Jacksonville Vacation Homes
United States of America
Expedia.co.jp

Jacksonville Travel Guide Hotels in Jacksonville Vacation Rentals in Jacksonville Car Rentals in Jacksonville Jacksonville Vacation Packages

Search Vacation Homes in Jacksonville

Where to?

Dates

Travelers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Jacksonville vacation homes

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

A backyard with a campfire, two Adirondack chairs, and a house in the background.

A bedroom with a bed, bedside table, lamp, and a ceiling fan.

A cozy living room with a beige sofa, a wooden coffee table, and two lamps.

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

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

Whitingham

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Great 2 family group vacation spot. Very clean and right in between great ski mountains"

Jonathan

The price is ￥35,201

￥35,201

￥85,214 total

includes taxes & fees

Oct 7 - Oct 8

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

A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

A kitchen counter with a coffee maker, coffee cups, and a sign that reads 'But first COFFEE'.

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

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

The Eagles Wing at The CHM - Private Apartment

Dover

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"I loved the super comfy bed and fully stocked coffee cart!"

Ava M.

The price is ￥24,309

￥24,309

￥31,393 total

includes taxes & fees

Oct 13 - Oct 14

The Eagles Wing at The CHM - Private Apartment

A bedroom with a wooden headboard, a bed with patterned bedding, and a framed picture on the wall.

A rustic building with a porch and a sign indicating it's a Vermont ski home.

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

A cozy room with a wooden table, two blue cushioned chairs, a flat-screen TV, and string lights.

3. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Wilmington

The price is ￥47,016

￥47,016

￥117,911 total

includes taxes & fees

Oct 19 - Oct 20

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

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

A cozy room with a dining table set for four, a sofa with checkered cushions, and a large window with curtains.

A spacious kitchen with a central island, wooden cabinetry, and modern appliances.

A cozy living room with a high ceiling, wooden walls, a dining area, and large windows.

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

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

Wilmington

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."

Natalie

The price is ￥36,621

￥36,621

￥97,633 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A sunroom with a bench and a table, large windows, and a view of the outside.

A kitchen with a copper sink, wooden beams, and a dining area with a chandelier.

A stack of rocks by a river with a mountain in the background.

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

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

Wilmington

10.0 out of 10, Exceptional, (65 reviews)

10/10

Exceptional

(65 reviews)

"Beautiful house, amazing location, helpful and responsive hosts."

Jeremy P.

The price is ￥50,739

￥50,739

￥124,580 total

includes taxes & fees

Oct 7 - Oct 8

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

A compact room with a bunk bed, wooden ceiling, white walls, and a small window.

A compact kitchen with a built-in microwave, a red sofa, and wooden flooring.

A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

A room with a red sofa, a wooden table, and a vase of flowers.

6. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away

Brattleboro

The price is ￥11,365

￥11,365

￥16,410 total

includes taxes & fees

Oct 30 - Oct 31

Cozy Vermont Tiny Home Get Away

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

A bedroom with a large sliding glass door leading to a balcony with a view of a lake and trees.

A kitchen with wooden flooring, a dining area with a table and chairs, and a window with a view of greenery.

A wooden staircase leading to a house with a porch, surrounded by greenery.

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

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

Wilmington

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beautiful house and a terrific central location for all things outdoors."

Alex B.

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

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

A two-story house with a front porch, a red door, and a small garden with red flowers.

A brown leather armchair with a striped pillow, a hanging wall clock, and a potted plant.

A neatly made bed with a textured white blanket and pillows, a wooden headboard, a bedside lamp, and a small plant on a wooden nightstand.

8. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield

10.0 out of 10, Exceptional, (69 reviews)

10/10

Exceptional

(69 reviews)

"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"

Christa B.

The price is ￥21,941

￥21,941

￥36,675 total

includes taxes & fees

Oct 22 - Oct 23

Lovely 2nd Floor Apartment

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

A modern living room with a flat-screen TV, wooden flooring, a gray sofa, and a kitchen in the background.

A cozy cabin interior with a dining area, sofa, fireplace, and a television.

A cozy cabin interior with a sectional sofa, a coffee table, a small cabinet, and a window with a view of the outdoors.

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

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

Woodford

The price is ￥23,194

￥23,194

￥66,640 total

includes taxes & fees

Oct 7 - Oct 8

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

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

A traditional living room with a green sofa, a wooden coffee table, and a patterned rug.

A dining room with a wooden table, chairs, a fireplace, a bookcase, and a stained glass ceiling light.

10. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room

Shelburne Falls

The price is ￥25,572

￥25,572

￥42,315 total

includes taxes & fees

Oct 19 - Oct 20

Private bed with En-suite bathroom Marigold Room

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.

