Holiday Rentals in Sundown

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 imllion properties and 550 airlines worldwide

Holiday Rentals in Sundown

1 bedroom, iron/ironing board, free WiFi, bed sheets
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
10.0 out of 10, Exceptional, (7)
"Beautiful loft with amazIng views and an adorable town near by. Loved this place."
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (27)
"This is our third stay in this property, and each time we had a fabulous time."
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Fridge, microwave, oven, stovetop
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
10.0 out of 10, Exceptional, (13)
"Celebrated our wedding anniversary with a weekend away here. Very convenient to pretty much everything in the area. Cottage was immaculate, comfortable, and quiet! Wind chimes outside captured a windy night like a little symphony (if you're a light sleeper I'd recommend ear plugs just in case!). I'd come back to Lily Cottage in a heartbeat if I was spending another weekend up here."
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, (85)
"Stayed here for a family of 6 ski trip to Belleayre. It was very clean and well stocked, with comfortable furnishings . Enjoyed the gas firepit on the deck, which has lots of comfortable seating around it. This is a perfect all-season house. I highly recommend it. Will definitely return!"
Moonlight Reflections
Fridge, microwave, oven, stovetop
Log Cabin in Catskills NY
10.0 out of 10, Exceptional, (34)
"Was very clean, host was responsive and helpful. We had an issue with the gas and someone came to fix it within 2 hours. It snowed during our stay and the snow was plowed by someone twice. Could only find 2 bathrooms. Not a problem for our group, just informing. Overall, amazing stay and would recommend"
Log Cabin in Catskills NY
Interior
Modern Cozy Waterfront Cottage with Fireplace
10.0 out of 10, Exceptional, (12)
"Highly recommend and accurate to the listing"
The price is €296
includes taxes & fees
5 May - 6 May
Modern Cozy Waterfront Cottage with Fireplace
Property grounds
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, (81)
"We enjoyed our stay at this property. The location is very private and comfortable. The kitchen is well stocked with amenities."
The price is €259
includes taxes & fees
29 May - 30 May
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Exterior
Classic Catskills Estate, Amazing Location!
10.0 out of 10, Exceptional, (87)
"Beautiful location and view, extremely quiet. Room enough for everyone (we had 9 adults and 3 kids). We hosted an Easter dinner for 15, the kitchen and dining room had room to spare. We had beautiful spring weather so most time was spent on the huge porch or around the fire pit."
Classic Catskills Estate, Amazing Location!
Interior
Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, (37)
"This was something like our fourth stay in the cabin, and we continue to absolutely love it. Clean, comfy, cozy, aesthetically pleasing (Catskills + art), great kitchen equipment, really thoughtful and available property manager and hosts. Our little dog comes with me and my five-year-old daughter, and we're grateful she can -- and that the place doesn't scream "dog-friendly." If you don't have dogs, you won't realize that anyone else ever did. Beds and bedding clean, fragrance-free (per our...
Relaxing Catskill Mountain Cottage.
Dining
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
10.0 out of 10, Exceptional, (11)
"My wife and I (and our dog) had a fantastic weekend in this adorable Catskills cabin! The amenities were all very tasteful (especially the cedar hot tub!) and the outside lights really tied together the cozy mountain cabin vibes at night. Laura was a pleasure to work with and very helpful with any questions that we had. Would absolutely recommend!"
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
Property grounds
Secluded Cross Rd Getaway
10.0 out of 10, Exceptional, (11)
"The house was very clean and well appointed. Internet was great, and the bed was so comfortable. We met Eric, our host, who gave us invaluable info about a hike/waterfall nearby. The baseboard heat worked well, and there were plenty of pillows and two warm comforters. The jugs of bottled water were appreciated. There was a big grassy area for the dogs to romp. We spent the day at Minnewaska Preserve, only about 12 minutes away."
Secluded Cross Rd Getaway
Outdoor pool, a heated pool
7 Bedrooms w/ KING Suite, Heated Pool, 16 seat Theatre, 2 Game Rooms
10.0 out of 10, Exceptional, (26)
"This was a perfect home for all of the women in our family (ages ranging from 37-84) to get together for the weekend. The beds were so comfortable and we enjoyed making meals together in the beautiful kitchen, going in the hot tub, making popcorn and watching movies in the awesome indoor movie theater!), sitting in front of the fire playing games that were provided, among so many other things! The owners were extremely responsive and generous with all that they provided for us and made sure that...
7 Bedrooms w/ KING Suite, Heated Pool, 16 seat Theatre, 2 Game Rooms
Property grounds
Birch Creek Retreat ~ Rustic & Secluded ~ 8br, 8ba 3min Lake+Ski, NEW SAUNA!
10.0 out of 10, Exceptional, (82)
"This was a return winter visit for our family. We love this property with its walking trails and other outside amenities. Plus the house is large enough for our family of ten to not get in each others hair. The kitchen is great and well stocked with glasses, dishes, pots and pans as we cook dinner as a family every night. We explored some towns this time and enjoyed the area. And of course, I need to include, that gem of a ski mountain, Belleayre. just down the street.. Other than wanting more...
Birch Creek Retreat ~ Rustic & Secluded ~ 8br, 8ba 3min Lake+Ski, NEW SAUNA!
Property grounds
Beautiful Private Stone Home in the Hudson Valley
10.0 out of 10, Exceptional, (127)
"This was our 2nd stay and even better, as this time we explored the woods behind the house where a brook runs back far enough we never found the end or edge of the property. Great hikes less than 20 min drive away, but honestly exploring the woods and stream was about our speed, with teens who are non-experienced hikers. Used the hot tub every night under the stars, built fires and did s'mores multiple times in the fire pit. Large porch with ping pong, foosball, keyboard and movie watching spot...
Beautiful Private Stone Home in the Hudson Valley
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (163)
"Came up to the area for live music. I had my daughter meet me there for the weekend so we can have peaceful quality time together. We accomplished that with this stay. We found our way to the river and spend most of our time chilling and catching up there. Bring bug spray! The cottage was just enough for our needs. We would recommend this retreat to anyone looking to unplug and regroup. We ourselves would stay again for sure!"
The Cabin at Chichester in the Catskills Mountains
Property grounds
High Point Mtn House~April Adventure~2 hrs from NYC ULTIMATE PRIVACY!
9.8 out of 10, Exceptional, (18)
"My recent weekend getaway to the Catskills was truly unforgettable, thanks to our wonderful host and their charming retreat nestled in the heart of this picturesque mountain region. From the moment we arrived, we were greeted with warm hospitality and a sense of tranquility that immediately set the tone for our stay. The accommodations were nothing short of perfect – cozy yet spacious, with rustic charm and modern amenities seamlessly blended together. Our host went above and beyond to ensure...
High Point Mtn House~April Adventure~2 hrs from NYC ULTIMATE PRIVACY!
Dining
Belleayre, Fleischmanns, Plattekill, Highmount Catskills Mountain House
9.8 out of 10, Exceptional, (45)
"Very well stocked house and very close to Belleayre. Have rented in the past and will certainly return."
The price is €878
includes taxes & fees
5 May - 6 May
Belleayre, Fleischmanns, Plattekill, Highmount Catskills Mountain House
Family Friendly Cozy Cottage by Small River in the Heart of the Catskills .
9.6 out of 10, Exceptional, (86)
"The house is lovely, and the check-in/out process was seamless."
Family Friendly Cozy Cottage by Small River in the Heart of the Catskills .
Property grounds
12 Private Acres with pristine Views of the Gunks
9.6 out of 10, Exceptional, (68)
"This home has been updated nicely and is situated on a nice amount of land to take your pup for a nice walk during the mornings and whenever you are "at home." The kitchen has been well renovated and the beds are very comfy. Close to lots of good hiking and food in New Paltz and the surrounding area. Simone is a responsive host."
12 Private Acres with pristine Views of the Gunks
Pool
Seclusion and romance-Hot Tub included!
9.4 out of 10, Exceptional, (9)
"We visited for one night to take a breather from the everyday grind and see a new part of NYS! Beautiful property, guest house, and surrounding area. Can't beat the pool area. Loved it!"
The price is €396
includes taxes & fees
3 May - 4 May
Seclusion and romance-Hot Tub included!
Don't see what you're looking for?
See all available properties in Sundown
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 Sundown you may be interested in

