A mountainous landscape with rocky outcrops and dense forest.

Waynesboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Waynesboro vacation homes

A stone pathway leading to a house with a statue in the foreground.

1. 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 CA $1,573
CA $3,367 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful Mansion in the Country & Wedding Venue
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

2. 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, (8 reviews)
The price is CA $153
CA $307 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

3. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is CA $178
CA $368 total
includes taxes & fees
Oct 19 - Oct 20
Rancher in Mont Alto
A spacious living area with a high wooden ceiling, a staircase, and a large window providing natural light.

4. Relax near Gettysburg ski/wineries/fire pit!

Relax near Gettysburg ski/wineries/fire pit!
Orrtanna
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful property, very cozy!"
United States
Lisa G.
The price is CA $423
CA $707 total
includes taxes & fees
Oct 25 - Oct 26
Relax near Gettysburg ski/wineries/fire pit!
A spacious room with large windows, a ceiling fan, and a modern chair.

5. 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)
"Awesome place."
United States
Holly J.
The price is CA $566
CA $888 total
includes taxes & fees
Oct 18 - Oct 19
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
A square fire pit with a brick base, surrounded by outdoor furniture including a sofa and chairs.

6. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is CA $212
CA $469 total
includes taxes & fees
Oct 18 - Oct 19
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

7. Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Orrtanna
10.0 out of 10, Exceptional, (117 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is CA $168
CA $217 total
includes taxes & fees
Nov 10 - Nov 11
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

8. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
The price is CA $202
CA $648 total
includes taxes & fees
Oct 20 - Oct 21
Large Family Home: 5 Mi to Dtwn Hagerstown!
A modern kitchen with a large island, stainless steel appliances, and a minimalist design.

9. The 1850 Retreat Chambersburg

The 1850 Retreat Chambersburg
Chambersburg
10.0 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay. The house was beautiful and they were very responsive to our questions. "
United States
Lee S.
The price is CA $479
CA $961 total
includes taxes & fees
Oct 18 - Oct 19
The 1850 Retreat Chambersburg
A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

10. The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Orrtanna
9.8 out of 10, Exceptional, (61 reviews)
"Spacious and pool table was nice addition Host was very accessible and accommodating"
United States
Christopher C.
The price is CA $242
CA $501 total
includes taxes & fees
Nov 16 - Nov 17
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
A building with a porch, a flag, and a wooden fence.

11. Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Orrtanna
9.8 out of 10, Exceptional, (18 reviews)
"Just perfect, love this place definitely coming back when I stay in Pennsylvania"
United States
William G.
The price is CA $217
CA $452 total
includes taxes & fees
Nov 1 - Nov 2
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

12. Inns of Whitetail #108

Inns of Whitetail #108
Mercersburg
6.0 out of 10, (2 reviews)
"Absolutely amazing ! Very clean and Check in was super easy . "
United States
Tiffany B.
The price is CA $161
CA $337 total
includes taxes & fees
Oct 18 - Oct 19
Inns of Whitetail #108
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

13. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (4 reviews)
"My friends and I had a wonderful time here for Labor Day! Quiet and a great location for all sorts of activities."
United States
Nick W.
The price is CA $243
CA $517 total
includes taxes & fees
Oct 22 - Oct 23
Antietam House Historic Sharpsburg Retreat
A living room with a sofa, a coffee table, a lamp, and a floor lamp.

14. Pine Grove Cottage, quiet and peaceful!

Pine Grove Cottage, quiet and peaceful!
Chambersburg
9.4 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay! Always a great spot to make family memories! "
United States
Kim B.
The price is CA $498
CA $797 total
includes taxes & fees
Oct 26 - Oct 27
Pine Grove Cottage, quiet and peaceful!
A spacious living room with a fireplace, leather sofas, a glass coffee table, and a ceiling fan.

15. Historic Gettysburg Homestead for Large Groups

Historic Gettysburg Homestead for Large Groups
Gettysburg
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay! Home was clean and made the perfect stay for our Civil War area trip."
United States
James L.
The price is CA $604
CA $1,100 total
includes taxes & fees
Oct 19 - Oct 20
Historic Gettysburg Homestead for Large Groups
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

16. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is CA $171
CA $625 total
includes taxes & fees
Oct 19 - Oct 20
Rural & Historic Detour Escape w/ Horses On-Site!
A two-story house with a porch, a flag, and flower boxes.

17. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
Gettysburg Historic District
10.0 out of 10, Exceptional, (76 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
The price is CA $170
CA $615 total
includes taxes & fees
Nov 3 - Nov 4
Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
A spacious living room with a large window, a ceiling light, and a fireplace.

18. Private Hillside Retreat w/ Hot Tub Near Gettysburg

Private Hillside Retreat w/ Hot Tub Near Gettysburg
Orrtanna
9.0 out of 10, Wonderful, (11 reviews)
"Property was in great shape and very clean. An excellent overall experience and will stay again if we are ever back in the area! "
United States
Tyler C.
The price is CA $544
CA $1,041 total
includes taxes & fees
Oct 19 - Oct 20
Private Hillside Retreat w/ Hot Tub Near Gettysburg
A compact kitchen with wooden cabinets, a stainless steel range, a microwave, and a coffee maker.

19. Walk to Attractions! Dtwn Gettysburg Townhome

Walk to Attractions! Dtwn Gettysburg Townhome
Gettysburg Historic District
8.0 out of 10, Very good, (1 review)
"The place was spotless and very clean. It is a newly renovated property and I think the owners are still adding to it. Plenty of room. Very easy walk to downtown and the shops/restaurants. No regrets in staying there."
United States
Richard W.
The price is CA $156
CA $759 total
includes taxes & fees
Oct 18 - Oct 19
Walk to Attractions! Dtwn Gettysburg Townhome
A living room with a sectional sofa, a round coffee table, and a ceiling light.

20. Homestead Haven | Fire Pit, Pickleball & Fun

Homestead Haven | Fire Pit, Pickleball & Fun
Gettysburg
9.0 out of 10, Wonderful, (16 reviews)
"Clean and neat easy to find great location. Peaceful area quite and relaxing. Beds were very comfortable."
United States
Mary Kay
The price is CA $414
CA $735 total
includes taxes & fees
Oct 19 - Oct 20
Homestead Haven | Fire Pit, Pickleball & Fun
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 Waynesboro Hotel Reviews

Hotel Gettysburg

Hotel Gettysburg

10/10 Excellent
"Great place. The only complaint was low shower water pressure"
David 2-night trip
Posted 1 hour ago
Hotel Gettysburg

Find out more about Waynesboro

Waynesboro Vacation Homes information

Number of reviews
480
Accommodation
178 Vacation Homes
Lowest Price
CA $217
Highest Price
CA $3,367

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