Glengary Holiday Rentals

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Holiday Rentals in Glengary

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (34)
"The cabin was in a beautiful community and setting with a fabulous outdoor area facing the woods. Many amenities in the home that made our stay easy with nicely renovated interior. Owner was very willing and able to offer help with anything and was receptive to feedback. Thank you!"
The price is AU$594
includes taxes & fees
3 Dec - 4 Dec
Dreamtime - Modern A-frame Cabin w/ Hot tub

Secluded Pet-Friendly High-Tech Log Cabin in the Woods

9.6 out of 10, Exceptional, (165)
"I enjoyed every peaceful moment I was there! Living near, and working in a big city is loud and stressful. This was just what the Dr. ordered! Beautiful home in a beautiful setting with great amenities. Loved the lower level deck and propane fire pit that was ready to use! My older dog had a few problems traversing the steps but he loved being there as well!!! Already booked another stay! "
Secluded Pet-Friendly High-Tech Log Cabin in the Woods

Hidden Gem in the woods with hot tub

9.4 out of 10, Exceptional, (63)
"Beautiful cabin. Updated photos are accurate but the space is even bigger in person. Hot tub and fire pit were great. House is clean and well equipped. Would stay again in a heartbeat. "
Hidden Gem in the woods with hot tub

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (187)
"This is a great way to get away and enjoy nature. We would have liked the hot tub to have worked properly but wasn't the case for our stay. Overall we enjoyed our stay. Would highly recommend to others."
Charming mountaintop cabin with hot tub, pool table, and breathtaking views

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

9.8 out of 10, Exceptional, (260)
"The cabin was extremely clean, had anything you would need for the weekend. Owners responded very fast when we had any questions. Location is beautiful, and hot tube was perfect. Our only issue was the sulfur smell inside the cabin when we ran the water or took a shower. We did contact the owner and she did explain that it may of been due to the rain, She told us what to do and it seemed to help for - day, but next day smell was back. We didn’t want to keep bothering her about it, because we...
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

8.6 out of 10, Excellent, (34)
"Will visit again!"
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

Eddies Place LLC

9.2 out of 10, Wonderful, (19)
"This is our spot for the apple butter festival. "
The price is AU$208
includes taxes & fees
1 Dec - 2 Dec
Eddies Place LLC

Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

9.0 out of 10, Wonderful, (27)
"Always have a Wonderful stay at Tony’s properties!"
The price is AU$386
includes taxes & fees
2 Dec - 3 Dec
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

Escape to the Woods & stay in this gorgeous 4 bdr, 3 bth, Mountain cabin

8.4 out of 10, Very good, (18)
"We relaxed and enjoyed the beautiful weather in Berkeley Springs with our good friends. Couldn't have asked for a better time! Thank you."
The price is AU$573
includes taxes & fees
4 Dec - 5 Dec
Escape to the Woods & stay in this gorgeous 4 bdr, 3 bth, Mountain cabin

Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

9.8 out of 10, Exceptional, (216)
"Myself and two friends went for a two night stay and it couldn't have been better. The hosts were reasonable, practical with all their expectations and they were very responsive and kind during the planning stages and when we arrived. The house was well supplied with everything we needed. Unfortunately there was an outdoor burn ban in place due to drought, but the fire pit looked very comfortable and we even talked about coming back to enjoy it next year. We did light a fire inside and it was...
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities

Hot Tub, Screened Porch, Fire Pit at River Cabin

9.2 out of 10, Wonderful, (25)
"Loved it."
The price is AU$386
includes taxes & fees
4 Dec - 5 Dec
Hot Tub, Screened Porch, Fire Pit at River Cabin

Authentic Log Cabin Getaway w/Private Hot Tub

10.0 out of 10, Exceptional, (57)
"Great place to get away for a few days. Super clean. Beautiful view and a great little creek back behind it. Excellent kitchen, well-stocked and in the center of things. It would have been so much better if the fireplace was not broken. The big beautiful stone hearth was the main reason we got the place and it seemed so cold and dark without a fire and made being inside at night a little depressing. But if they get that fixed, we’ll definitely go back. It was a great location and a great cabin....
Authentic Log Cabin Getaway w/Private Hot Tub

