The Catskills Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in The Catskills

Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (199)
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is NZ$545
includes taxes & fees
3 Jun - 4 Jun
Streamside Cottage Walking Distance to Town of Woodstock
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (153)
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, (38)
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Save an average of 15% on thousands of hotels when you're signed in
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (32)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$456
includes taxes & fees
16 Jun - 17 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Trails Head Tiny House
10.0 out of 10, Exceptional, (5)
"It was great"
The price is NZ$202
includes taxes & fees
4 Jun - 5 Jun
Trails Head Tiny House
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, (21)
"place was great, exactly as described...ryan was great, no issues all was as described...however sent 2 notes via vrbo but rec'd no response and ryan apologized...so all good...if needed place up that way again would stay."
The price is NZ$463
includes taxes & fees
30 May - 31 May
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, (37)
"Our trip was amazing. We do it again again and again"
The price is NZ$236
includes taxes & fees
2 Jun - 3 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Artist's Retreat
10.0 out of 10, Exceptional, (113)
"From beginning to end a pleasant stay. Owner was on contact to make sure everything was in order. Fresh cut flowers, plenty of clean white fluffy towels, comfortable bedding and the view through sparkling clear windows. What a wonderful way to spend the mother's day weekend with my daughter and spend some time outdoors exploring little Hudson river towns. 10 thumbs up!!!!"
Charming Artist's Retreat
Trails Head Cabin
9.8 out of 10, Exceptional, (57)
"This is a great property we have now stayed multiple times and the property owners make sure everything is perfect on arrival. Will be staying again!"
The price is NZ$333
includes taxes & fees
3 Jun - 4 Jun
Trails Head Cabin
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, (65)
"Very relaxing and enjoyable with excellent views and tranquility!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
10.0 out of 10, Exceptional, (7)
"House and location were great, would definitely come back."
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is NZ$2,905
includes taxes & fees
3 Jun - 4 Jun
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (31)
"The house is secluded and peaceful with a huge deck for a cool breeze with morning coffee or an evening glass of wine. The house was spotless and well equipped with anything you could possibly need. Restaurants, grocery, and Katterskill Falls for hiking all within a 15-20 minute drive. Our host, Nick, was very attentive making sure everything was as we expected ( and it was). Would stay here again if the opportunity arises. I highly recommend this property for your vacation getaway."
Cozy Relaxing Retreat in Saugerties, NY
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (19)
"I came to take a private retreat “away from it all” and was delighted in all ways by my stay. Bob is a cordial and caring host. The cottage was impeccably clean, updated and well stocked with all little touches from coffee to brew, creamers and condiments, soft and comfortable towels, blankets and sheets (I only mention because of their comfort). The place was cozy and well arranged. Nice screened in front porch and chairs and fire pit by the Esopous Creek… a few feet from the cottage. Location...
Updated Cabin on the Esopus
Modern Cozy Waterfront Cottage with Fireplace
10.0 out of 10, Exceptional, (13)
"We stayed to do some fly fishing on the local rivers and this place accommodated our stay perfectly. Looking forward to booking it again in the future."
Modern Cozy Waterfront Cottage with Fireplace
Historic Hudson Valley 1850 Brick Home
9.0 out of 10, Wonderful, (4)
"Easy to find and great little house. We were very comfortable for the weekend we stayed. When we had a minor issue the host was very responsive."
Historic Hudson Valley 1850 Brick Home
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (189)
"it was all good"
Beautiful House 0,5 Mile From Hunter Mountain
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
10.0 out of 10, Exceptional, (34)
"Thanks so much for a great stay. This is such a wonderful place for large groups! Nice hikes in the area too, which we took advantage of. Kitchen and bar area was especially good for cooking and eating for 30+ people!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
8.0 out of 10, Very good, (8)
"As described; host was easy to communicate with, property was clean and well stocked, and importantly all 19 of us enjoyed our stay comfortably!"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit
Don't see what you're looking for?
See all available properties in The Catskills
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.

Other types of properties in The Catskills you may be interested in

The Kartrite Resort & Indoor Waterpark
4.0 star property
8.0 out of 10, Very good, (1015)
"The resort was nice and clean. Poor dining options and too pricey. The arcade area was nice but many games didn't work and nobody cares about.. The waterpark was great. Kids love it. Shame that its open only between 11am-7pm. I think we will come back to The Kartrite resort. "
The price is NZ$420
includes taxes & fees
2 Jun - 3 Jun
The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, (1002)
"Amazing casino/hotel! Our room was beautiful and the staff was great!"
The price is NZ$380
includes taxes & fees
6 Jun - 7 Jun
Resorts World Catskills Casino
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (377)
"Highly Recommend…the rooms are perfect with a modern nostalgic lodge feel, comfy bedding, and great shower products!! We will definitely be back."
The price is NZ$231
includes taxes & fees
3 Jun - 4 Jun
Hunter Lodge, a Bluebird by Lark
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.

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 The Catskills 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 The Catskills. 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 The Catskills. Seeing all the best attractions is bound to make you fall in love with The Catskills. 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 The Catskills short-term rentals, that won’t be hard to do.

Recent reviews of The Catskills properties
Expedia verified reviews