Classic Cottage with Beautiful Catskill View, on 5 peaceful acres
Cottage in Olive, NY
6 guests · 3 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more
About this cottage rental
The Cottage on the Hill is set on 5 acres of meadow and woodland, surrounded by a mountain view. The site is spectacular in any season -- a perfect place to rejuvenate and recharge! Picture morning coffee on the front porch. Scenery that inspires. A field where kids can run and play, with a woodsy backyard to explore. Good meals with family and friends. Sunsets and star-lit sky. Time and space to relax.
The house is convenient to many of the area's most appealing sites: Catskill hiking trails, the Woodstock cultural scene, Mohonk Preserve, Minnewaska State Park, farm-to-table restaurants, orchards and wineries, the Ashokan Center for music and dance, and Hudson Valley historic sites. Shops and services are 10 minutes away in Stone Ridge. And it is just a short drive to walking or biking along the always beautiful Ashokan reservoir.
The sun-filled home features parquet floors and vintage details with updated finishes. The living room has a bluestone fireplace, walnut paneling, two leather couches, a smart TV, DVD player, CD player, and new turntable. A well-equipped kitchen is fully stocked with everything you need to prepare a great meal. It leads to a dining porch with a table for six. The classic tiled bathroom includes a shower and tub. Three bedrooms offer comfortable sleeping for five to six people (two bedrooms each have a double bed, the third has 2 twin beds). A reliable heating system will keep you warm if nights are chilly. In summer, window air conditioners and ceiling fans will help keep you cool. WiFi is provided; and cell service on the hill is excellent.
*Check out our weekly and monthly discounts. Seasonal rates are also available.*
The house is convenient to many of the area's most appealing sites: Catskill hiking trails, the Woodstock cultural scene, Mohonk Preserve, Minnewaska State Park, farm-to-table restaurants, orchards and wineries, the Ashokan Center for music and dance, and Hudson Valley historic sites. Shops and services are 10 minutes away in Stone Ridge. And it is just a short drive to walking or biking along the always beautiful Ashokan reservoir.
The sun-filled home features parquet floors and vintage details with updated finishes. The living room has a bluestone fireplace, walnut paneling, two leather couches, a smart TV, DVD player, CD player, and new turntable. A well-equipped kitchen is fully stocked with everything you need to prepare a great meal. It leads to a dining porch with a table for six. The classic tiled bathroom includes a shower and tub. Three bedrooms offer comfortable sleeping for five to six people (two bedrooms each have a double bed, the third has 2 twin beds). A reliable heating system will keep you warm if nights are chilly. In summer, window air conditioners and ceiling fans will help keep you cool. WiFi is provided; and cell service on the hill is excellent.
*Check out our weekly and monthly discounts. Seasonal rates are also available.*
Amenities
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
TV
Garden
Family friendly
Map of Olive, NY
$$$$
Reviews
5.0
It was a lovely and relaxing stay. The location had a beautiful view of the distant mountains and water. We took took a road trip and saw what a large and impressive reservoir was there. The cabin itself had everything we needed, and the manager Dorothy was available if we had any questions.
5.0
This was our family's (of 3) second stay at the Highland cottage, and it won't be our last!
I love the charm of the place and the quiet and peaceful surroundings. Communications with the property owners are superb, and they keep the accommodations in top form.
We look forward to returning!
5.0
Beautuful view...everything we needed.....clean as a whistle....hostess great to work with....a real gem!!
5.0
Property exceptional, welcoming, replete with encouraging amenities reflecting the care & concern of owner! Bookcase reflected all we needed to know!! Thank you VERY much!
5.0
Our family of three could not have been happier here during our Autumn stay.
With the understanding that this is a cottage, we were thrilled with its comfort and location. It's with obvious love that the home is furnished and maintained.
Wonderful, rustic touches abound and services such as heat and internet access, are excellent.
The host was very communicative and promptly assisted us with a smooth check-in.
Personally, this is exactly what I look for in an escape from the City and I hope we might stay here again soon!