Shade Tree Cabin Near Harpers Ferry Casino Race Track

10.0 out of 10, Exceptional, (25)
"Chekc in was great, the property is amazing!"
The price is AU$1,118
includes taxes & fees
3 Dec - 4 Dec
Shade Tree Cabin Near Harpers Ferry Casino Race Track

Starling House -Private Hot Tub

9.6 out of 10, Exceptional, (19)
"The house was amazing! Loved the decor and amenities. We were not pleased with the astronomical fees associated with this property."
The price is AU$757
includes taxes & fees
9 Dec - 10 Dec
Starling House -Private Hot Tub

The Outlook - A Majestic View!

9.6 out of 10, Exceptional, (61)
"This is our second time staying at The Outlook this year. As before we were greeted by deer on the property. They didn't seem bothered by us at all. The cabin was sparkling clean and linens and towels were made up and ready. The view across the valley was wonderful with the trees changing into their fall colors. The kitchen was fully stocked with all of the utensils we would need to make dinner. We stayed for two full days and didn't run out of things to do. We hiked in Cacapon State Park and...
The Outlook - A Majestic View!

Berkeley Springs Haven w/ Sleepy Creek Access!

10.0 out of 10, Exceptional, (58)
"The description of the cabin was exactly as listed. We appreciated the little extras that were provided but the host. It was very comfortable, clean and relaxing atmosphere. The communication with the host was excellent an we would stay there again in a heartbeat. "
Berkeley Springs Haven w/ Sleepy Creek Access!

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (20)
"The water quality was my only complaint. It was extra hard."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park

10.0 out of 10, Exceptional, (241)
"We had a great stay! Location was quiet and secluded. The beds were comfortable and the common areas perfect for us to relax and visit. We loved the screened in porch and ate most meals there. Every day we walked the lane and enjoyed the beautiful scenery. Our host was very responsive and made sure we had everything we needed. We would definitely return!"
The price is AU$1,247
includes taxes & fees
9 Dec - 10 Dec
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park

A luxurious cabin quietly tucked away in the woods, pet friendly, WiFi

10.0 out of 10, Exceptional, (183)
"We had a wonderful weekend at Buck Haven. Janie and Cy, the hosts have thought of everything to make for a perfect weekend stay. The cabin is so comfortable and the views are amazing. We love sitting out on the deck and enjoying the scenery. Check in and out is very easy and they were very flexible. This was the second time we have stayed there and we hope to be able to do it again next year."
A luxurious cabin quietly tucked away in the woods, pet friendly, WiFi

Family Oasis with Fire Pit, Close To Hiking

9.8 out of 10, Exceptional, (9)
"Comfortable shared spaces. Limited kitchen supplies. Nice outside spaces. Comfortable beds. Nice towels and sheets "
Family Oasis with Fire Pit, Close To Hiking
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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Other types of properties in Glengary you may be interested in

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1858)
"Clean "
The price is AU$152
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1049)
"this is our main stay when traveling south! love this place!"
The price is AU$121
includes taxes & fees
1 Dec - 2 Dec
Microtel Inn & Suites by Wyndham Winchester

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (34)
"The cabin was in a beautiful community and setting with a fabulous outdoor area facing the woods. Many amenities in the home that made our stay easy with nicely renovated interior. Owner was very willing and able to offer help with anything and was receptive to feedback. Thank you!"
The price is AU$594
includes taxes & fees
3 Dec - 4 Dec
Dreamtime - Modern A-frame Cabin w/ 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Glengary?

Yes, there are holiday rentals close to the most popular sights in Glengary, 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 Glengary has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This holiday home rental outside of Glengary is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with an arcade/games room and 1 hot tub.

What’s there to see and do in Glengary?

While exploring the area, visit family-friendly sights like For the Kids, By George Children's Museum, or get outside and enjoy nature at Cacapon State Park. Peacemaker National Training Center and Martinsburg Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Glengary like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glengary. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.