Jacksonville Holiday Homes from €206: Search Top House Rentals

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Our top choices for Jacksonville holiday homes

An aerial view of a house surrounded by a forest with autumn foliage.

1. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

Jonathan

includes taxes & fees

28 Oct - 29 Oct

A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

2. The Eagles Wing at The CHM - Private Apartment

Dover

Matthew C.

includes taxes & fees

30 Sept - 1 Oct

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

3. Walk To Town, Hottub, Firepit, Games, Mt Snow

Wilmington

Jeremy P.

includes taxes & fees

30 Sept - 1 Oct

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

4. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Natalie

includes taxes & fees

6 Oct - 7 Oct

A dining area with a long table and chairs, large windows with a view of trees, and a barbecue grill outside.

5. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a bed, bedside tables, a window, and a radiator.

6. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

includes taxes & fees

13 Oct - 14 Oct

A hallway with wooden flooring, white walls, and a bed in the background.

7. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

maureen

includes taxes & fees

12 Oct - 13 Oct

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

8. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

includes taxes & fees

30 Sept - 1 Oct

A two-story house with a porch, surrounded by trees and snow.

9. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

10. Spacious 5BR w/ Hot Tub & Games

Colrain

Staci M.

includes taxes & fees

4 Oct - 5 Oct

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

11. Private bed with En-suite bathroom Marigold Room

Shelburne Falls

A wooden staircase leading to a cabin with a balcony, surrounded by trees.

12. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

Wilmington

Alex B.

includes taxes & fees

9 Oct - 10 Oct

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

13. Lovely 2nd Floor Apartment

Greenfield

Christa B.

includes taxes & fees

22 Oct - 23 Oct

A room with white paneled walls, a wooden bench, a teal cushion, a vase with flowers, a framed picture, and a shelf with books and a small electronic device.

14. Cozy Vermont Tiny Home Get Away

Brattleboro

includes taxes & fees

30 Oct - 31 Oct

A red house with a porch, surrounded by a grassy yard and trees.

15. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

includes taxes & fees

30 Sept - 1 Oct

A pathway through a forest with autumn leaves and a wooden bridge.

16. Experience Vermont’s Fall Magic at here at the Lemondrop

Dover

Alexander H.

A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

17. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

West Dover

ken g.

includes taxes & fees

12 Oct - 13 Oct

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

18. The Greylock Cabin

Florida

Margaret M.

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

19. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

jim f.

includes taxes & fees

12 Oct - 13 Oct

A kitchen with white cabinets, a wooden dining table, and pendant lights.

20. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

includes taxes & fees

13 Oct - 14 Oct

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Top Jacksonville Hotel Reviews

Hideaway Inn Mt. Snow

10/10 Excellent

"Adorable, beautiful surroundings"

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Do not arrive before 3pm, you will be told to come back later. Think receptionist was having a bad weekend our stay… but rest of staff were friendly and helpful. Breakfast was just ok, bagels, toast, coffee was a bit slow to be refreshed and hot plate was not hot… this was noticed on our 2nd day when “hot food” was to be microwaved. Laundry facilities were ok, standard US top loader and dryer. Finding it was a bit of a task, for reference it’s on the ground floor of building 3 by the gym and outdoor pool. $1 for wash and same for dry, but you need 25c… and reception may/may not have change. Location is good, easy to get about and recommend the Madison Brewery along the road for food and a choice of beers. Room was clean and large with coffee machine, fridge & microwave. Room only serviced if requested, fine as we were only staying 2 nights."

Latchis Hotel

10/10 Excellent

"This place is a gem. I love and like the proximity to the train station, Brattleboro Food Coop, River Art School and Brattleboro Museum and Art Center, I visited twice: first with my teen son and husband, and the second by myself, and both times were great. There are signs of the passing of time in this lovely Art Deco structure, and that adds to its beauty, Super courteous staff The first time we watched a movie, so if you stay at the hotel, please treat yourself to that or some of their baskets. I missed eating at their restaurant, so I guess next time. My husband loved that there was always coffee for him, and my son loved our mini fridge and microwave. We love the history of this place and how is part of the larger arts and culture scene of Brattleboro"

Find out more about Jacksonville

Jacksonville Holiday Homes information

Number of reviews	418
Accommodation	428 Holiday Homes
Lowest Price	€206
Highest Price	€1,032

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jacksonville holiday homes

1. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

2. The Eagles Wing at The CHM - Private Apartment

3. Walk To Town, Hottub, Firepit, Games, Mt Snow

4. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

5. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

6. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

7. Cozy private 2 bed apartment in Shelburne Falls

8. Modern Mount Snow Gnarvana - Steps to Carinthia