Jacksonville Holiday Rentals

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Check prices for these dates

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Holiday Rentals in Jacksonville

Bright three-level home with water views, jetted tub, firepit, and pool table
Kitchen features a central island, dining area, and window with outdoor views.

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

8.4 out of 10, Very good, (29)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
Lovely 2nd Floor Apartment
Relax in a serene space with a comfortable armchair, console table, and lush greenery.

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (31)
"Easy stay, good location for us. Would stay again. "
The price is AU$312
includes taxes & fees
14 Aug - 15 Aug
Lovely 2nd Floor Apartment
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Escape to a serene cabin retreat surrounded by trees and a seasonal touch.

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

10.0 out of 10, Exceptional, (5)
"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Relax on the covered deck amidst lush foliage and trees.

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Relax in a serene hot tub with breathtaking views of the surrounding snowy landscape.

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

9.0 out of 10, Wonderful, (44)
"We enjoyed our stay at the Blue House. Its size and location cannot be beat when it comes to group trips. We will be back!"
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Situated in a wooded area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (53)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Situated on a grassy lawn, this charming house features a gabled roof and a welcoming front porch.

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

8.8 out of 10, Excellent, (3)
"Definitely not worth the cost of stay. Location was beautiful, but many issues with safety hazards & cleanliness of property.I think most of the pictures speak for themselves. Cleanliness items not pictured were unvacuumed carpet with pet hair, unmade beds & one bed with incomplete linens. Safety items not pictured included multiple soft spots in deck about to rot through (we placed deck furniture over these areas to avoid them) & the outside hose was set to hot water only - a definite burn...
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Relax by the campfire in a serene wooded setting, surrounded by Adirondack chairs and a rustic picnic table.

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

8.8 out of 10, Excellent, (53)
"Great place just need the fire place to be fixed asap, especially for the winter time"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Riverside Retreat – Cozy 2-Story Getaway!
Enjoy cooking in this well-equipped kitchen with a central island, microwave, stove, and sink.

Riverside Retreat – Cozy 2-Story Getaway!

9.8 out of 10, Exceptional, (27)
"Interior amazing. Exterior could use some attention"
Riverside Retreat – Cozy 2-Story Getaway!
Bear Creek Cabin
Situated in a forested area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Bear Creek Cabin

10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
The price is AU$936
includes taxes & fees
11 Aug - 12 Aug
Bear Creek Cabin
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Relax in this inviting living room with a comfortable sofa, a lamp, and a TV.

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

9.4 out of 10, Exceptional, (81)
"Nice place, just what we were looking for to stay the weekend. "
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Beautiful Custom Built Timber Frame Home, Sleeps 11
Relax in this inviting living room with a stone fireplace, large windows, and comfortable seating.

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (105)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Situated in a wooded area, this cabin features a welcoming front porch and a serene, secluded environment.

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

9.6 out of 10, Exceptional, (129)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Stairs lead to a deck area with a view.

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

9.4 out of 10, Exceptional, (16)
"Highly recommend clean beautiful stay!"
The price is AU$393
includes taxes & fees
1 Sept - 2 Sept
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Features an oven, microwave, and refrigerator, along with a large window and ceiling lights.

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (30)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AU$457
includes taxes & fees
11 Aug - 12 Aug
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Relax by the fire pit surrounded by lush greenery and comfortable seating.

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.6 out of 10, Exceptional, (8)
"The house was clean, nicely decorated, comfortable and all the amenities we needed! "
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Wellness Getaway with a Personal Sauna, and Private River Beach!
Cozy cabin with a sloped ceiling, wooden walls, and a small window offering a view of the surrounding woods.

Wellness Getaway with a Personal Sauna, and Private River Beach!

2.0 star property
10.0 out of 10, Exceptional, (1)
"The folks are SUPER and made me feel very welome"
The price is AU$374
includes taxes & fees
3 Sept - 4 Sept
Wellness Getaway with a Personal Sauna, and Private River Beach!
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Kitchen features a central stove, sink, and patterned tile backsplash, with light cabinets and a window offering a view of the outdoors.

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (45)
"Our stay at Fiddlers Rest was PERFECT! It was a great cozy getaway for our family and dog. The accommodations were excellent and the host did a wonderful job providing everything that was needed for a wonderful weekend getaway. We definitely will be coming back! "
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Stunning two-story home with a gabled roof and inviting front porch.

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (12)
"The place was very comfortable and in a great location. "
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Enjoy cooking in this well-equipped kitchen with a fireplace, large island, and flat-screen TV.

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

10.0 out of 10, Exceptional, (45)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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 Jacksonville Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Room was spacious. Bed was comfortable. Building was quiet. Wifi was fast and stable. Very relaxing environment. I would definitely come back to see what future improvements are made to the property as I was told by the front desk staff that they're making a constant effort to upgrade the facilities."
Robert 1-night trip
Posted 1 day ago
Hotel Vervana, Trademark Collection by Wyndham

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?

Bright three-level home with water views, jetted tub, firepit, and pool table: This highly rated holiday home rental in Jacksonville is located on a lake, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Jacksonville?

With 4 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 Brattleboro Bowl, or get outside and enjoy nature at Jacksonville Pond. H.O. Cook State Forest and Molly Stark State Park 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.