Middletown Vacation Rentals
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Vacation Rentals in Middletown

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
New Windsor NY
When you stay at this vacation home in New Windsor, you'll be on a river, within a 5-minute drive of Hudson River and Delano-Hitch Recreation Park.
Hot Tub
Kitchen

Large Lake House Property Your Family And Friends Will Love Staying At!
Greenwood Lake NY
With a stay at this vacation home in Greenwood Lake, you'll be on a lake, just a 1-minute walk from Greenwood Lake and 8 minutes by foot from Lion's Field Park.
Hot Tub
Kitchen

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
Vernon NJ
Located in Sussex, this vacation home is within a 15-minute drive of Wawayanda State Park and Bear Peak Express.
Pool
Kitchen

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Monticello NY
Located in Monticello, this vacation home is on the waterfront, within a 10-minute drive of Mongaup River and Forest Reserve at Smallwood.
Pool
Kitchen

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick NY
$135 nightly
The price is $153 total per night
$153 total
Mar 10 - Mar 11
Total with taxes and fees
With a stay at this vacation home in Warwick, you'll be within a 10-minute walk of Railroad Green and Strazza Art Gallery.
Air conditioning
Parking available

Stony Kill Ranch - Hot Tub and Waterfall Access
Kerhonkson NY
With a stay at this vacation home in Kerhonkson, you'll be a 2-minute walk from Minnewaska State Park and 13 minutes by foot from Stony Kill Falls.
Hot Tub
Washer

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh NY
$472 nightly
The price is $530 total per night
$530 total
Mar 5 - Mar 6
Total with taxes and fees
Located in Forestburgh, this vacation home is a 1-minute drive from Forestburgh Playhouse and 8 minutes from Mongaup River.
Hot Tub
Kitchen

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
Vernon NJ
With a stay at this vacation home in Vernon, you'll be next to a golf course, within a 10-minute drive of Crystal Springs Golf Resort and Mountain Creek Ski Resort.
Pool
Hot Tub

Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
Monroe NY
When you stay at this vacation home in Monroe, you'll be on the waterfront, within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.
Pool
Hot Tub

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Glen Wild NY
$393 nightly
The price is $441 total per night
$441 total
Mar 5 - Mar 6
Total with taxes and fees
With a stay at this vacation home in Glen Wild, you'll be in the mountains, within a 10-minute drive of Resorts World Catskills and Neversink River.
Kitchen
Washer
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.
Middletown Vacation Rentals essential information
Accommodation | 499 Vacation Rentals |
|---|---|
Lowest Price | $153 |
Highest Price | $530 |
Popular accommodation | Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel. , Large Lake House Property Your Family And Friends Will Love Staying At!, Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries, Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!, Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town, Stony Kill Ranch - Hot Tub and Waterfall Access, Luxury Retreat w/ Hot Tub - near Bethel Woods!, Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf, Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!, Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!, ⛷Modern 3bd2bth, walk to SPA & dining, Thoughtfully restored Victorian-Walk to Main Street |


