Jacksonville Holiday Rentals

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Holiday Rentals in Jacksonville

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very good, (25)
"We stayed three nights here. Just the two of us. I felt the pictures were misleading. Much smaller than expected. Since it was just the two of us it was perfect. "
Bright three-level home with water views, jetted tub, firepit, and pool table

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.6 out of 10, Excellent, (21)
"Good Condo in a great location"
The price is AU$640
includes taxes & fees
20 Jan - 21 Jan
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (31)
"We had an amazing stay at this condo near Mount Snow! The location is perfect—just a short walk to the lifts, which made getting on the mountain so convenient. The condo was spotless, and the extra linens and towels were a thoughtful touch that we really appreciated. The host was incredibly responsive and made everything easy for us. The listing description was accurate, and the condo had everything we needed for a comfortable and relaxing stay. We can’t wait to come back again. Highly...
Walk to Mount Snow, Cozy, Clean and Comfortable!

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (19)
"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (31)
"This trip was just as wonderful as the first. Spent our second Thanksgiving in this beautiful and private setting. It snowed 13 inches on TG day and it was so gorgeous! Sitting in the hot tub with the snow falling was really perfect. Everything was provided and check in and checkout were easy. Located close to Manchester, we had fun trying out hand at glass blowing at Hot Glass..too fun! Would recommend this place to all."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"We enjoyed our stay and all that the property had to offer. It is close by Mount Snow and all of the shops and restaurants. It was cozy and great to come back to at the end of a day of skiing. The house was stocked with supplies and all of the cabinets were nicely labeled as well."
Wilmington Vacation Rental Near Hiking and Skiing!

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (20)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (63)
"We did have a great vacation, and the house satisfied the basic needs of a ski trip. There was a sled out back that the kids liked, heat worked and there was ample room for a family. Extra mattresses were provided in the bunk room in case you have a few extra kids. That being said, it has a lot of items that are in disrepair and needs some maintenance done. This house is a budget rental house with no frills that is fine for a few guys that need a place to sleep and don’t plan on hanging in...
Mountain-view home near the slopes with at-home entertainment - dog-friendly

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"We had a great time at this cabin - the house was well equipped, including spices and condiments that made cooking easy. The hot tub and foozball table were a hit with our family. Access to the Chimney Hill amenities was great while being in the lower neighborhood made it easier to get out and about more quickly. "
Beautiful Lodging at Mount Snow with Hot Tub on Deck

The Brown House. Indoor pool - Spa - Sauna - Gameroom

8.0 out of 10, Very good, (23)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (41)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (159)
"My friends and I stayed here for a wedding, and it was the perfect location for us! Easy to find and check in, with all the necessary amenities. I would highly recommend this rental for anyone looking to stay in the area!"
Seasons On Mount Snow - Ski-in/Ski-out

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

8.4 out of 10, Very good, (12)
"Property was great. We were there to ski at Mt Snow and the location did not disappoint. We were not ski-on ski-off but were so close it didn’t matter. Overall the house was clean and the owner was super responsive. Have it saved to stay again next season."
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (132)
"Linda was amazing from beginnin'g to end to ensure a comfortable stay. This house was beautiful and so cozy to stay in. The loft bed had a gorgous view of the lake and snow. Plenty of sleeping room for my kids.They got to play in the snow too:)"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

Cozy cottage tucked away in the woods

10.0 out of 10, Exceptional, (39)
"We loved this place. It was very homey and warm. The fireplace in the living room and the Christmas tree were all we could wish for. Thank you very much. We will definitely come again if we will have a chance. "
Cozy cottage tucked away in the woods

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (21)
"Anna and Alex"
Cozy 2-bedroom Unit with private backyard
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 Jacksonville you may be interested in

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1001)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area. "
The price is AU$211
includes taxes & fees
27 Jan - 28 Jan
Hotel Downstreet

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1006)
"I I would happily stay there again. "
The price is AU$175
includes taxes & fees
14 Jan - 15 Jan
Colonial Motel And Spa
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.

Frequently asked questions

Can I find a holiday rental in Jacksonville?

Yes, there are holiday rentals close to the most popular sights in Jacksonville, or you can select a more secluded option if you're looking for a relaxing stay. Jacksonville is known for its wineries and parks.

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

Dog-friendly chalet cabin with valley view, deck, and private hot tub: This holiday home rental outside of Jacksonville offers a patio, a selection of games and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Jacksonville?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Jacksonville stay.

What’s there to see and do in Jacksonville?

While exploring the area, visit family-friendly sights like Bald Mountain Pottery, or get outside and enjoy nature at Jacksonville Pond. H.O. Cook State Forest and Harriman Reservoir are a couple of places you'll find in the wider area.

What’s a holiday rental in Jacksonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jacksonville. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.