Ashland Vacation Rentals

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Browse Select Ashland Vacation Homes

Fridge, microwave, oven, stovetop
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
10.0 out of 10, Exceptional, (1)
"This place is such a great value—beautiful, private, well thought out. Upon entering the cozy home, we were greeted with warmth and comfort. House has everything you need to make you feel at home. One of the highlights of our stay was the well-equipped kitchen. We prepared delicious meals and enjoyed our creations in the charming dining area. I recommend this house to anyone seeking a cozy getaway with friends and family."
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
9.8 out of 10, Exceptional, (80)
"Natalya was a great host! Property was very nice and great location to Hunter!"
The price is CA $680
CA $1,088 total
includes taxes & fees
May 19 - May 20
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Living area
Peaceful Catskill Mountains Cabin
10.0 out of 10, Exceptional, (55)
"This secluded cabin was Absolutly wonderful! Did not want to leave! The stars are amazing and the local streams are tranquil. The hosts have great communication! We will be back"
Peaceful Catskill Mountains Cabin
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Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (188)
"It was a great family time. Play and rest"
Beautiful House 0,5 Mile From Hunter Mountain
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
2 bedrooms, free WiFi, bed sheets
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
9.8 out of 10, Exceptional, (19)
"Great little cabin, very clean, and the host was extremely responsive and helpful. Very close to a bunch of nice restaurants and a nice little town. Amazing hiking trails all around. Definitely recommended for a getaway from the city."
The price is CA $184
CA $437 total
includes taxes & fees
May 20 - May 21
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Fridge, microwave, oven, stovetop
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, (22)
"The place and host were amazing. The property was well kept and well appointed for our stay. It is nicely secluded, and the hot tub was perfect for relaxing."
Your peaceful, private retreat to get away with friends & family!
Fridge, microwave, oven, stovetop
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
10.0 out of 10, Exceptional, (29)
"Wonderful very large home in the mountains. Quiet and peaceful. Enjoyed our Thanksgiving holiday here with plenty of room for cooking and lounging. Able to bring our dog too which was an added plus. Small village nearby with cute shops for Saturday shopping and grocery store within 5 miles. House has everything you need."
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
Interior
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
9.8 out of 10, Exceptional, (70)
"Beautiful well appointed home. Great for large groups. The kitchen is well stocked with everything to cook and serve meals. The beds were comfortable. Gorgeous views and the hot tub on a chilly November night was amazing."
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
Exterior
Cozy Country Farmhouse Along the Catskill Scenic Trail
10.0 out of 10, Exceptional, (104)
"We had the best time! The house was clean with comfy beds, it had all the basic supplies we needed, and had a few fun games to play and interesting books to read during the evenings. The views were beautiful and we enjoyed exploring/walking on the property. The house was close to the bookstores in Hobart as well as delicious local restaurants. The Rich Farm farmhouse was a great place to stay. 😊"
The price is CA $238
CA $433 total
includes taxes & fees
May 29 - May 30
Cozy Country Farmhouse Along the Catskill Scenic Trail
Property grounds
Lil' Country Home Nestled In The Pines The Red House
10.0 out of 10, Exceptional, (5)
"This was a new dwelling.Very clean, well equiped. The host was wonderful and checked on us dailey to see if we needed anything. Lots of wildlife around entire area."
Lil' Country Home Nestled In The Pines The Red House
TV, fireplace
Creekside Catskills Getaway Near Hunter Mountain
9.4 out of 10, Exceptional, (3)
"Our family was attending a wedding at Hunter Mtn Resort. The rental was perfect for our weekend. The location was great,beautiful trail across the street and the wooded lot was peaceful. Wish we had stayed and extra day to enjoy the many restaurants and little towns."
Creekside Catskills Getaway Near Hunter Mountain
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, (42)
"We decided on a trip to Hunter Mountain with our family and some of my sons friends. I came across this house and let me tell you the pictures do not do it justice it’s even better in person!! We were beyond happy with the house and the location…. The house was fully stocked with everything you could imagine. So much room for our group of 13 including our golden retriever! The kids and adults loved the game room some adults even had a Pac-Man competition. We will definitely stay at this house...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Property grounds
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (208)
"House came with great amenities and host was very communicative and flexible"
The price is CA $442
CA $964 total
includes taxes & fees
May 21 - May 22
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Fridge, microwave, stovetop, dishwasher
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
10.0 out of 10, Exceptional, (48)
"Loved the house and it was perfect for our old friends hiking weekend"
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
Fridge, microwave, oven, stovetop
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Interior
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
9.8 out of 10, Exceptional, (13)
"I recently had the pleasure of renting this fantastic house, and I cannot recommend it enough! From the moment I arrived, I was impressed by the thoughtful amenities and stunning surroundings. The fire pit and fireplace were perfect for cozy evenings, creating a warm and inviting atmosphere. Being near hiking trails added a touch of adventure to my stay, allowing me to explore the beautiful natural surroundings conveniently. The host's attention to detail was exceptional. They provided a...
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, (35)
"Perfect long weekend getaway for our family of four plus our dog. Plenty of room both inside and out. Close to skiing, hikes, and nearby towns, Woostock, Phoenicia, etc. Thank you!"
Woodstock House on 35 private acres Mtn Views
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!
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 CA $679
CA $1,255 total
includes taxes & fees
May 22 - May 23
Belleayre, Fleischmanns, Plattekill, Highmount Catskills Mountain House
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See all available properties in Ashland
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 property types in Ashland

Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (229)
"Property was clean. Amenities were as advertised. However, shower temperatures fluctuate from hot to freezing. Stovetop was uneven, making it somewhat difficult to cook. "
The price is CA $170
CA $190 total
includes taxes & fees
May 22 - May 23
Starlite Motel
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
Terrace/patio
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!
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.

Ashland Vacation Homes information

Number of reviews
1,008
Accommodation
452 Vacation Homes
Lowest Price
CA $184
Highest Price
CA $680

Recent Reviews in Ashland
Expedia verified reviews

Urban Cowboy Lodge

Urban Cowboy Lodge

5/5 Excellent
"Property was absolutely gorgeous quiet, staff was accommodating. Our room was perfect with the Mountain View and tub. The restaurant had a very small menu and food was not that great. We had to order 2 appetizers and 5 dinners just get to full. Overall satisfied. "
A verified traveller stayed at Urban Cowboy Lodge
Posted 5 days ago
Urban Cowboy Lodge