Mechanicstown Holiday Rentals

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Our top choices for Mechanicstown holiday rentals

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, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is NZ$299
includes taxes & fees
8 Jan - 9 Jan 2026
Dream getaway apartment in the foot of Gunks Ridge

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19)
"Host was very friendly and helpful. "
United States
Michael R.
The price is NZ$216
includes taxes & fees
31 Dec - 1 Jan 2026
Trails Head Tiny House

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
2.0 star property
Gardiner
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is NZ$421
includes taxes & fees
8 Jan - 9 Jan 2026
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (58)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is NZ$825
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is NZ$754
includes taxes & fees
21 Dec - 22 Dec
Stylish & Peaceful Getaway on 3 Private Acres

Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (98)
"Really cozy stay I definitely have to come back during the summer months it was a beautiful experience !"
United States
Kimaya
The price is NZ$373
includes taxes & fees
22 Dec - 23 Dec
Trails Head Cabin

Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY

Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY
2.0 star property
Sparrow Bush
10.0 out of 10, Exceptional, (3)
"I had a fantastic stay at this property. The space was clean, comfortable, and exactly as described. The host was very welcoming and the location was perfect—would definitely stay here again!"
United States
Brandon
The price is NZ$1,442
includes taxes & fees
21 Dec - 22 Dec
Peaceful 3-Bedroom Log Cabin Retreat in the Heart of Idyllic Sparrow Bush NY

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (42)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
The price is NZ$434
includes taxes & fees
4 Jan - 5 Jan 2026
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
2.0 star property
Cuddebackville
10.0 out of 10, Exceptional, (8)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is NZ$838
includes taxes & fees
4 Jan - 5 Jan 2026
Serene Rustic Retreat with Lake

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
9.4 out of 10, Exceptional, (11)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is NZ$507
includes taxes & fees
11 Jan - 12 Jan 2026
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (12)
"Overall Great"
United States
Nick H.
The price is NZ$508
includes taxes & fees
23 Dec - 24 Dec
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.4 out of 10, Exceptional, (6)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
United States
Jay D.
The price is NZ$289
includes taxes & fees
6 Jan - 7 Jan 2026
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna

Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna
Vernon Township
10.0 out of 10, Exceptional, (46)
"i love the hotel i will use it whenever i go to vernon "
United States
Michael P.
The price is NZ$502
includes taxes & fees
6 Jan - 7 Jan 2026
Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is NZ$761
includes taxes & fees
31 Dec - 1 Jan 2026
Hello Small Stone

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
Vernon Township
8.8 out of 10, Excellent, (3)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is NZ$828
includes taxes & fees
22 Dec - 23 Dec
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (6)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is NZ$627
includes taxes & fees
20 Jan - 21 Jan 2026
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Lakefront Haven • Private Beach • Dock • Fire Pit • Game Room • Boat Rental

Lakefront Haven • Private Beach • Dock • Fire Pit • Game Room • Boat Rental
West Milford
10.0 out of 10, Exceptional, (4)
"The property was spotless, comfortable, and had everything we needed. The location was perfect—close to attractions yet quiet and relaxing. The hosts were amazing, welcoming and very responsive, they were welling to help us at all times and they may made sure the whole experience was smooth and enjoyable. We’d definitely stay here again!"
United States
Bana S.
The price is NZ$964
includes taxes & fees
11 Jan - 12 Jan 2026
Lakefront Haven • Private Beach • Dock • Fire Pit • Game Room • Boat Rental

Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,

Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,
2.0 star property
Matamoras
9.2 out of 10, Wonderful, (5)
"An immaculately clean, comfortable and quiet house with spacious rooms and comfortable furnishings. The owners were super friendly and responsive to our needs. We hope to stay here again next year."
United States
Denise
The price is NZ$515
includes taxes & fees
8 Jan - 9 Jan 2026
Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
wallkill
9.8 out of 10, Exceptional, (57)
"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "
United States
Mamie G.
The price is NZ$617
includes taxes & fees
21 Dec - 22 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (18)
"It was a wonderful stay. "
United States
Veena
The price is NZ$500
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy 2BR condo w/ valley views
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 Mechanicstown Hotel Reviews

Find out more about Mechanicstown

Everything you need to know about Mechanicstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Mechanicstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Mechanicstown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Mechanicstown holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Mechanicstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Mechanicstown holiday rentals we have selected for you start as low as NZ$373 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Mechanicstown rentals

At Expedia, we put the best Mechanicstown holiday 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 Mechanicstown 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 Mechanicstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Mechanicstown. 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 holiday rentals in Mechanicstown?

Yes, there are holiday rentals in Mechanicstown close to Orange County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Mechanicstown is known for its festivals and restaurants.

What are some of the best holiday rentals that Mechanicstown has to offer?

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries: This holiday home rental outside of Mechanicstown offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Mechanicstown?

Explore the area and family-friendly sights such as LEGOLAND® New York, or get out into nature at a spot like The Rock Sports Complex. Orange County Fair Speedway and Orange County Fairgrounds are other places to visit while you're in town.

What’s a holiday rental in Mechanicstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Mechanicstown. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.