of the methods below:

  • View our selection of featured holiday rentals in Stephens City
  • Use the map to find apartments and other holiday homes in the Stephens City neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stephens City while they last

Look no further and take a look at our great range of rental properties in Stephens City!

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.