A multi-story building with a symmetrical facade, large windows, and a central entrance.

A person standing on a wooden bridge, holding a cup, with autumn trees and a road in the background.

A room with a large arched window, a wall-mounted mirror, a wooden dresser, and a table lamp.

11. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"

Lynn B.

The price is ￥27,003

￥27,003

￥75,658 total

includes taxes & fees

Oct 7 - Oct 8

Modern Mount Snow Gnarvana - Steps to Carinthia

A wooden barrel structure with a staircase and railing, surrounded by a forest.

A wooden bench in a room with a blue door and a window overlooking a snowy forest.

A golf course with a winding path, sand bunkers, and autumn foliage.

A cozy cabin interior with a loft-style ceiling, a fireplace, and a large window overlooking greenery.

12. Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!

Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!

Dover

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."

Connor S.

The price is ￥51,701

￥51,701

￥115,133 total

includes taxes & fees

Nov 1 - Nov 2

Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!

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

A cozy cabin interior with a stone fireplace, wooden walls, and a sofa in the living area.

A modern kitchen with wooden floors, stainless steel appliances, and grey cabinets.

A cozy cabin interior with a kitchen, dining area, and living room.

13. Greylock Cabin

Greylock Cabin

Florida

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"

Margaret M.

The price is ￥45,579

￥45,579

￥74,492 total

includes taxes & fees

Oct 7 - Oct 8

Greylock Cabin

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

An outdoor patio with a fire pit, seating, and a hot tub.

A spacious kitchen with wooden flooring, a central island, bar stools, and a dining area with chairs.

A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

14. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games

Colrain

10.0 out of 10, Exceptional, (55 reviews)

10/10

Exceptional

(55 reviews)

"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "

Staci M.

The price is ￥64,529

￥64,529

￥127,443 total

includes taxes & fees

Oct 15 - Oct 16

Spacious 5BR w/ Hot Tub & Games

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

A modern apartment with a dining area, kitchen, and living space.

A spacious living area with a sofa, coffee table, and a kitchen counter with mugs.

A two-story house with a gabled roof, a chimney, and a front porch.

15. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."

maureen

The price is ￥33,149

￥33,149

￥67,532 total

includes taxes & fees

Oct 7 - Oct 8

Cozy private 2 bed apartment in Shelburne Falls

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

A large, two-story house with a prominent gabled roof and a chimney.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A spacious living area with a high ceiling, a central island with bar stools, a sofa set, and a staircase leading to an upper level.

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

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

Dover

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"great location easy access to the mountain and the pool was outstanding."

jim f.

The price is ￥73,163

￥73,163

￥186,132 total

includes taxes & fees

Oct 7 - Oct 8

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

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

A two-story house with a front porch, a flag, and a snow-covered driveway.

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and two windows.

A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a central island.

17. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain

Charlemont

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "

Jason F.

5BR Berkshire Home Mins To The Mountain

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

A cozy room with a wooden bench, a small table, and a chair.

A kitchen with white cabinets, wooden dining table, and chairs. There are hanging pendant lights and a window with a view.

A narrow hallway with a wooden floor, a black door at the end, and a wall with floral wallpaper.

18. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA

North Adams

10.0 out of 10, Exceptional, (61 reviews)

10/10

Exceptional

(61 reviews)

"Cute and comfy home. We enjoyed the unique decor and lack of TVs everywhere. It was a great break from all the crazy. Lots of conversation and togetherness."

Diane

The price is ￥36,148

￥36,148

￥76,523 total

includes taxes & fees

Oct 13 - Oct 14

A roomy remodeled retreat close to MassMoCA

A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

A spacious living room with a large sectional sofa, a wooden coffee table, and a red patterned rug. There are multiple windows providing natural light, and a television mounted on the wall.

A two-story house with a wooden porch, stone steps, and a brown door.

A two-story house with a covered porch, a staircase leading to a deck, and a gravel driveway.

19. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

10.0 out of 10, Exceptional, (20 reviews)

10/10

Exceptional

(20 reviews)

"Great spot for a large group. "

Brian G.

The price is ￥69,954

￥69,954

￥167,550 total

includes taxes & fees

Nov 1 - Nov 2

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

A modern living room with a sofa, a round mirror, two floor lamps, a vase with green plants, and a small round table with a book.

A house with a front porch, a large window, and a potted plant with purple flowers.

A bedroom with a large bed, a window, and a chandelier.

20. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "

Michelle B.

The price is ￥47,947

￥47,947

￥97,676 total

includes taxes & fees

Oct 7 - Oct 8

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

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.

View all properties