A red barn with 'Leonard's Farm' written on it, surrounded by autumn foliage and mist.

Inwood Holiday Rentals

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Check prices for these dates

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

Our top choices for Inwood holiday rentals

A spacious living area with a stone wall, a fireplace, a blue sofa, and a kitchen with wooden cabinets and a large window.

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

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
8.0 out of 10, Very good, (23 reviews)
"Nice relaxing place. Enjoyed it very much."
United States
Scott K.
The price is AU$499
includes taxes & fees
5 Oct - 6 Oct
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Grab a towel and relax in the hot tub

2. 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.
The price is AU$493
includes taxes & fees
5 Oct - 6 Oct
Stone chalet w/ views & hot tub
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

3. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (86 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is AU$164
includes taxes & fees
25 Oct - 26 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A living room with a dining table, chairs, a sofa, and a television.

4. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"We loved staying here, and walking into town to.explore. The kitchen was well stocked, and the tub was.perfect for soaking after a long day hiking."
United States
Alexandra Z.
The price is AU$373
includes taxes & fees
18 Oct - 19 Oct
Quaint Mini Cottage in Shepherdstown - Walking Distance
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

5. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is AU$235
includes taxes & fees
5 Oct - 6 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A wooden deck with a hot tub, outdoor seating, and string lights.

6. Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
10.0 out of 10, Exceptional, (44 reviews)
"Great place, perfect for a getaway"
United States
Cindy T.
The price is AU$423
includes taxes & fees
5 Oct - 6 Oct
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
A wooden gate in a garden with lush greenery and flowering plants.

7. Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (28 reviews)
"Clean cozy room, functional kitchen and the host was communicative! "
United States
Carrie S.
The price is AU$263
includes taxes & fees
5 Oct - 6 Oct
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
A cozy living room with a fireplace, a dining area with a table and chairs, and a large window overlooking a forest.

8. 2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
6.4 out of 10, (12 reviews)
"This place was wonderful. When have stayed at 4 different cabins like this and this was our favorite. The place was cozy and clean. The pantry was well stocked. The fire pit even had a wood fire prepared. The owners were really nice and communicated well. The facilities at the woods were included We live very the location and the hot tub Highly recommend"
United States
Christopher
The price is AU$399
includes taxes & fees
19 Oct - 20 Oct
2-Bedroom cabin Hot tub Fireplace PS5
A wooden cabin with a porch, a bench, and a table.

9. 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 traveller
The price is AU$352
includes taxes & fees
18 Oct - 19 Oct
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
A cozy cabin interior with a wooden interior, a fireplace, a dining area, and a kitchen with a dishwasher.

10. Pet-Friendly w Fire Pit, Grill & Resort Access

Pet-Friendly w Fire Pit, Grill & Resort Access
The Woods
The price is AU$628
includes taxes & fees
6 Oct - 7 Oct
Pet-Friendly w Fire Pit, Grill & Resort Access
A cozy outdoor area with a fire pit, seating, and a barbecue grill.

11. Orion A-Frame Getaway for Two + Views

Orion A-Frame Getaway for Two + Views
Berkeley Springs
10.0 out of 10, Exceptional, (3 reviews)
"Great place to enjoy a relaxing getaway!"
United States
Kristin S.
The price is AU$651
includes taxes & fees
18 Oct - 19 Oct
Orion A-Frame Getaway for Two + Views
A cozy living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

12. MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
The Woods
9.8 out of 10, Exceptional, (38 reviews)
"Great stay."
United States
Amy M.
The price is AU$462
includes taxes & fees
6 Oct - 7 Oct
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS
A cabin with a deck, outdoor seating, and a fire pit.

13. Modern w/Fire Pit, Deck, Grill & Hot Tub

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
9.0 out of 10, Wonderful, (21 reviews)
"I enjoyed the property with my niece and nephew. They enjoyed the games provided and the hot tub. Very peaceful. Suggestion from my 9 year old niece, a nite light for the bathroom and kids room . A nice place to chill and relax."
United States
Monika R.
The price is AU$462
includes taxes & fees
7 Oct - 8 Oct
Modern w/Fire Pit, Deck, Grill & Hot Tub
A spacious living area with a high ceiling, a fireplace, and a kitchen in the background.

14. Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (44 reviews)
"We had a great stay!"
United States
Olivia T.
The price is AU$559
includes taxes & fees
5 Oct - 6 Oct
Secluded Cabin a Stone's Throw From the A.T.!
A fire pit surrounded by Adirondack chairs, a wooden deck, and a house in the background.

15. River Access Cabin with Hot Tub, Fire Pit & WiFi!

River Access Cabin with Hot Tub, Fire Pit & WiFi!
Berkeley Springs
9.2 out of 10, Wonderful, (35 reviews)
"We had a great stay! The cabin was clean and had just enough space for our family. We absolutely loved the setting with frequent wildlife sightings and great spaces to relax and enjoy the mountain views. The host was attentive and checked in often to give inspiration for restaurants and activities nearby. Berkeley Springs is close enough to enjoy the town but far enough away to give you a true feeling of peace out in the woods. We loved our stay and are thankful to have found this little gem!"
United States
Jennifer S.
The price is AU$488
includes taxes & fees
5 Oct - 6 Oct
River Access Cabin with Hot Tub, Fire Pit & WiFi!
A hot tub on a wooden deck with a red umbrella, surrounded by greenery and a clear sky.

16. Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Modern w Mountain Views, Hot Tub, Deck & Fire Pit
Berkeley Springs
9.4 out of 10, Exceptional, (14 reviews)
"Amazing cabin getaway "
United States
Aleks S.
The price is AU$488
includes taxes & fees
28 Oct - 29 Oct
Modern w Mountain Views, Hot Tub, Deck & Fire Pit
A cabin with a deck, surrounded by red Adirondack chairs, and a fire pit.

17. Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Sleepy Hollow
9.0 out of 10, Wonderful, (38 reviews)
"Great stay and host."
United States
Chase S.
The price is AU$513
includes taxes & fees
19 Oct - 20 Oct
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
A spacious living room with a large wooden dining table, a fireplace, and large windows offering a view of the outdoors.

18. Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access

Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
The Woods
9.8 out of 10, Exceptional, (63 reviews)
"As expected. Very nicely appointed for a cabin in the woods. Did not use the pool or other amenities but they looked nice."
United States
Scott F.
The price is AU$619
includes taxes & fees
8 Oct - 9 Oct
Cozy Pet-Friendly w Fire Pit, Wifi & Pool Access
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

19. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (24 reviews)
"Relaxing, close to all."
United States
Valarie
The price is AU$515
includes taxes & fees
7 Oct - 8 Oct
Peregrine's Perch - Cabin Overlooking the River!
A modern kitchen with a large island, wooden cabinets, and a dining area with a large window.

20. This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
The Woods
9.8 out of 10, Exceptional, (22 reviews)
"House was great and cozy for the family for a weekend away. Would stay here again."
United States
Brooke R.
The price is AU$530
includes taxes & fees
5 Oct - 6 Oct
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
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 Inwood Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"One of the nicest hotels I’ve ever stayed at. Seems way nicer than you’d expect at of a comfort inn."
Kristen 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Winchester

Find out more about Inwood

Everything you need to know about Inwood 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 Inwood 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 Inwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Inwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Inwood. 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 Inwood 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 Inwood holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Inwood rentals

At Expedia, we put the best Inwood 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 Inwood 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 Inwood 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 Inwood. 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 Inwood?

Yes, there are holiday rentals close to the most popular sights in Inwood, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Inwood has a good selection of restaurants. Make sure you have time to check out the shopping and casinos during your trip.

What are some of the best holiday rentals that Inwood has to offer?

The Spy House, Historic 1880s Home, Harpers Ferry: This holiday home rental outside of Inwood is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Inwood?

Explore the area and family-friendly sights such as Shenandoah Valley Discovery Museum, or get out into nature at a spot like Jim Barnett Park. While here, Mill Creek and Darkesville Historic District are other places worth a visit.

What are holiday rentals like in Inwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Inwood. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.