5.0
Perfect place to relax and rejuvenate, surrounded by the quiet beauty of nature and a lovely, homey environment. The house is very well equipped with everything you could possibly need, from a well-stocked kitchen to an array of music, games and books. We absolutely loved our stay!
5.0
Thanks for having us at your lovely cottage!
5.0
Charming house on a hill with great views of the mountains and the reservoir.
Super comfortable. Great cable and Smart TV options. Beds and pillows are comfortable; linens are great cotton. Lots of overhead fans. Great screened-in porch. Tons of kitchen stuff - pots/pans, utensils, spices.
Dorothy is super helpful and responsive to any needs that arise.
It's a great place to stay - all seasons!
5.0
Great experience- we enjoyed it and appreciated that it was clean, organized, and stocked with supplies.
5.0
This adorable property was PERFECT for our trip upstate! Amazing view of the Ashokan Reservoir and a cute, chic, and cozy interior that can sleep up to 6 comfortably. We felt like we were in a movie waking up to these mountain views and the beautiful sounds of nature. Equipped with many amenities and a front porch, this is definitely the spot to go an unwind! The host has done a wonderful job with this place and we will definitely be back!
5.0
We had such a lovely experience at the cottage for a week. Dorothy left such helpful materials and suggestions for things to do, we were never bored. The views of the mountains are so beautiful and a delight to watch change with the different light and weather everyday. The house was so well organized and it was easy to find anything we might need. It is the kind of place you walk into and just know is full of love and good vibes. We immediately felt at home even though we are city folks and were a bit scared of bears/wildlife at first haha! It was quite hot during our stay, but I bet it is gorgeous in the fall and would be so cozy with a warm fire — would love to go back for that!
5.0
We (four total) loved staying in this charming cottage with our adult children. It was quiet and peaceful and we felt at home right away. Dorothy the owner was always quick to respond to any questions we had. The cottage was well supplied with all household needs, including kitchenwares, DVDs, music, games and books. Watching sunsets from the porch was a treat. We had a very nice partial view of Ashokan Reservoir and the surrounding hills. The two room ACs kept the house cool on the hottest days with the help of fans. There was no washer or dryer on site, so we had to drive a ways to find a laundry service. Also an extra bathroom would have been nice. We would definitely stay here again.
5.0
Cottage with view of Catskill mountains
We loved our stay in this beautifully located cottage up at the end of a quiet street. It was super clean and organized, with a well stocked kitchen. It has all the amenities one would ask for in a cottage, a lovely sun room from which one can enjoy breathtaking sunsets, a front porch and outdoor fireplace. The cottage stays cool during hot days. We only needed the A/C's when the temps went up above 90 deg.. There are many lovely trails in close vicinity. Woodstock and other towns are within short short distance. We would love to come back in the near future.
5.0
Time Capsule Cottage
What a wonderful spot. The house itself is adorable- clearly a much-loved family heirloom. Fun books, records, and even vintage dishes make it feel like you are stepping back in time. It is also beautifully situated on a hillside that makes a perfect spot for watching the mountains and the sky while listening to the birds and the bees. Only two hours from NYC, but feels a world away... Can't wait to go back!
5.0
Lovely place
My husband and I had a beautiful, peaceful, relaxing stay at the Cottage on the Hill. We loved the mountain views, the woods and wildlife, and the screened-in porch.
We found Dorothy and Thelma very responsive when we needed help with some minor things. We'll be back!
5.0
Wonderful Setting in Nature-Beautiful Home
What an incredible place for good friends to stay, enjoy a cozy fire, tell stories and play games after a hearty walk by the reservoir or the rail trail. All the amenities to cook a tasty meal. Nature surrounding you.
