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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Jacksonville vacation homes

Exterior

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)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is AED 753
AED 1,896 total
includes taxes & fees
2 Sep - 3 Sep
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Dining

2. 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, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is AED 720
AED 2,102 total
includes taxes & fees
14 Sep - 15 Sep
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
In-room safe, iron/ironing board, WiFi, bed sheets

3. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is AED 862
AED 2,569 total
includes taxes & fees
2 Sep - 3 Sep
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Interior

4. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (64 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!"
United States
Christa B.
The price is AED 426
AED 751 total
includes taxes & fees
2 Sep - 3 Sep
Lovely 2nd Floor Apartment
Property grounds

5. Riverbend Berkshire East Basecamp - 3 bedrooms available

Riverbend Berkshire East Basecamp - 3 bedrooms available
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is AED 2,076
AED 3,451 total
includes taxes & fees
8 Sep - 9 Sep
Riverbend Berkshire East Basecamp - 3 bedrooms available
Exterior

6. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is AED 441
AED 792 total
includes taxes & fees
8 Sep - 9 Sep
Private bed with En-suite bathroom Marigold Room
Iron/ironing board, WiFi, bed sheets

7. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is AED 591
AED 1,342 total
includes taxes & fees
2 Sep - 3 Sep
Cozy private 2 bed apartment in Shelburne Falls
Exterior

8. 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)
"Beautiful house and a terrific central location for all things outdoors."
United States
Alex B.
The price is AED 1,234
AED 2,540 total
includes taxes & fees
4 Sep - 5 Sep
New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
Property grounds

9. Summer Escape Near Lakes, Trails & Mt Snow

Summer Escape Near Lakes, Trails & Mt Snow
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Lovely house - perfect for a ski trip!"
United States
Alexander H.
The price is AED 641
AED 1,708 total
includes taxes & fees
3 Sep - 4 Sep
Summer Escape Near Lakes, Trails & Mt Snow
Property grounds

10. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Stamford
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful area and views of mountains, very gracious host "
United States
Donna E.
The price is AED 694
AED 1,267 total
includes taxes & fees
9 Sep - 10 Sep
Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Coffee/tea maker, fridge, microwave, oven

11. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (53 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 "
United States
Staci M.
The price is AED 1,055
AED 2,401 total
includes taxes & fees
2 Sep - 3 Sep
Spacious 5BR w/ Hot Tub & Games
Exterior

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

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is AED 485
AED 1,195 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Exterior

13. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 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!"
United States
Margaret M.
The price is AED 1,138
AED 1,843 total
includes taxes & fees
2 Sep - 3 Sep
The Greylock Cabin
Terrace/patio

14. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is AED 1,161
AED 2,528 total
includes taxes & fees
2 Sep - 3 Sep
3 Mi to Mount Snow: Spacious West Dover Home
Coffee/tea maker, fridge, microwave, oven

15. 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)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is AED 1,702
AED 4,319 total
includes taxes & fees
2 Sep - 3 Sep
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior

16. Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"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...
United States
Hunter
The price is AED 434
AED 1,428 total
includes taxes & fees
2 Sep - 3 Sep
Two Brooks Lodge
Dining

17. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (58 reviews)
"Lovely home with everything we needed. The beds were very comfortable!"
United States
Jennifer O.
The price is AED 841
AED 1,781 total
includes taxes & fees
9 Sep - 10 Sep
A roomy remodeled retreat close to MassMoCA
Dining

18. 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)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is AED 1,066
AED 2,193 total
includes taxes & fees
16 Sep - 17 Sep
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Coffee/tea maker, fridge, microwave, oven

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)
"Great spot for a large group. "
United States
Brian G.
The price is AED 1,579
AED 3,779 total
includes taxes & fees
14 Sep - 15 Sep
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
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

Cozy Corner Motel

Cozy Corner Motel

10/10 Excellent
"The property was close to my daughter's college. The owners were very friendly and the property was well maintained. I will definitely be back when I go visit my daughter."
Paul 4-night trip
Posted 6 hours ago
Cozy Corner Motel