search location
Travel Dates:
Reset Dates
172 Rentals In Town of Middletown
United States
New York
Delaware Area
Town of Middletown
Filters
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Seclusion only minutes away from everything !
3
3.0
9
Roxbury New York Private vacation home
From $199 per night
(USD)
3 Bdrm Home on Breathtaking 114 Acre Property
3
2.0
8
Margaretville New York Cabin
From $370 per night
(USD)
Tranquil Paradise With Lake And Catskill Mountain Views
2
2.0
4
Andes New York Private vacation home
From $229 per night
(USD)
Cozy Modern Catskills Getaway!
3
2.0
6
Fleischmanns New York Private vacation home
From $267 per night
(USD)
Modern Farmhouse w\/ WIFI, 10m to skiing & hiking
4
2.0
6
Denver New York Agritourism
From $324 per night
(USD)
Berushka Cottage: Hike, Swim, Amazing Mountain Views, WFH
2
2.0
4
Fleischmanns New York Private vacation home
From $207 per night
(USD)
Stream side Victorian Charmer, with Cedar Hot Tub , outdoor shower, large deck.
4
3.0
8
Halcottsville New York Private vacation home
From $438 per night
(USD)
Home on Hill \/ Mountain Views \/ FAST Internet \/ AC \/ Near Roxbury Wedding Venues
4
3.0
10
New Kingston New York Private vacation home
From $168 per night
(USD)
Breathtaking views on Private Estate with Heated 50 foot Salt Water Pool
4
3.0
8
Fleischmanns New York Private vacation home
From $1080 per night
(USD)
Mountain View Suite. Comfortable, private and cozy estate apartment
1
1.0
2
Roxbury New York Apartment
From $199 per night
(USD)
Cozy Getaway Apartment in the heart of Margaretville in the Catskill Mountains
1
1.0
4
Margaretville New York Apartment
From $100 per night
(USD)
CATSKILLS Relax & Rejuvenate In Nature W\/ Steam Spa, Sauna, Yoga, Barn & Tipi!
4
3.0
7
Fleischmanns New York Private vacation home
From $354 per night
(USD)
Beautiful, private Property\/swimming pond
4
3.0
9
Fleischmanns New York Private vacation home
From $259 per night
(USD)
Cozy Home, Wood-burning Fireplace, Ski Belleayre
3
1.0
6
Margaretville New York Private vacation home
From $315 per night
(USD)
5 bedrooms 5 ensuite bathrooms, Roxbury, NY
5
5.0
8
Roxbury New York Agritourism
From $668 per night
(USD)
Birch Tree Lodge - Cozy Cabin Getaway in the Catskills
3
2.0
9
Fleischmanns New York Private vacation home
From $248 per night
(USD)
Mountain view chalet-15 minutes to Plattekill and Belleayre
3
2.0
6
Roxbury New York Chalet
From $305 per night
(USD)
Cozy cabin with great views and fire place!
2
1.0
4
Fleischmanns New York Private vacation home
From $170 per night
(USD)
Charming Farmhouse, near Belleayre\/ Catakill Park. EV Level 2 charger available
5
2.0
10
Fleischmanns New York Agritourism
From $286 per night
(USD)
Catskill Mountain Studio on estate with stunning views
1
1.0
2
Roxbury New York Apartment
From $179 per night
(USD)
Stunning Catskills Cabin Getaway, facing BelleAyre
3
2.0
8
Fleischmanns New York Chalet
From $294 per night
(USD)
Moonlight Reflections
3
2.0
8
Fleischmanns New York Private vacation home
From $220 per night
(USD)
Catskill Contemporary with Fireplace near wedding venues sleeps 15
5
3.0
15
Margaretville New York Private vacation home
From $400 per night
(USD)
Relax in peaceful, private, secluded woods and mountains
3
2.0
5
Fleischmanns New York Cabin
From $180 per night
(USD)
LOOKING FOR A HEAVENLY GETAWAY
4
2.0
10
Arkville New York Private vacation home
From $315 per night
(USD)
Brand New Modern 5b3b house 3mins to Belleayre ski resort
5
3.0
10
Fleischmanns New York Private vacation home
Click For Pricing
Beautiful Home in the Catskills, 4 beds cozy home
4
3.0
7
Roxbury New York Private vacation home
Click For Pricing
Tranquil escape with\/ endless mountain hot tub views. 2.5 hours from GWB
2
3.0
4
Roxbury New York Villa
From $417 per night
(USD)
Margaretville Chalet
6
4.0
16
Margaretville New York Private vacation home
From $299 per night
(USD)
Relaxing Country Escape Close to Ski Resorts
3
2.0
8
Margaretville New York Private vacation home
From $160 per night
(USD)
THE CATSKILLS MOUNTAIN MODERN SPACECRAFTX 1 HOUSE
2
2.0
4
Margaretville New York Private vacation home
Click For Pricing
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
3
2.0
8
Fleischmanns New York Private vacation home
From $202 per night
(USD)
Binnekill Chill Apartment#4
1
1.0
4
Margaretville New York Apartment
From $100 per night
(USD)
Cozy Apt close to the Catskill Park,Skiing, Hiking and more!