5.0
Beautiful & relaxing vacation
Beautiful location. We had a relaxing vacation. House comfortable with all the necessities. Great area to explore and commune with nature. I would love to come back
5.0
Best of both worlds at a reasonable price
Loved our stay! This rental offers best of both worlds - a quiet living space, private woodsy backyard, and serene panoramic view, but also a central location and perfect jumping off point to explore the rest of the Catskills. The home is extremely clean, cozy, and very well-stocked with everything one could want - extensive kitchen equipment, full cabinets with glass and dinnerware, pots and pans, bakeware, utensils, coffee/tea stuff, spices, cooking and cleaning essentials..
The bedrooms are perfectly comfortable, with a mix of both soft and firm style mattresses. Plenty of extra blankets and comforters in the closets, ceiling fans in most rooms, and also small fans and heaters available for the back porch, etc if needed.
As a group of 4 women (2 in their 70’s, 2 in their 50’s) we were very comfortable here and extremely pleased with our choice.
In between our Catskills explorations, we enjoyed dining on the back porch, and evening movies and card games in the living room. The living room offers a variety of comfortable seating options, a large screen TVs with cable, lots of dvd choices, and a working fireplace. We thought it was cozy and comfortable, and spent many evening hours there.
Some rentals are just houses with bare bones essentials. This was a home - with all of the little conveniences you would expect to find in your own home.
The owner, Dorothy, was quick to respond the few times we emailed with random questions. She was consistently responsive, friendly, knowledgeable and helpful. They had the best guestbook of instructions, information, and local recommendations that I think I’ve ever seen in a rental - super helpful.
FYI: There are some excellent local dining choices nearby. (We highly recommend The Roost for fantastic dinners and breakfasts.)
We loved our time here, and would have no second thoughts about renting this home again!
5.0
Perfect place to get away and recharge our batteries
We could not be more excited about this property. All details and items one would need/want were provided even ones you did not know you needed. Very quiet and relaxing location and not far from local interests.
We will definitely look to stay here again in the future!
5.0
Family weekend
We rented this cottage while we were attending a wedding in the area. It was nice, clean and the owner has thought of everything to make your stay enjoyable. They had books, games, movies, records and even firewood for the outdoor and indoor fireplaces.
5.0
Car
Overall very pleasant isolated cabin with great views and great hiking. Just bring all your groceries as nearest supermarket is a little drive away. In addition, to get nearest newspaper, if you’ enjoy reading paper- newspaper with breakfast then be prepared to drive 7 miles in the morning. Yep, we are still old fashion and like that paper.
5.0
Family Getaway
My family of five (with kids ages 7-13) had a wonderful 5-day stay! The cottage is tucked away on a hill, with a meadow and woods to explore, and beautiful views. We relaxed in the hammock and roasted marshmallows in the outdoor fireplace.
The inside of the house was very comfortable and cute, and the kitchen was well-equipped. There were supplies for everything, including taking a picnic on an outing. The location of the house was excellent for the locations we wanted to visit around the Catskills, such as Minnewaska State Park Preserve, the trails along the Ashokan Reservoir, and Woodstock. We truly loved our stay, and would gladly return someday!
5.0
Ashokan
Great place!
5.0
Fantastic summer on the hill
Stayed through the summer with our little kids and thoroughly enjoyed our time. House was spotless and very well stocked. Comfy and cozy. The view is breathtaking and a convenient base for exploring all the Catskills has to offer. Dorothy was so helpful in getting us set up and settled. Could not have asked for a better stay.
5.0
Amazing house with beautiful views!!
We had an amazing weekend at this beautiful house!! It was fully stocked, clean, and soooo cozy. We had a blast exploring the area and making dinner in the kitchen. Dorothy was very quick respond to any questions. Highly recommend!
5.0
Cozy place
We had a wonderful weekend getaway. The place was clean, cozy and well equipped. The owner communicated everything that we needed to know. We hope to come again sometime.
5.0
Lovely cozy place for perfect gateway weekend
This place was extremely clean and well organized. Having a breakfast On the outdoor picnic table was wonderful and the fireplace was super cozy!
