Mechanicstown Holiday Rentals

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Holiday Rentals in Mechanicstown

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (298)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is AU$913
includes taxes & fees
3 Aug - 4 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

5BR Home with Sauna & Pool Hot tub Fire pit

The price is AU$2,461
includes taxes & fees
29 July - 30 July
5BR Home with Sauna & Pool Hot tub Fire pit

Indoor Pool Paradise | 6BR + Huge Decks

The price is AU$2,880
includes taxes & fees
20 July - 21 July
Indoor Pool Paradise | 6BR + Huge Decks

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is AU$2,000
includes taxes & fees
19 July - 20 July
The Perfect Essential Getaway!

Amazing Home Near West Point, Shopping, Skiing and Legoland

10.0 out of 10, Exceptional, (12)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
The price is AU$746
includes taxes & fees
28 July - 29 July
Amazing Home Near West Point, Shopping, Skiing and Legoland

New for 2025 smart/whisper silent Heat and AC HVAC System. Temperature Control.

8.6 out of 10, Excellent, (8)
"Very nice area near plenty of nice things to do and see. Comfortable and clean as well."
The price is AU$782
includes taxes & fees
23 July - 24 July
New for 2025 smart/whisper silent Heat and AC HVAC System. Temperature Control.

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

9.6 out of 10, Exceptional, (53)
"Family REALLY loved our stay here. House was gorgeous and roomy. Backyard was amazing, fire pits and well maintained. Kelly, property management, were attentive and very kind. Saving this on favorites for our next trip"
The price is AU$696
includes taxes & fees
29 July - 30 July
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks

9.6 out of 10, Exceptional, (4)
"My family and I stayed here for the weekend for a family wedding and it was wonderful. The hosts were very responsive, the place was very clean, and the outdoor setting was really beautiful. It was such a relaxing setting. If we're in the area again, we'd definitely stay here. "
The price is AU$1,022
includes taxes & fees
29 July - 30 July
Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is AU$1,095
includes taxes & fees
22 July - 23 July
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

10.0 out of 10, Exceptional, (1)
"The location was fantastic and the place was amazing. Our family enjoyed the great views and the house had all the amenities to spend a relaxing vacation. "
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck ~ Living Room

10.0 out of 10, Exceptional, (1)
"We had an amazing stay at this beautiful home! The views overlooking the lake and mountains are absolutely breathtaking—better than I could have imagined. The house itself is gorgeous, well-maintained, and equipped with everything needed for a comfortable stay. On top of that, the host was incredibly responsive and made sure everything was perfect. If you’re looking for a peaceful retreat with unbeatable scenery and top-notch hospitality, this is the place to be. I can't wait to return!"
The price is AU$1,817
includes taxes & fees
20 July - 21 July
Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck ~ Living Room

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

9.8 out of 10, Exceptional, (8)
"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."
The price is AU$2,716
includes taxes & fees
23 July - 24 July
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

2.0 star property
The price is AU$785
includes taxes & fees
30 July - 31 July
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
The price is AU$304
includes taxes & fees
31 July - 1 Aug
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Peaceful 1-bedroom Suite in Goshen NY, 5 mins from Legoland! AC, Wi-fi, Pool inc

The price is AU$282
includes taxes & fees
23 July - 24 July
Peaceful 1-bedroom Suite in Goshen NY, 5 mins from Legoland! AC, Wi-fi, Pool inc

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (25)
"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"
The price is AU$1,478
includes taxes & fees
21 July - 22 July
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (9)
"We had a great time with our extended family at this beautiful house. The tennis court and swimming pool were great additions to our stay and vacation. Some minor issues arose, but the owner was incredibly responsive and moved to fix any issues quickly and successfully. Would stay again!"
The price is AU$5,357
includes taxes & fees
7 Aug - 8 Aug
Spectacular Mansion w/Pool&Tennis

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

9.8 out of 10, Exceptional, (53)
"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "
The price is AU$867
includes taxes & fees
28 July - 29 July
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Serene and modern Woodland Retreat, Hudson Valley & Catskills

The price is AU$791
includes taxes & fees
21 July - 22 July
Serene and modern Woodland Retreat, Hudson Valley & Catskills

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

The price is AU$764
includes taxes & fees
30 July - 31 July
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
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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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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Mechanicstown is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Orange County Arboretum. 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.