1
1.0
3
Margaretville New York Apartment
From $105 per night
(USD)
Catskill Ski Mountain Retreat w\/ Private Pool
9
6.0
25
Big Indian New York Private vacation home
From $1379 per night
(USD)
The Barn Loft. Streamside living in a spacious and tastefully renovated barn
3
2.0
6
Roxbury New York Agritourism
From $229 per night
(USD)
Binnekill Views- Cozy Apt over looking the Binnekill stream
1
1.0
3
Margaretville New York Apartment
From $116 per night
(USD)
Private Escape Near Belleayre Ski Center
3
2.0
6
Fleischmanns New York Private vacation home
Click For Pricing
Country Home with Private Swimming Pond and Beautiful Mountain Views
3
2.0
6
Margaretville New York Private vacation home
From $395 per night
(USD)
Four Season Retreat in the Heart of the Catskills
3
2.0
6
Fleischmanns New York Private vacation home
From $290 per night
(USD)
Comfortable Log Cabin With Stunning Views
5
2.0
6
Margaretville New York Cabin
From $419 per night
(USD)
Meadowlark, a delightful and unique Catskill Mountain Cottage. Extraordinary
3
3.0
6
Roxbury New York Private vacation home
From $234 per night
(USD)
Mountain Chalet with Breathtaking Panoramic Views
3
2.0
7
FLEISCHMANN'S New York Chalet
From $275 per night
(USD)
Catskill Mountain Cabin Rental Near Skiing
4
3.0
12
Fleischmanns New York Cabin
From $328 per night
(USD)
Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.
2
2.0
6
Arkville New York Cottage
From $160 per night
(USD)
Seasonal Rental - Cozy Village Home Minutes From Skiing
4
2.0
8
Fleischmanns New York Private vacation home
Click For Pricing
Private Country Chalet With Great Winter Views
3
1.0
6
Fleischmanns New York Chalet
From $243 per night
(USD)
Cozy home w\/mountain views, sunroom, close to shopping, restaurants & skiing.
4
2.0
6
New Kingston New York Private vacation home
From $353 per night
(USD)
Quiet Cabin in the Woods w\/ private SAUNA
1
1.0
4
Margaretville New York Cabin
Click For Pricing
Private Mountain\/Ski Getaway House
4
3.0
8
Fleischmanns New York Private vacation home
From $360 per night
(USD)
Free 50 Amp EV Charger Modern New, HotTub, A\/C, Webber Grill, 2 Decks, FirePit
2
1.0
4
Fleischmanns New York Private vacation home
From $315 per night
(USD)
Mountain View Modern, remodel + game & cinema room
4
2.0
8
Margaretville New York Private vacation home
From $315 per night
(USD)
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
2
1.0
6
Fleischmanns New York Chalet
From $185 per night
(USD)
Spacious Farmhouse near Belleayre - Sleeps 14
5
4.0
14
Margaretville New York Private vacation home
From $616 per night
(USD)
Quiet Catskills Getaway w\/Deck-Panoramic Mtn Views
3
1.0
6
Margaretville New York Private vacation home
From $200 per night
(USD)
Catskills Victorian With Fireplace & Mountain Views for skiing, fishing & hiking
6
6.0
22
Fleischmanns New York Private vacation home
From $567 per night
(USD)
Cozy Catskills Cabin with Mountain Views
3
2.0
6
Margaretville New York Cottage
From $290 per night
(USD)
Belleayre Grandhouse 6 bedrooms sleep 15 w\/hot tub, sauna, game lounge.
6
3.0
15
Margaretville New York Private vacation home
From $800 per night
(USD)
Sunset View Farmhouse on private 8 acres
2
2.0
7
Denver New York Agritourism
Click For Pricing
Catskills Getaway Home W\/ Hot tub, Game room, fire pit and basketball court
4
2.0
10
Margaretville New York Private vacation home
From $347 per night
(USD)
Ski Cabin-Scenic Views-5.5 Private Acres-Fast Wifi
3
2.0
6
Margaretville New York Private vacation home
From $230 per night
(USD)
Cozy Catskill Mountain Getaway: The Trillium Cabin
2
1.0
5
Margaretville New York Private vacation home
From $137 per night
(USD)
Birch Tree Lodge - Cozy Cabin Getaway in the Catskills
3
2.0
9
Fleischmanns New York Private vacation home
Click For Pricing
Modern Catskills Reprieve w\/ Hot Tub + Mtn Views!
