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Jeffersonville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Jeffersonville vacation rentals

A billiards table in a room with wooden walls and a checkered floor.

1. Movie Theatre * Wellness Retreat * Lakefront

Movie Theatre * Wellness Retreat * Lakefront
Jeffersonville
The price is CA $641
CA $2,022 total
includes taxes & fees
Oct 8 - Oct 9
Movie Theatre * Wellness Retreat * Lakefront
A modern building with a stone wall and a fire pit in the foreground.

2. FOUNDERS COTTAGE - 2 room with kitchennete

FOUNDERS COTTAGE - 2 room with kitchennete
Kenoza Lake
The price is CA $410
CA $705 total
includes taxes & fees
Oct 5 - Oct 6
FOUNDERS COTTAGE - 2 room with kitchennete
A modern interior with a wooden staircase, a seating area with a bench, and a view through large glass doors to an outdoor patio.

3. Suite 001 Summary:<br>Th

Suite 001 Summary:<br>Th
Kenoza Lake
10.0 out of 10, Exceptional, (1 review)
"The experience was amazing. It was a very relaxing and restful weekend. The staff was beyond accommodating and the restaurant in the property provided amazing tasting meals. The amenities all worked and were a great pleasure. I will definitely be visiting this property again. "
United States
Stefan W.
The price is CA $378
CA $664 total
includes taxes & fees
Oct 5 - Oct 6
Suite 001 Summary:<br>Th
A modern interior with a staircase, a seating area, and a view through large windows.

4. Coop 002

Coop 002
Kenoza Lake
The price is CA $345
CA $622 total
includes taxes & fees
Oct 5 - Oct 6
Coop 002
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

5. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (119 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is CA $254
CA $492 total
includes taxes & fees
Oct 7 - Oct 8
In the cloud ~your cozy lake house
A two-story wooden house with a stone chimney, a balcony, and a small porch.

6. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8
Livingston Manor
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed ourselves greatly! Very Nice Property, and Chalet Style Home with everything you need. We highly recommend staying here. And Mr. Pope was a great host."
United States
Robert
The price is CA $257
CA $502 total
includes taxes & fees
Oct 27 - Oct 28
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8
A wooden deck with Adirondack chairs and a small table, overlooking a garden.

7. Bright Modern Home * Wood-Stove Nights * Big Deck

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for a quiet get away. And the beds were very comfy and the sheets very nice quality, we slept so well!"
United States
Anonymous traveller
The price is CA $198
CA $800 total
includes taxes & fees
Nov 4 - Nov 5
Bright Modern Home * Wood-Stove Nights * Big Deck
A wooden deck with outdoor furniture, a table, and a bottle of wine.

8. Luxury Catskills Sauna Retreat -Haven On The Manor

Luxury Catskills Sauna Retreat -Haven On The Manor
Livingston Manor
The price is CA $335
CA $1,086 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Catskills Sauna Retreat -Haven On The Manor
A magnificent sunset every night--are the ones in winter best? Nope!

9. Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Callicoon Center
10.0 out of 10, Exceptional, (29 reviews)
"Dr. Norris is the best host ever. The house is beautiful. The amenities amazing. A walk around the property is a must. "
United States
Miguel A.
The price is CA $142
CA $327 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
A house surrounded by trees and a river.

10. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.4 out of 10, Exceptional, (11 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
The price is CA $178
CA $501 total
includes taxes & fees
Oct 5 - Oct 6
Callicoon Creek Farmhouse
A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

11. Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY
Roscoe
9.8 out of 10, Exceptional, (9 reviews)
"Quiet place with fantastic hosts!"
United States
Jeremy H.
The price is CA $153
CA $203 total
includes taxes & fees
Oct 6 - Oct 7
Property of Big Foot Roscoe, NY
A camper van parked at night with a campfire in front, surrounded by wooden furniture and trees.

12. Glamping in Vintage Airstream with modern comforts with private pond access.

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
9.8 out of 10, Exceptional, (21 reviews)
"Second time staying here for a concert, so easy!!"
United States
Carrie W.
The price is CA $321
CA $501 total
includes taxes & fees
Oct 5 - Oct 6
Glamping in Vintage Airstream with modern comforts with private pond access.
A wooden cabin with a kitchen and a bed, surrounded by trees.

13. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (200 reviews)
"Place was very quiet and it has a beautiful view"
United States
Leandro
The price is CA $168
CA $248 total
includes taxes & fees
Nov 2 - Nov 3
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A cozy outdoor seating area with a fire pit, surrounded by wooden furniture and a well-lit building in the background.

14. Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor

Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor
Livingston Manor
9.8 out of 10, Exceptional, (9 reviews)
"The lodge and property were beautiful and exactly as described. It was very clean, had everything we needed, and exceeded our expectations!"
United States
Nicholas
The price is CA $342
CA $687 total
includes taxes & fees
Oct 5 - Oct 6
Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor
A two-story house with a deck and outdoor seating area, surrounded by a grassy yard and trees.

15. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
Cochecton
10.0 out of 10, Exceptional, (8 reviews)
"This is a great property to stay at. Beautiful views and very comfortable accommodations. It is very close to Bethel Woods and had everything 3 Spartan Racers could want."
United States
Scott D.
The price is CA $306
CA $702 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
A deck with lounge chairs and an umbrella, overlooking a body of water and a building with a blue exterior.

16. Victorian Lake Oasis | Hot Tub | Private Lakefront

Victorian Lake Oasis | Hot Tub | Private Lakefront
Damascus
9.8 out of 10, Exceptional, (9 reviews)
"I was working in the area with two other coworkers and this house was perfect. It had everything we needed and was walking distance to great restaurants. I would definitely stay again if in the area. "
United States
Dave
The price is CA $168
CA $625 total
includes taxes & fees
Oct 5 - Oct 6
Victorian Lake Oasis | Hot Tub | Private Lakefront
A house with a dock by a lake, surrounded by trees and a clear sky.

17. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (25 reviews)
"Great stay!"
United States
melissa m.
The price is CA $182
CA $330 total
includes taxes & fees
Oct 6 - Oct 7
Lakeview Cabin Duplex
A fire pit with logs, surrounded by rocks and gravel, with two red chairs and a tree stump nearby.

18. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (20 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
The price is CA $227
CA $353 total
includes taxes & fees
Oct 5 - Oct 6
Roscoe Cottage Pet Friendly
A wooden deck with wicker furniture and a white railing.

19. Cozy 2-bedroom cabin in serene Lake Huntington with AC

Cozy 2-bedroom cabin in serene Lake Huntington with AC
Lake Huntington
10.0 out of 10, Exceptional, (1 review)
"Clean newly renovated cabins where you wake to a beautiful view of the lake and access to boats for the lake. Big deck. Really comfortable."
United States
S C.
The price is CA $217
CA $367 total
includes taxes & fees
Oct 5 - Oct 6
Cozy 2-bedroom cabin in serene Lake Huntington with AC
A modern house with a deck, outdoor seating, and a fire pit.

20. Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office

Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office
Livingston Manor
10.0 out of 10, Exceptional, (9 reviews)
"We really enjoyed our stay and would highly recommend. Seth and Jen were amazing hosts!"
United States
Woon J.
The price is CA $439
CA $909 total
includes taxes & fees
Nov 3 - Nov 4
Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office
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 Jeffersonville Hotel Reviews

Inn at Tyler Hill

Inn at Tyler Hill

10/10 Excellent
"Very nice place. Highly recommended"
Bassam 1-night trip
Posted 18 hours ago
Inn at Tyler Hill

Find out more about Jeffersonville

Everything you need to know about Jeffersonville 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 Jeffersonville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Jeffersonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jeffersonville vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jeffersonville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jeffersonville vacation rentals we have selected for you start as low as CA $240 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jeffersonville rentals

At Expedia, we put the best Jeffersonville 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 Jeffersonville 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 Jeffersonville 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 Jeffersonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Jeffersonville?

Yes, there are vacation rentals near popular local attractions in Jeffersonville, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Jeffersonville?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Jeffersonville is located on a lake and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Jeffersonville?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Jeffersonville stay.

What can I see and do in Jeffersonville?

While exploring the area, visit family-friendly sights like The Kartrite Resort & Indoor Waterpark, or get outside and enjoy nature at Woodstock Monument. In the larger area, you’ll find Callicoon Town Hall and Bethel Woods Center For The Arts.

What are vacation rentals like in Jeffersonville?

Vacation rentals are private accommodations you can book for a couple days or more in Jeffersonville. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.