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Cragsmoor Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cragsmoor vacation rentals

A modern kitchen with a white island, stainless steel appliances, and wooden flooring.

1. Nurser * Private Garden * Minutes to Minnewaska

Nurser * Private Garden * Minutes to Minnewaska
Pine Bush
10.0 out of 10, Exceptional, (4 reviews)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
$498 nightly
The price is $562
Sep 29 - Sep 30
Total with taxes and fees
Nurser * Private Garden * Minutes to Minnewaska
An outdoor seating area with red chairs and a fire pit, surrounded by rocks and trees, with string lights overhead.

2. TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (20 reviews)
"Just what we were looking for"
United States
Natalya
$199 nightly
The price is $223
Sep 29 - Sep 30
Total with taxes and fees
TRANQUIL MOUNTAIN SOLITUDE
A forested area with a table and chairs on a wooden platform.

3. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$192 nightly
The price is $216
Sep 23 - Sep 24
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A forest campsite with a tent, a fire pit, and a bench.

4. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
$136 nightly
The price is $152
Sep 23 - Sep 24
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

5. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
$181 nightly
The price is $183
Sep 29 - Sep 30
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
A cozy living room with a stone fireplace, a sofa, and a coffee table.

6. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (18 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
$232 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A brown leather sofa with patterned pillows and a throw blanket.

7. Catskill Tiny Home, King Bed & Hot Tub on 18 acres

Catskill Tiny Home, King Bed & Hot Tub on 18 acres
Ellenville
9.8 out of 10, Exceptional, (11 reviews)
"Quiet and lovely for a solo adventure with my dog. "
United States
Darcie B.
$389 nightly
The price is $436
Sep 29 - Sep 30
Total with taxes and fees
Catskill Tiny Home, King Bed & Hot Tub on 18 acres
A fireplace with logs, a vase with flowers, and candles on a woven mat.

8. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
$195 nightly
The price is $198
Oct 7 - Oct 8
Total with taxes and fees
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

9. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (44 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
$251 nightly
The price is $254
Oct 4 - Oct 5
Total with taxes and fees
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

10. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (15 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
$123 nightly
The price is $138
Sep 29 - Sep 30
Total with taxes and fees
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

11. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$189 nightly
The price is $223
Sep 29 - Sep 30
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

12. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (118 reviews)
"Was very pet friendly. "
United States
Kevin
$185 nightly
The price is $207
Sep 23 - Sep 24
Total with taxes and fees
Trails Head Cabin
A living room with a sectional sofa, a blue armchair, a patterned rug, a wall-mounted lamp, and a landscape painting.

13. Enclosed Hot Tub, King Bed, 3 bdrm, close to town

Enclosed Hot Tub, King Bed, 3 bdrm, close to town
Ellenville
$504 nightly
The price is $564
Sep 23 - Sep 24
Total with taxes and fees
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
A window with a view of a green, leafy outdoor area, possibly a garden or park.

14. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
$117 nightly
The price is $131
Sep 23 - Sep 24
Total with taxes and fees
Trails Head Tiny House
A cabin with a deck, surrounded by a grassy yard and trees.

15. Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Country Tiny Home w/ King Bed & Hot Tub 18 Acres
Ellenville
$331 nightly
The price is $371
Sep 29 - Sep 30
Total with taxes and fees
Country Tiny Home w/ King Bed & Hot Tub 18 Acres
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

16. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (100 reviews)
"We were very happy with the house and location, but what made it amazing was how great host was. Very accommodating and helpful with helping us out last minute. Would absolutely recommend working with this host again."
United States
Chris W.
$217 nightly
The price is $242
Sep 27 - Sep 28
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

17. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
$183 nightly
The price is $206
Sep 29 - Sep 30
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A bedroom with a bed, a desk, a chair, a potted plant, and a window.

18. Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
$243 nightly
The price is $273
Sep 27 - Sep 28
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

19. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.0 out of 10, (16 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
$148 nightly
The price is $167
Sep 23 - Sep 24
Total with taxes and fees
Cottage Suites
A kitchen with wooden ceiling beams, a black countertop, and a white backsplash.

20. Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake

Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
Woodridge
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our two night stay here. The tiny house was well maintained. "
United States
Chris D.
$255 nightly
The price is $287
Sep 23 - Sep 24
Total with taxes and fees
Sweet Suite Tiny House w/ Zen Vibes on Quiet Lake
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 Cragsmoor Hotel Reviews

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"Nice place, clean, lot of places to eat close by. Will stay here again."
Anthony 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Montgomery by IHG

Find out more about Cragsmoor

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

Cragsmoor vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $207 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cragsmoor rentals

At Expedia, we put the best Cragsmoor 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 Cragsmoor 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 Cragsmoor 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 Cragsmoor. 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 vacation rentals in Cragsmoor?

Yes, you can find vacation rentals close to popular points of interest in Cragsmoor, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Cragsmoor?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental outside of Cragsmoor is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Cragsmoor?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Cragsmoor stay.

What can I see and do in Cragsmoor?

Minnewaska State Park and VerKeerderkill Falls are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Ellenville Fault Ice Caves and Sam's Point Preserve.

What are vacation rentals like in Cragsmoor?

Vacation rentals are private properties you can reserve for several days or longer in Cragsmoor. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.