Greencastle places to stay
Book unique places to stay, houses, and more on Airbnb
Top-rated places to stay in Greencastle
Guests agree: these places to stay are highly rated for location, cleanliness, and more.
Cabin in Myersville
4.97 out of 5 average rating, 247 reviewsCabin on Middle Creek - Myersville MD - Middletown
Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.
Mar 19 – 26
Home in Greencastle
4.97 out of 5 average rating, 184 reviewsCountry 2-Bed/2-Bath Apartment with Beautiful View
Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Pets welcome w/agreement. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington
Jan 15 – 22
Guest suite in Mercersburg
4.94 out of 5 average rating, 399 reviewsThe 1780 Cabin on Main
A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.
Aug 21 – 28
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Greencastle places to stay
Other great vacation rentals in Greencastle
Cabin in Chambersburg
4.95 out of 5 average rating, 213 reviewsCedarhill Cottage
Apr 22 – 29
Cottage in Shepherdstown
4.96 out of 5 average rating, 176 reviewsThe GW Hollida Cottage of Shepherdstown
Sep 6 – 13
Place to stay in Hagerstown
4.95 out of 5 average rating, 362 reviewsSpringhouse 1803 - easy I-70/81 access
Jan 10 – 17
Townhouse in Mercersburg
4.87 out of 5 average rating, 165 reviewsResort House
Apr 28 – May 5
Cabin in Berkeley Springs
4.92 out of 5 average rating, 117 reviewsFoxy's Cabin
Jul 24 – 31
Cottage in Fairfield
4.96 out of 5 average rating, 244 reviewsThe Cottage
Aug 11 – 18
Guest suite in Sharpsburg
4.92 out of 5 average rating, 170 reviewsGuest Apartment by C & O Canal and Battlefield
Apr 4 – 11
Cabin in Shepherdstown
4.95 out of 5 average rating, 419 reviewsThe Log Cabin
Oct 17 – 24
Guest suite in Shepherdstown
4.96 out of 5 average rating, 563 reviewsHistoric Scrabble, Shepherdstown
Jun 27 – Jul 4
Apartment in Greencastle
4.8 out of 5 average rating, 44 reviewsRose Rest
May 11 – 18
Loft in Greencastle
4.87 out of 5 average rating, 39 reviewsThe Loft Of Greencastle
Nov 14 – 21
Farm stay in Chambersburg
4.94 out of 5 average rating, 69 reviewsThe Little White House
Sep 6 – 13
Other great vacation rentals in Greencastle
Home in Mont Alto
4.86 out of 5 average rating, 51 reviewsRancher in Mont Alto
Feb 22 – Mar 1
Home in Hagerstown
4.94 out of 5 average rating, 35 reviewsCozy & relaxing private apartment
Sep 3 – 10
Home in Chambersburg
5.0 out of 5 average rating, 34 reviewsCreekside on King
Sep 20 – 27
Cottage in Waynesboro
4.91 out of 5 average rating, 68 reviewsAntietam Toll House~an historic waterfront cabin
Nov 17 – 24
Townhouse in Mercersburg
4.9 out of 5 average rating, 90 reviewsSteps away from Whitetail ski lift with a view!
Aug 12 – 19
Home in Hagerstown
5.0 out of 5 average rating, 7 reviewsHawks Nest Hagerstown
Aug 7 – 14
Apartment in Chambersburg
5.0 out of 5 average rating, 93 reviewsREmix REtreat, curated and styled by REmix Design
Jun 17 – 24
Apartment in McConnellsburg
4.83 out of 5 average rating, 58 reviewsThe Resting Place
Jul 27 – Aug 3
Tiny home in Greencastle
4.98 out of 5 average rating, 42 reviewsTiny House 3.0
Jul 18 – 25
Home in Chambersburg
4.96 out of 5 average rating, 48 reviewsSpacious Home Minutes from Penn Nat. Golf Course
Feb 20 – 27
Dome in Mercersburg
5.0 out of 5 average rating, 38 reviewsStayAround Dome ~ Unique & Tranquil Gem ~ Hot Tub
Aug 26 – Sep 2
Guesthouse in Mercersburg
4.89 out of 5 average rating, 28 reviewsThe Haven
Aug 30 – Sep 6
Destinations to explore
- Baltimore Vacation rentals
- Cabins Vacation rentals
- Arlington Vacation rentals
- Lancaster Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- London Vacation rentals
- Mississauga Vacation rentals
- The Hamptons Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes