Jackson Holiday Rentals

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Holiday Rentals in Jackson

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (143)
"We just spent our first Valentines day together at this beautiful cabin and I loved the quiet and beautiful surroundings. I plan to come back in the future. Thank you so much "
The price is AU$514
includes taxes & fees
25 Feb - 26 Feb
Handcrafted Riverfront Cabin on 10 acres

Endless Mountain Resort

4.0 star property
8.4 out of 10, Very good, (26)
"Lady bugs everywhere but overall loved it. Had everything needed to finish our Thanksgiving loved everything. Just couldnt get to the pool without being cold in between but a great get away. Will definitely book again"
Endless Mountain Resort

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

9.8 out of 10, Exceptional, (28)
"Place was great. Property Manager was better. Location was great for our needs. Too bad it was freezing cold. I could see myself have a much better time in the summer :)"
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (171)
"Really a spectacular place to stay, beautiful and peaceful, comfortable and well-maintained. Hosts very responsive, even stopped by with a delicious apple pie and new cords for the internet! Would stay here again in a heartbeat. "
Charming & Private Delaware Riverfront Home near Callicoon NY

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

9.6 out of 10, Exceptional, (106)
"My husband and I stayed for our anniversary week in early September and the place could not have been more perfect! The photos in the listening don't do the property justice. The lake was spectacular. Perfect location with rustic cabin charm!"
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Your Secluded Country Oasis - 70 Acres with Private Lake-Welcome to SkyFall!

10.0 out of 10, Exceptional, (70)
"Gathered the family to celebrate Christmas and ski Elk mountain. Cabins were warm and property beautiful."
Your Secluded Country Oasis - 70 Acres with Private Lake-Welcome to SkyFall!

Cozy luxury lake front home close to elk mountain & montage resort. Great skiing

9.8 out of 10, Exceptional, (30)
"Beautiful home. Very spacious clean home 15 minutes away from elk Mountain. With beautiful lake view. I would highly recommend staying there with a large group. James was a great host."
Cozy luxury lake front home close to elk mountain & montage resort. Great skiing

Rails to Trails, Endless Mountains, hike, walk, bike, swim, fish, or star gaze.

9.8 out of 10, Exceptional, (46)
"We were up for a weekend ski trip. This was the perfect location. 10 minutes from Elk, and 10 minutes from all of our favorite food/bars! "
Rails to Trails, Endless Mountains, hike, walk, bike, swim, fish, or star gaze.

Peaceful and Private A-frame in the woods, not far from Elk Mountain Ski Resort!

2.0 star property
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay at the A-frame! It was incredibly homey and clean. A perfect cabin in the woods and very close to Elk. Our host was extremely responsive and very accommodating. We will most definitely be back! "
The price is AU$275
includes taxes & fees
23 Feb - 24 Feb
Peaceful and Private A-frame in the woods, not far from Elk Mountain Ski Resort!

Elk Mountain Estate Lake Front Lodge Sleeps 20 Just 3 Miles from Ski Resort!!!

10.0 out of 10, Exceptional, (42)
"We stayed at this property two years in a row for a large family reunion. We like everything about this place, bed rooms. living room, dining room, outside areas, lake front hot tub... All Fantastic."
Elk Mountain Estate Lake Front Lodge Sleeps 20 Just 3 Miles from Ski Resort!!!

Indoor Pool, 13 BR, Sleeps 34, 3 Luxury Homes

10.0 out of 10, Exceptional, (44)
"We have a group of 25 that have been celebrating New Year’s together for the past 30 years. This worked great as everyone had their own bedroom and there was plenty to do on-site. The clubhouse and pool were enjoyed by all! We look forward to staying there again next year."
Indoor Pool, 13 BR, Sleeps 34, 3 Luxury Homes

Quiet Lakefront Retreat nestled in the woods.

10.0 out of 10, Exceptional, (69)
"Amazing experience, amazing environment"
The price is AU$277
includes taxes & fees
3 Mar - 4 Mar
Quiet Lakefront Retreat nestled in the woods.