Exterior
Hampton Inn Monticello
2.5 star property
9.4 out of 10, Exceptional, (328)
"Very nice and well kept"
The price is €125
includes taxes & fees
19 May - 20 May
Hampton Inn Monticello
Exterior
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, (1002)
"The room was huge and clean. I loved the bathroom. Everything about it was so amazing. "
The price is €188
includes taxes & fees
8 May - 9 May
Resorts World Catskills Casino
Waterslide
The Kartrite Resort & Indoor Waterpark
4.0 star property
8.0 out of 10, Very good, (1001)
"Great family getaway. The Kartrite is vibrant, very clean and the staff is professional and pleasant. The waterpark was an enjoyable experience and I look forward to returning in the summer."
The price is €241
includes taxes & fees
2 Jun - 3 Jun
The Kartrite Resort & Indoor Waterpark
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.

Everything you need to know about Sundown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sundown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Sundown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sundown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sundown. 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 Sundown holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sundown holiday rentals we have selected for you start as low as €259 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sundown rentals

At Expedia, we put the best Sundown holiday 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 Sundown 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 Sundown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sundown. 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

Are there holiday rentals in Sundown?

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

What’s there to see and do in Sundown?

Explore the area and family-friendly sights such as Straus Center - Frost Valley YMCA, or get out into nature at a spot like Catskill Mountains. In the wider area, you’ll find Giant Ledge Trailhead and Slide Mountain.

What’s a holiday rental in Sundown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sundown. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.

Recent reviews of Sundown properties
Expedia verified reviews

Resorts World Catskills Casino

Resorts World Catskills Casino

5/5 Excellent
"The room was huge and clean. I loved the bathroom. Everything about it was so amazing. "
A verified traveller from New York City stayed at Resorts World Catskills Casino
Posted 1 day ago
Resorts World Catskills Casino