5.0
A beautiful location in the hills
We loved our stay at the cottage on the hill. It’s a rustic cozy cottage with spectacular views of the mountains. It’s about a 15 minute drive to town but it was so great to be tucked away in the woods
5.0
This cottage was everything we hoped for and more! It is cozy and has lovely amenities - great bedding, fluffy towels, well-stocked kitchen, books to read, and the BEST view. The location was fantastic - serene and peaceful, yet close to towns and the reservoir. We will definitely rent again!
5.0
Lovely cottage on a hill
Beautiful views. Adorable cottage. Comfortable beds. Fantastic screened-in dining room. A perfect hammock out back. We loved staying here for a long weekend! The hosts leave all sorts of thoughtful things for guests: wooden tongs for the toaster, bug repellent spray, very clear directions and lots of great local recommendations. We definitely want to return to this idyllic place!
5.0
Wish we had more time!
It was a great little cottage that my family loved! Can’t believe how well-stocked it was! Only downside is that we only had two nights!
5.0
Great, quiet stay!
We had a great stay and you can tell that a great deal of thought went into the house. Owners maintain it well and i appreciate the organization! It was a great house for our family of 4.
5.0
family reunion
wonderful cottage beautiful location awesome views Stayed for weekend attending a family reunion nearby the three of us found the place to be very nicely equipped and comfortable would highly recommend for families or anyone looking for a nice place to stay in the Catskills region
5.0
Relaxing long weekend
Our first vacation rental experience was a very good one, Dorothy the owner was not on the property, but her instructions and details where everything are down to detail, the house was tidy and clean. Just we wanted, relaxing long weekend away from the city. We want to come back for the Fall
5.0
Very nice!
The owners were very responsive to any issues that came up, and the property is cozy and beautiful!
5.0
Holiday Weekend
We had a great stay here--really enjoyed our weekend. It was short drive to a number of great hiking areas. The nearby town had a grocery store with everything that we needed for the weekend. And our kids enjoyed playing in the yard.
5.0
Lovely home in quiet location
We stayed with our boys in this sweet home for several days. While it rained most of the time, we still found plenty to do! Loved the views, the yard, and the history, both inside the home and in the surrounding areas. We would definitely stay here again! Thank you
5.0
Wonderful little place, very comfortable
Owners have great taste, and are very thoughtful.
5.0
So Fantastic!!
My husband and I had such a relaxing visit to the Catskills and this wonderful cottage. It was so nice to come back from our hiking to relax and unwind in this cozy cottage. We loved the kitchen, the comfy beds, the livingroom and the views! The photos are spot on and you will find yourself staring out the window. The neighborhood is a great place to run right from the cottage. We visited the Ashokan Reservoir, the towns of Gardiner, Rosendale, Phoenicia, Stone Ridge (of course) and the Wallkill Rail Trail. Since we may buy a second home in the area - this was an ideal location to start our exploration. I highly recommend this area, this cottage and a trip to this gorgeous section of the Hudson Valley.
5.0
Fantastic house in a beautfil surrounding
This was our second stay at the property. We highly recommend the property and would return yet again.
We were a party of 2 couples + 1 baby. The house is extremely comfortable and has everything needed if you wish to just lazy about. The grounds are beautiful and we put the BBQ to use every night.
The beds are comfortable, the kitchen is well stocked and the house was super clean.
There is much to do in the area, whether you are looking for an easy stroll on one of the many rail trails or a more serious hike in the Catskill Mountains or the Shawangunsks. Excellent restaurants are only 15-20 minutes away in Stone Ridge and High Falls.
Dorothy was readily available for any clarifications and her instructions and recommendations very clear.
FAQs
How much does this cottage cost compared to others in Olive?
The average price for a rental in Olive is $440 per night. This rental is $45 above the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at Classic Cottage with Beautiful Catskill View, on 5 peaceful acres . For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.
Is Classic Cottage with Beautiful Catskill View, on 5 peaceful acres pet friendly?
Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Classic Cottage with Beautiful Catskill View, on 5 peaceful acres ?
We found 8 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.
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