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Jordan Springs Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Jordan Springs vacation rentals

A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

1. 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
10.0 out of 10, Exceptional, (2 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.
$229 nightly
The price is $259
Oct 4 - Oct 5
Total with taxes and fees
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
A modern kitchen with white cabinetry, a central island, a dining area with a wooden table and chairs, and a built-in oven.

2. Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Old Town Winchester
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location and unique and charming house."
United States
Heather O.
$223 nightly
The price is $253
Oct 4 - Oct 5
Total with taxes and fees
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
A living room with a sofa, ottoman, lamp, and a mirror.

3. 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.
$265 nightly
The price is $300
Oct 4 - Oct 5
Total with taxes and fees
Morocco Loft 2BR overlooking city walking mall
A two-story house with a front porch, a mailbox, and a number plate.

4. Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.6 out of 10, Exceptional, (9 reviews)
"The property was exceptional and very comfortable. We enjoyed the amenities. We would book it for future trips again."
United States
Carolyn F.
$308 nightly
The price is $349
Oct 4 - Oct 5
Total with taxes and fees
Cameron Charmer pristine downtown apt with double master suites
A modern kitchen with stainless steel appliances, white cabinetry, and a central island.

5. 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.
$237 nightly
The price is $247
Oct 5 - Oct 6
Total with taxes and fees
The Queen of Winchester Three Bedroom with Upper Level Deck
A living room with a blue sofa, a wooden coffee table, a white armchair, and a dining area with a mirror and flowers.

6. 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.
$207 nightly
The price is $235
Oct 4 - Oct 5
Total with taxes and fees
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
A hallway with a wooden staircase, a hanging light fixture, and a welcome mat.

7. 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.
$170 nightly
The price is $193
Oct 6 - Oct 7
Total with taxes and fees
Rosamond nice downtown studio apt
A hot tub area with a wooden structure overhead, a bottle, and glasses.

8. Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
9.6 out of 10, Exceptional, (39 reviews)
"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."
United States
Felice N.
$706 nightly
The price is $778
Oct 22 - Oct 23
Total with taxes and fees
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
A living room with a sofa, armchair, coffee table, and a television.

9. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.2 out of 10, Wonderful, (19 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
$294 nightly
The price is $333
Oct 4 - Oct 5
Total with taxes and fees
Nostalgia Lane in the heart of the city
A living room with a sofa, a coffee table, a fireplace, a television, and a dining area in the background.

10. Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.6 out of 10, Exceptional, (8 reviews)
"amazing location, felt like home, lots of space!"
United States
Brandi M.
$346 nightly
The price is $392
Oct 4 - Oct 5
Total with taxes and fees
Scarborough Fair walk to downtown two story apt
A dining area with a white table and bench, a hanging light fixture, and a door leading to another room.

11. 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, (10 reviews)
"Great location…"
United States
John P.
$327 nightly
The price is $370
Oct 4 - Oct 5
Total with taxes and fees
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Forest Haven is beautiful at night

12. Forest 2BR chalet w/ hot tub & backyard

Forest 2BR chalet w/ hot tub & backyard
Gerrardstown
9.6 out of 10, Exceptional, (5 reviews)
"Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice"
United States
John Z.
$298 nightly
The price is $331
Oct 5 - Oct 6
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard
A wooden deck with a table and chairs, a barbecue grill, and a red umbrella.

13. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (68 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$344 nightly
The price is $359
Oct 6 - Oct 7
Total with taxes and fees
3BR cabin w/ hot tub & game room
A spacious room with a large dining table, white chairs, and a ceiling fan.

14. ~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (106 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
$323 nightly
The price is $360
Oct 6 - Oct 7
Total with taxes and fees
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Grab a towel and relax in the hot tub

15. Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.0 out of 10, Wonderful, (44 reviews)
"Lovely, cozy cabin. Hot tub was very relaxing. Overall a wonderful place to stay."
United States
Michael H.
$288 nightly
The price is $311
Oct 5 - Oct 6
Total with taxes and fees
Stone chalet w/ views & hot tub
A spacious living area with a stone wall, a fireplace, a blue sofa, and a kitchen with wooden cabinets and a large window.

16. Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
8.0 out of 10, Very good, (22 reviews)
"Nice relaxing place. Enjoyed it very much."
United States
Scott K.
$288 nightly
The price is $311
Oct 4 - Oct 5
Total with taxes and fees
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

17. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
$544 nightly
The price is $606
Oct 18 - Oct 19
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
Property grounds

18. Stone Cabin with Amazing Views, Hot Tub, Fire Pit and Game Room Perfect for Your Gerrardstown, WV Getaway

Stone Cabin with Amazing Views, Hot Tub, Fire Pit and Game Room Perfect for Your Gerrardstown, WV Getaway
Gerrardstown
$323 nightly
The price is $342
Oct 5 - Oct 6
Total with taxes and fees
Stone Cabin with Amazing Views, Hot Tub, Fire Pit and Game Room Perfect for Your Gerrardstown, WV Getaway
A wooden cabin with a porch, a bench, and a table.

19. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveler
$223 nightly
The price is $246
Oct 7 - Oct 8
Total with taxes and fees
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Exterior

20. Forest Haven Chalet Cabin

Forest Haven Chalet Cabin
Gerrardstown
$261 nightly
The price is $290
Oct 4 - Oct 5
Total with taxes and fees
Forest Haven Chalet Cabin
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 Jordan Springs Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

8/10 Good
"Well sized clean room with comfortable, hot showers and large fridge. Well, engineered room layout from electrical connections to lighting and HVAC controls but wished fridge had freezer option."
Lisa 1-night trip
Posted 17 hours ago
Microtel Inn & Suites by Wyndham Winchester

Find out more about Jordan Springs

Everything you need to know about Jordan Springs vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jordan Springs vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Jordan Springs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jordan Springs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jordan Springs. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jordan Springs in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $218 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jordan Springs rentals

At Expedia, we put the best Jordan Springs vacation 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 Jordan Springs 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 Jordan Springs vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jordan Springs. 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 vacation rentals in Jordan Springs?

Yes, you can find vacation rentals near the most popular local attractions in Jordan Springs, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Jordan Springs has to offer?

A-Frame Mountain Retreat: Visitors like this Jordan Springs vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a hot tub.

What can I see and do in Jordan Springs?

While exploring the area, visit family-friendly sights like Shenandoah Valley Discovery Museum, or get outside and enjoy nature at Jim Barnett Park. In the larger area, you’ll find Bright Box Theater and Patsy Cline Historic House.

What are vacation rentals like in Jordan Springs?

Vacation rentals are private accommodations you can stay in for a couple days or more in Jordan Springs. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.