Default HTG hotel image

Chewsville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chewsville holiday rentals

1. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (3 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is NZ$355
includes taxes & fees
3 Sept - 4 Sept
Bin There Treehouse - A Grain Bin treehouse!

2. Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Carrie was very responsive and helpful. The location is as advertised. Would stay again for sure."
United States
Mark P.
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

3. Beautiful Mansion in the Country & Wedding Venue

Beautiful Mansion in the Country & Wedding Venue
Waynesboro
9.8 out of 10, Exceptional, (9 reviews)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is NZ$3,911
includes taxes & fees
3 Sept - 4 Sept
Beautiful Mansion in the Country & Wedding Venue

4. Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
9.8 out of 10, Exceptional, (20 reviews)
"The entire experience was tremendous and the property was very clean. I would highly recommend the experience if you want a beautiful and quiet place to escape to."
United States
Michael
The price is NZ$699
includes taxes & fees
3 Sept - 4 Sept
Mirror Villas - Modern Retreat with private hot tubs and mountain view

5. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (4 reviews)
"The house was adorable, the personalized touches, snack basket and welcome note were awesome and made our day. The host was very nice and welcoming. We had a wonderful time."
United States
Bill C.
The price is NZ$387
includes taxes & fees
3 Sept - 4 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

6. Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (27 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is NZ$331
includes taxes & fees
3 Sept - 4 Sept
Galloping Getaway on the rolling hills of GemStone Stable

7. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (97 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is NZ$547
includes taxes & fees
3 Sept - 4 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

8. Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Everything was great!"
United States
Corey G.
The price is NZ$1,051
includes taxes & fees
3 Sept - 4 Sept
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

9. Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland
Boonsboro
The price is NZ$519
includes taxes & fees
29 Sept - 30 Sept
Thoughtfully Design Cottage with Breathtaking Indoor and Outdoor in Maryland

10. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is NZ$862
includes taxes & fees
7 Sept - 8 Sept
Exclusive Wooded Chalet w Magnificent River Views

11. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (12 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is NZ$392
includes taxes & fees
9 Sept - 10 Sept
Rancher in Mont Alto

12. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Welcoming and spacious for all invitees and we did not even have a chance to explore all the areas that were surrounding as it was a work related trip but will get out there at some later point for a completely relaxing stay for sure"
United States
Image M.
The price is NZ$768
includes taxes & fees
3 Sept - 4 Sept
Glamping Clear Spring Maryland 3-Cabin Campground

13. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (24 reviews)
"Host let us in a bit early which was nice!"
United States
John
The price is NZ$371
includes taxes & fees
3 Sept - 4 Sept
Quaint Mini Cottage in Shepherdstown - Walking Distance

14. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (210 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is NZ$296
includes taxes & fees
7 Sept - 8 Sept
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

15. Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is NZ$403
includes taxes & fees
3 Sept - 4 Sept
Charming "Cream of the Crop" Cape ~❤️of Middletown

16. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"Location and amenities"
United States
Shane B.
The price is NZ$358
includes taxes & fees
14 Sept - 15 Sept
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

17. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (16 reviews)
"Great location for the Spring Festival. The beds were very comfortable. Kitchen was well equipped ."
United States
Renee W.
The price is NZ$758
includes taxes & fees
14 Sept - 15 Sept
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

18. Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (53 reviews)
"Loved the place and area."
United States
Steve R.
The price is NZ$558
includes taxes & fees
10 Sept - 11 Sept
Charming Cabin in the Woods with River Access

19. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is NZ$771
includes taxes & fees
3 Sept - 4 Sept
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

20. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is NZ$657
includes taxes & fees
10 Sept - 11 Sept
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chewsville Hotel Reviews

Find out more about Chewsville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chewsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chewsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chewsville. Seeing all the best attractions is bound to make you fall in love with Chewsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chewsville short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Chewsville?

Yes, there are holiday rentals close to the most popular sights in Chewsville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath: This holiday home rental outside of Chewsville is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Chewsville?

Explore the area and family-friendly sights such as Greencastle Coffee Roasters, or get out into nature at a spot like Greenbrier State Park. Pennsylvania Dutch Market and Maryland Theater are a couple of places you'll find in the wider area.

What are holiday rentals like in Chewsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chewsville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.