5
2.0
10
Margaretville New York Cabin
Click For Pricing
The Lane · Catskills Arthouse - 15 mins to Skiing w\/game room
4
3.0
8
Margaretville New York Cabin
From $606 per night
(USD)
Sunny loft in the mountains
1.0
3
Margaretville New York Apartment
From $110 per night
(USD)
\"Sugar Mountain\" Is a brand new home with magical views and breathtaking sunsets
3
2.0
8
Margaretville New York Private vacation home
From $460 per night
(USD)
Catskill hobby farm near Roxbury, Margaretville and Bellayre Mtn
4
4.0
7
Margaretville New York Private vacation home
From $250 per night
(USD)
Cozy Log Cabin with Sauna EV Charger and Wood Stove
3
2.0
7
Margaretville New York Cabin
From $164 per night
(USD)
Catskill Mountain retreat
3
2.0
7
Pine Hill New York Private vacation home
From $377 per night
(USD)
Log cabin Close to skis, hiking, shopping and dining!
3
2.0
8
Fleischmanns New York Cabin
Click For Pricing
Mountaintop Catskills Dream Retreat
4
4.0
10
Margaretville New York Cabin
From $385 per night
(USD)
FOUR SEASON Catskills Home - Secluded & Spacious w\/ Secret Waterfall
4
4.0
12
Margaretville New York Private vacation home
From $485 per night
(USD)
Get out and explore- or stay in your cozy cottage at valkyrian #8
1
2.0
3
Fleischmanns New York Apartment
Click For Pricing
Swimming pond, fire pit, pool table, hiking trails, close to Belleayre, views!
4
4.0
10
Margaretville New York Private vacation home
From $233 per night
(USD)
Catskill Mtn view, Fireplace, Hot Tub Village setting
4
2.0
12
Margaretville New York Private vacation home
From $350 per night
(USD)
Twin Peaks in the Catskills
5
3.0
10
Roxbury New York Private vacation home
From $315 per night
(USD)
Cozy Log Cabin in the Catskills Belleayre Ski Mountain
1
1.0
4
Pine Hill New York Cabin
From $192 per night
(USD)
Ski chalet
3
2.0
6
Denver New York Chalet
From $285 per night
(USD)
Birch Creek Retreat ~ Rustic & Secluded ~ 8br, 8ba 3min Lake+Ski, NEW SAUNA!
8
8.0
20
Pine Hill New York Private vacation home
From $825 per night
(USD)
Cozy Catskill Cottage
1
1.0
2
Margaretville New York Cottage
From $66 per night
(USD)
Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy
5
3.0
10
Margaretville New York Private vacation home
From $345 per night
(USD)
Stylish Village Victorian - Spacious, Well Appointed and Centrally Located
5
2.0
10
Margaretville New York Private vacation home
From $273 per night
(USD)
Your Catskills Retreat Awaits.
2
1.0
5
Margaretville New York Private vacation home
From $214 per night
(USD)
Creekside Getaway, a spacious, Elegant Catskill Mountain retreat
2
1.0
5
Roxbury New York Private vacation home
From $199 per night
(USD)
Cheerful mountain duplex!
3
2.0
12
New Kingston New York Cottage
Click For Pricing
Spacious catskill mountain duplex
3
2.0
12
New Kingston New York Private vacation home
From $349 per night
(USD)
Very well situated and lovely rooms
3
2.0
8
Margaretville New York Private vacation home
From $270 per night
(USD)
Sauna Belleayre Cozy Cabin
1
1.0
4
Fleischmanns New York Cabin
From $175 per night
(USD)
Catskill Mountain Cabin - Hot Tub, Sauna, Game Room and Pond, min. to ski & town
3
2.0
6
Margaretville New York Chalet
From $358 per night
(USD)
Gray House by the Slopes- Luxury retreat for four seasons with hot tub #STRAO026
3
3.0
7
Big Indian New York Private vacation home
From $300 per night
(USD)
The Bruno House: Magnificent Catskill Getaway!!
5
2.0
15
Fleischmanns New York Private vacation home
From $338 per night
(USD)
Belleayre, Fleischmanns, Plattekill, Highmount Catskills Mountain House
3
2.0
16
Fleischmanns Heights New York Private vacation home
From $500 per night
(USD)
Catskills A-Frame Cabin in the heart of Catskills Park. Amazing trails+food!
3
2.0
6
Pine Hill New York Cabin
From $378 per night
(USD)
Spectacular 40 acre RANCH minutes from SKIING - Holiday and End of the Year Discounts!
3
3.0
10
Margaretville New York Cabin
From $326 per night
(USD)
Arkville Hill House - Heart of the Catskills
1
1.0
2
Arkville New York Private vacation home
From $85 per night
(USD)
Lively Mountain Escape Minutes from Belleayre Ski Center Wedding Venues Activities and Nature
6
3.0
14
Pine Hill New York Private vacation home
From $575 per night
(USD)
A cozy, 1970’s chalet nestled in the Catskills just outside Roxbury.
3
2.0
6
Denver New York Chalet
Click For Pricing
Beautiful expansive ski chalet with hot tub less than 10m to Belleayre Mountain!
5
4.0
12
Fleischmanns New York Chalet
From $850 per night
(USD)
Cozy Catskill Mountain House close to Belleayre Ski Resort
3
3.0
6
Fleischmanns New York Cottage
From $302 per night
(USD)
Load More Results