Holiday houses in Mechanicstown

Guest suite in Montgomery

4.95 out of 5 average rating, 488 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

4.97 out of 5 average rating, 331 reviews

Cabin in Wurtsboro

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

4.81 out of 5 average rating, 259 reviews

Apartment in Goshen

Great apartment- closest to Legoland

Large studio apartment in an historic luxury setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis/pickleball court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum

4.92 out of 5 average rating, 265 reviews

Cottage in Goshen

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

4.96 out of 5 average rating, 319 reviews

Guest suite in Chester

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

4.86 out of 5 average rating, 189 reviews

Apartment in Newburgh

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

4.89 out of 5 average rating, 577 reviews

Apartment in Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge

First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

4.92 out of 5 average rating, 154 reviews

Apartment in Middletown

Just Around The Corner

This roomy, modern and squeaky clean apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Enjoy the pond view and sounds of nature. A one bedroom that sleeps six with three queen beds in separate rooms divided by doors. 11 minutes to Galleria mall and 6 minutes to Adams farm market in Middletown, 18 minutes to Legoland, 21 minutes to Wallkill, 49 minutes to Warwick and just under one hour to Patterson, NY.

4.91 out of 5 average rating, 185 reviews

Home in Goshen

Goshen House: hot tub, fenced yard, by downtown

Escape to The Goshen House. Enjoy relaxation, convenience, and open space in our new well-stocked and centrally-located home. This home was designed with comfort in mind: you'll love the radiant heat floors, open floor-plan, and modern kitchen. Let Fido get the zoomies out in the fenced-in yard or take her out on Heritage Trail, just steps away. Or just relax in the zen backyard, including a hot tub, fire pit and grill. Only 1 hour drive to Manhattan.

4.99 out of 5 average rating, 316 reviews

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

4.96 out of 5 average rating, 114 reviews

Guest suite in Cornwall

Studio in Cornwall

Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.

Tiny home in Cuddebackville

5 out of 5 average rating, 105 reviews

The Silo-a tiny house getaway in the Catskills

No Winter Blues here! THE SILO-UNIQUE AIRBNB!!! Formerly 1920's feed Silo. Close to Holiday Mountain Ski, BETHEL WOODS Museum, Hike/bike 52 miles of local trails, brewery/winery, casino & unwind! This 4 flr. + loft silo nestled in Catskills w/ stunning views. Attached to early 1900’s barn-owners on-site. See guidebook for local suggestions. The main house barn is NOT the airbnb/rental. The Silo is the airbnb

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Other great holiday rentals in Mechanicstown

Place to stay in Goshen

4.7 out of 5 average rating, 89 reviews

Groovy Digs for a unique stay on Murray Hill

JayleeRating, 5 stars1 month ago

Very glad I found Groovy Digs!! Loved the decor and how well put the together the host has the place. Great neighborhood with many things to do nearby. Would definitely recommend this place to others :) We hope to back again!

4.97 out of 5 average rating, 62 reviews

Home in Wurtsboro

Streamside Catskills Cabin

JennaRating, 5 stars1 month ago

We had such a relaxing weekend in the cabin. Highly recommend for a quick getaway from the hustle and bustle! Everything was as described and any questions were quickly answered. Overall a wonderful place to stay :)

Home in Middletown

4.75 out of 5 average rating, 12 reviews

Cozy Delight

Sarah-JaneRating, 5 stars1 week ago

Sue was a super communicative and gracious host. Right down to ordering a French press for me since that is the way I prefer my coffee and having it delivered to the property. Super cute place, very comfortable, clean, comfy beds, and killer location.

4.99 out of 5 average rating, 88 reviews

Home in Montgomery

Modern Woodland Retreat, Hudson Valley & Catskills

MichaelRating, 5 stars2 days ago

We appreciated the cleanliness of the house, and it was a nice place to relax with friends and family both inside and outside around the fire. We would definitely stay again!

4.85 out of 5 average rating, 72 reviews

Apartment in Montgomery

Newly renovated, 3 bedroom, village of Montgomery

BethRating, 5 stars1 week ago

Fantastic accommodations and the restaurant is just the icing on the cake. I loved everything about our stay - couldn’t have picked a better spot

5 out of 5 average rating, 38 reviews

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars1 week ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

4.86 out of 5 average rating, 69 reviews

Guesthouse in Wurtsboro

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

JoanRating, 5 stars5 days ago

Hikers Haven is a great place to stay for a weekend. The place has a cool, tidy vibe. It is peaceful and close to both nature and towns. I highly recommend a visit to the Bashakill if you stay here.