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Jeffersonville Holiday Rentals

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Our top choices for Jeffersonville holiday rentals

1. BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
The price is NZ$976
includes taxes & fees
22 Sept - 23 Sept
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

2. 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 NZ$803
includes taxes & fees
20 Sept - 21 Sept
Suite 001 Summary:<br>Th

3. Movie Theatre * Wellness Retreat * Lakefront

Movie Theatre * Wellness Retreat * Lakefront
Jeffersonville
The price is NZ$2,288
includes taxes & fees
22 Sept - 23 Sept
Movie Theatre * Wellness Retreat * Lakefront

4. Coop 002

Coop 002
Kenoza Lake
The price is NZ$752
includes taxes & fees
20 Sept - 21 Sept
Coop 002

5. FOUNDERS COTTAGE - 2 room with kitchennete

FOUNDERS COTTAGE - 2 room with kitchennete
Kenoza Lake
The price is NZ$852
includes taxes & fees
27 Sept - 28 Sept
FOUNDERS COTTAGE - 2 room with kitchennete

6. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (118 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is NZ$593
includes taxes & fees
30 Sept - 1 Oct
In the cloud ~your cozy lake house

7. 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 NZ$596
includes taxes & fees
25 Sept - 26 Sept
Glamping in Vintage Airstream with modern comforts with private pond access.

8. 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, (11 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 NZ$619
includes taxes & fees
22 Sept - 23 Sept
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

9. Luxury Catskills Sauna Retreat -Haven On The Manor

Luxury Catskills Sauna Retreat -Haven On The Manor
Livingston Manor
The price is NZ$1,305
includes taxes & fees
20 Sept - 21 Sept
Luxury Catskills Sauna Retreat -Haven On The Manor

10. 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 NZ$211
includes taxes & fees
20 Sept - 21 Sept
Property of Big Foot Roscoe, NY

11. 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 NZ$421
includes taxes & fees
21 Sept - 22 Sept
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

12. 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 NZ$906
includes taxes & fees
29 Sept - 30 Sept
Bright Modern Home * Wood-Stove Nights * Big Deck

13. 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 NZ$805
includes taxes & fees
28 Sept - 29 Sept
Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor

14. 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 NZ$591
includes taxes & fees
22 Sept - 23 Sept
Callicoon Creek Farmhouse

15. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is NZ$543
includes taxes & fees
18 Sept - 19 Sept
5 minutes from original Woodstock site.

16. Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly
Roscoe
9.4 out of 10, Exceptional, (24 reviews)
"Excellent property and hosts. Wish we had more time there."
United States
Harsha M.
The price is NZ$645
includes taxes & fees
23 Sept - 24 Sept
Roscoe Cabin Pet Friendly

17. 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, (5 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 NZ$851
includes taxes & fees
21 Sept - 22 Sept
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

18. 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, (191 reviews)
"Place was very quiet and it has a beautiful view"
United States
Leandro
The price is NZ$323
includes taxes & fees
21 Sept - 22 Sept
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

19. 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 NZ$1,037
includes taxes & fees
22 Sept - 23 Sept
Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office

20. Cozy two bedroom House

Cozy two bedroom House
Liberty
8.4 out of 10, Very good, (5 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
The price is NZ$644
includes taxes & fees
18 Sept - 19 Sept
Cozy two bedroom House
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

Find out more about Jeffersonville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jeffersonville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jeffersonville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jeffersonville. Seeing all the best attractions is bound to make you fall in love with Jeffersonville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jeffersonville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Jeffersonville?

Yes, there are holiday rentals close to the most popular sights in Jeffersonville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jeffersonville has to offer?

Private Lakefront Cottage, Panoramic Lake Views. Fish, Row, Kayak, Pet-Friendly: This highly rated holiday home rental in Jeffersonville is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a terrace, a garden and a library so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Jeffersonville?

With 18 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Callicoon Town Hall and Bethel Woods Center For The Arts.

What are holiday rentals like in Jeffersonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jeffersonville. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.