Jacksonville Vacation Rentals

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Oct 24 - Oct 25
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Jacksonville

Property grounds
Lake Whitingham & Mount Snow Area Village Apartment
Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
$271 nightly
The price is $304
Oct 26 - Oct 27
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment
Interior
Lovely 2nd Floor Apartment
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (41)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
$182 nightly
The price is $203
Oct 27 - Oct 28
Total with taxes and fees
Lovely 2nd Floor Apartment
Sauna
Wellness Getaway with a Personal Sauna, and Private River Beach!
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"
United States
Mark
$228 nightly
The price is $255
Oct 29 - Oct 30
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.6 out of 10, Excellent, (31)
"The apartment was in a great location to get to the ski lifts. "
United States
David M.
$249 nightly
The price is $282
Oct 26 - Oct 27
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
TV
Florida Mountain Log Cabin!
Florida Mountain Log Cabin!
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
$383 nightly
The price is $405
Oct 26 - Oct 27
Total with taxes and fees
Florida Mountain Log Cabin!
Property grounds
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
10.0 out of 10, Exceptional, (4)
"Catherine contacted me immediately that the studio I had rented was not available but that we could have the adjacent house instead. She moved heaven and earth to make sure we had a king bed ( which is what we wanted). She was very attentive and accommodating. "
United States
Wendy C.
$182 nightly
The price is $206
Oct 31 - Nov 1
Total with taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover
Charming 1-bedroom condo in delightful Dover
9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
$178 nightly
The price is $201
Nov 19 - Nov 20
Total with taxes and fees
Charming 1-bedroom condo in delightful Dover
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (42)
"This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. "
United States
Susan S.
$261 nightly
The price is $295
Nov 3 - Nov 4
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
3 bedrooms, iron/ironing board, WiFi, bed sheets
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
$561 nightly
The price is $628
Nov 3 - Nov 4
Total with taxes and fees
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
$539 nightly
The price is $602
Oct 26 - Oct 27
Total with taxes and fees
Bear Creek Cabin
Smart TV, fireplace, books
Private cabin: 7 mins to slopes, wood fireplace
Private cabin: 7 mins to slopes, wood fireplace
2.0 star property
9.6 out of 10, Exceptional, (5)
"We spent the week, excellent location and the home was exactly as described in listing."
United States
Chris R.
$496 nightly
The price is $560
Nov 2 - Nov 3
Total with taxes and fees
Private cabin: 7 mins to slopes, wood fireplace
Microwave, oven, stovetop
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
10.0 out of 10, Exceptional, (3)
"Property was exactly as described and as nice as the pictures seem. Feels like everything is brand new. Wish we had more time to stay longer."
United States
Thomas D.
$389 nightly
The price is $440
Oct 29 - Oct 30
Total with taxes and fees
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Terrace/patio
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
10.0 out of 10, Exceptional, (14)
"Clean, great location. Pet friendly and well thought out. "
United States
Melvin T.
$384 nightly
The price is $434
Oct 27 - Oct 28
Total with taxes and fees
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking
Mountain Chalet mins from Mt Snow Skiing/hiking
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$373 nightly
The price is $421
Nov 2 - Nov 3
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking
Interior
Stunning Glass House nestled in the Vermont wilderness!
Stunning Glass House nestled in the Vermont wilderness!
10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
$464 nightly
The price is $519
Nov 6 - Nov 7
Total with taxes and fees
Stunning Glass House nestled in the Vermont wilderness!
Exterior detail
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
$203 nightly
The price is $227
Oct 27 - Oct 28
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls
Couples 2 Bedroom Retreat-Close to Shelburne Falls
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
$333 nightly
The price is $372
Oct 26 - Oct 27
Total with taxes and fees
Couples 2 Bedroom Retreat-Close to Shelburne Falls
Fridge, microwave, oven, stovetop
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
10.0 out of 10, Exceptional, (4)
"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "
United States
Chris I.
$530 nightly
The price is $599
Nov 11 - Nov 12
Total with taxes and fees
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Game room
Park Street Penthouse Apartment
Park Street Penthouse Apartment
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
$175 nightly
The price is $196
Oct 27 - Oct 28
Total with taxes and fees
Park Street Penthouse Apartment
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

The White House Inn

The White House Inn

10/10 Excellent
"We had a great time. Sound proofing between the rooms wasn't good but that is what you get with a grand old historical inn. "
Warren 3-night trip
Posted 2 days ago
The White House Inn

Find out more about Jacksonville

Everything you need to know about Jacksonville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jacksonville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jacksonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jacksonville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jacksonville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jacksonville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $203 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jacksonville rentals

At Expedia, we put the best Jacksonville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jacksonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jacksonville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jacksonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Jacksonville?

Yes, we give you a choice of vacation rentals near the most popular attractions in Jacksonville, or you can select a more secluded option if you want a relaxing place to stay. Jacksonville is known for its wineries and parks.

What's the top vacation rental that Jacksonville has to offer?

Bright three-level home with water views, jetted tub, firepit, and pool table: This highly rated vacation 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 vacation with a garden and a selection of games.

How many vacation rentals are there in Jacksonville?

With 4 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Jacksonville like?

A vacation rental is a private property you can stay in for a long or short time in Jacksonville. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.