Lakefront Cottage - Dog Friendly

9.8 out of 10, Exceptional, (16)
"The place was amazing. It was a little difficult to find at first. I didnt see any address numbers on the outside of the cottage. The view was amazing, the actual cottage was stunning, clean, and looked even better in person than in the photos."
Lakefront Cottage - Dog Friendly

Spectacular Catskill Mountain River Front Custom Log Home

10.0 out of 10, Exceptional, (65)
"Myself and my friends stayed for a 5 days and we had a blast.The house was fully equipped.The views were amazing.located in a private area but yet so close to stores and shops.Enjoyed time by the fire pit and playing games.Definitely worth staying here."
Spectacular Catskill Mountain River Front Custom Log Home

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (28)
"Had 10 (50) friends get together for a long weekend in the mountains. The property is better than expected and the photos are accurate. Everyone had a bed which made this the right place. Great location and area for hiking. We were there in winter so unable to use the pool or pond, but that didn’t matter.Plenty of space for everyone. Multiple refrigerators, coffee machines and other great kitchen items for Cooking. The owners are great, easy to communicate with and very flexible / helpful,...
Breathtaking 44+ Acre Country Estate

Private Modern Estate Chalet in Nature with Pond and Creek on 50 acres-Sleeps 18

9.6 out of 10, Exceptional, (53)
"An excellent property for a family vacation. Bedroom configuration and multiple gathering spaces allow lots of flexibility for both privacy and large groups. Beautifully furnished with a well stocked kitchen. The grounds are lovely, and Elk Mountain is just a few minutes away. Property Managers Laura and Peter were very responsive to our needs."
Private Modern Estate Chalet in Nature with Pond and Creek on 50 acres-Sleeps 18

Mountain Views, Private Pond, Mins 2 Elk Mountain

10.0 out of 10, Exceptional, (7)
"We had a great stay at this property. The house was very clean when we arrived and beds were comfortable. The location was very close to skiing at Elk which was perfect for us. It’s in a rural spot so nice and quiet. I think this property would be just as fun in the summer as it is in the winter with the pond and the fire pit. We had a great time and were talking about coming back before we even left! Thanks for the great stay!"
Mountain Views, Private Pond, Mins 2 Elk Mountain

New Elk Mtn Listing: Cozy family ski house -- 2 min from Elk!

10.0 out of 10, Exceptional, (31)
"The place is great and you can’t get much closer to Elk. The house was plenty of room for a family of four to hang out together but also get some space. The hosts were super responsive to questions and the house had pretty much everything you need."
New Elk Mtn Listing: Cozy family ski house -- 2 min from Elk!

Cabin in the Woods

10.0 out of 10, Exceptional, (42)
"We had great time !The cabin is good for family of 5.Beautiful cabin and place ."
Cabin in the Woods

Conveniently located right off highway 81 on 4.5 acres of pure Serenity.

7.4 out of 10, Good, (3)
"The professional staff was friendly (not scripted or robotic - intelligent). Thoughtful amenities (like the shoe brush contraption at the entrance of a facility with great hiking in the surrounding area) big indoor pool was better than expected, good breakfast options. Quiet building, good mattress, channeled blackout shades made good sleep possible. Highly recommend."
The price is AU$177
includes taxes & fees
4 Mar - 5 Mar
Conveniently located right off highway 81 on 4.5 acres of pure Serenity.
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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Other types of properties in Jackson you may be interested in

Holiday Inn Express Hotel & Suites Gibson by IHG

2.5 star property
9.4 out of 10, Exceptional, (550)
"Great "
The price is AU$161
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn Express Hotel & Suites Gibson by IHG

Hotel Anthracite

2.0 star property
9.0 out of 10, Wonderful, (767)
"I liked the restaurant and I liked the free breakfast and I liked the covered parking "
The price is AU$273
includes taxes & fees
12 Mar - 13 Mar
Hotel Anthracite

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (143)
"We just spent our first Valentines day together at this beautiful cabin and I loved the quiet and beautiful surroundings. I plan to come back in the future. Thank you so much "
The price is AU$514
includes taxes & fees
25 Feb - 26 Feb
Handcrafted Riverfront Cabin on 10 acres
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.

Frequently asked questions

Are there holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, 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 Jackson has to offer?

Indoor Pool, 13 BR, Sleeps 34, 3 Luxury Homes : This holiday home rental outside of Jackson is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Jackson?

While you're exploring the area, Acre Pond and Crystal Lake are a couple of picturesque spots to get outside and enjoy nature. Chippewa and Wyalusing are a couple of places you'll find in the wider area.

What are holiday rentals like in Jackson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jackson. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.