Mechanicstown Vacation Rentals

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Our top choices for Mechanicstown vacation rentals

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
2.0 star property
Vernon
10.0 out of 10, Exceptional, (6)
"Cozy property with privacy and comfort. "
United States
Anonymous traveler
Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly
Sussex
10.0 out of 10, Exceptional, (35)
"Wonderful place and cozy will book again "
United States
Alex P.
The price is ¥34,500
¥69,700 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Lake Glenwood A-Frame Cabin stunning views, fire pit, game room, Pet Friendly

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
2.5 star property
Vernon Township
9.4 out of 10, Exceptional, (6)
"We stayed in this unit and absolutely loved it. We were just a short drive away from the all the orchards in Warwick, NY. The accommodations were perfectly located with quite a few things to do in the area. We will stay again. "
United States
Jonathan O.
The price is ¥15,574
¥37,926 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

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 ¥16,680
¥31,011 total
includes taxes & fees
Dec 14 - Dec 15
Trails Head Cabin

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
9.4 out of 10, Exceptional, (44)
"Beautiful area"
United States
Joseph D.
The price is ¥22,286
¥47,332 total
includes taxes & fees
Dec 12 - Dec 13
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Monticello
9.6 out of 10, Exceptional, (50)
"Amazing spot in the Catskills! Plenty of beds and rooms."
United States
Taurance R.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (4)
"Such a quaint & cozy little hideaway! Hosts could not be more hospitable. Thank you for a great stay!"
United States
Michelle H.
The price is ¥19,203
¥34,414 total
includes taxes & fees
Dec 20 - Dec 21
TRANQUIL MOUNTAIN SOLITUDE

Lazy River Cottage on the Delaware River

Lazy River Cottage on the Delaware River
Matamoras
10.0 out of 10, Exceptional, (165)
"Amazing stay "
United States
M S.
Lazy River Cottage on the Delaware River

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
Vernon
10.0 out of 10, Exceptional, (70)
"We had a great stay."
United States
Laura
The price is ¥22,286
¥45,236 total
includes taxes & fees
Dec 14 - Dec 15
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (27)
"Wonderful stay!"
United States
Lisi M.
The price is ¥52,562
¥82,368 total
includes taxes & fees
Dec 14 - Dec 15
Modern penthouse suite in a restored grain tower with private roof deck.

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.
Greenwood Lake
9.8 out of 10, Exceptional, (8)
"Awesome place. Cozy and great communication with owners. "
United States
Dominick P.
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Mountain Peak Retreat - Pool - Hot Tub

Mountain Peak Retreat - Pool - Hot Tub
Ellenville
10.0 out of 10, Exceptional, (6)
"This place is amazing, silence that’s what I need it, clean, pool, jacuzzi, view impressive "
United States
Jorge L.
Mountain Peak Retreat - Pool - Hot Tub

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Vernon
8.6 out of 10, Excellent, (92)
"Nice unit. I stay here once a year for a golf event."
United States
Kevin M.
The price is ¥24,529
¥64,965 total
includes taxes & fees
Dec 14 - Dec 15
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

Cozy Haven: A Romantic Retreat in our Tiny House!

Cozy Haven: A Romantic Retreat in our Tiny House!
Middletown
6.8 out of 10, (11)
"we enjoyed the cozy home it is a nice place to get away"
United States
Yidel
Cozy Haven: A Romantic Retreat in our Tiny House!

Luxury 9BR Retreat w/Pool & Hot Tub

Luxury 9BR Retreat w/Pool & Hot Tub
Chester
7.0 out of 10, Good, (2)
"Pool was not open or usable but we were not interested in doing that "
United States
John D.
Luxury 9BR Retreat w/Pool & Hot Tub

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Newburgh
10.0 out of 10, Exceptional, (22)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is ¥12,895
¥23,046 total
includes taxes & fees
Dec 12 - Dec 13
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (30)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ¥26,632
¥72,236 total
includes taxes & fees
Dec 12 - Dec 13
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
vernon
9.4 out of 10, Exceptional, (56)
"The house was so comfortable and had everything we needed to catch up over our girl's weekend. The porches and the living room were both excellent gathering spaces and we loved being so close to the spa. You can't beat the location and the house was lovely! The owners were also really responsive to questions we had over our stay. "
United States
Cailyn M.
The price is ¥33,113
¥75,737 total
includes taxes & fees
Dec 14 - Dec 15
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is ¥25,697
¥47,929 total
includes taxes & fees
Dec 30 - Dec 31
Hike & Fish: Outdoor Retreat Near Trails
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

Search for holiday rentals in Mechanicstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Mechanicstown using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Mechanicstown?

Yes, we offer vacation rentals in Mechanicstown close to Orange County Fairgrounds, or you can go with a more secluded option if you'd like a relaxing place to stay. Mechanicstown is known for its festivals and restaurants.

What are some of the best vacation rentals in Mechanicstown?

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries: Visitors like this Mechanicstown vacation home rental. It offers a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 vacation rental in Mechanicstown like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Mechanicstown. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.