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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 130 Cottages in Middletown with updated reviews, rates, and availability.

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (54)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is AED 617
AED 1,022 total
includes taxes & fees
12 May - 13 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Miscellaneous

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

10.0 out of 10, Exceptional, (25)
"The cabin is in a great location for hiking and outdoor activities. We enjoyed the dog park and hiking trails close by. "
The price is AED 826
AED 1,640 total
includes taxes & fees
22 May - 23 May
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Charming Cottage in the Heart of the Shawangunks
Fridge, oven, stovetop, coffee/tea maker

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (10)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is AED 1,561
AED 2,937 total
includes taxes & fees
17 May - 18 May
Charming Cottage in the Heart of the Shawangunks
2 Lake Cabins | Pool+HotTub | Game Room | 23acs
Outdoor spa tub

2 Lake Cabins | Pool+HotTub | Game Room | 23acs

10.0 out of 10, Exceptional, (1)
"Gorgeous property for a family reunion. Host was very accommodating and responsive. Lots of fun amenities and room for everyone to spread out. Great open space on the lake but still felt private and quiet. Wifi throughout entire property. Absolutely recommend and would definitely book again."
2 Lake Cabins | Pool+HotTub | Game Room | 23acs
Hello Small Stone
Exterior

Hello Small Stone

9.6 out of 10, Exceptional, (4)
"The house was great. It was nice to sit and relax by the small pond in the back."
The price is AED 680
AED 1,301 total
includes taxes & fees
1 Jun - 2 Jun
Hello Small Stone
Lazy River Cottage on the Delaware River
Fireplace, books, music library, stereo

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (142)
"Everything was amazing. We spent Thanksgiving here. We definitely come back!"
Lazy River Cottage on the Delaware River
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Lake

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (99)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
A romantic cottage and artist's retreat looking down over an enchanted lake
Property grounds

A romantic cottage and artist's retreat looking down over an enchanted lake

9.4 out of 10, Exceptional, (96)
"It was an awesome stay we loved the couple days we got to spend there!!"
A romantic cottage and artist's retreat looking down over an enchanted lake
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Pool

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (144)
"Me and my boyfriend had an amazing time here. The property was very clean and well maintained. It’s a short drive to anywhere you want to go in Warwick! We will definitely be coming back to stay again :)"
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (23)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
Charming Lakefront Cottage On Masten lake
Property grounds

Charming Lakefront Cottage On Masten lake

9.8 out of 10, Exceptional, (34)
"We really enjoyed this cozy little college next to the lake. It was a perfect place to stay when going to multiple nights of concerts at Bethel Woods. We would love to return some time. The owner is kind and communicative and the entire process was very stress free. Great little place for a couple."
Charming Lakefront Cottage On Masten lake
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Miscellaneous

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

9.6 out of 10, Exceptional, (8)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
The price is AED 397
AED 754 total
includes taxes & fees
27 May - 28 May
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
SwimSpa | Lake | Fish | Kayak | Hike | Firepit
Miscellaneous

SwimSpa | Lake | Fish | Kayak | Hike | Firepit

10.0 out of 10, Exceptional, (1)
"We had the pleasure of staying at the Garden Cottage for a nice weekend getaway. Prior to arriving, our host, Jason sent detailed instructions, house policies and an amazing list of activities, attractions, restaurants and more so that we were able to have an idea of what we could do when we got here. Very helpful! Upon arrival, it was easy to get inside of this extremely clean, lovely abode. The space is warm and welcoming, decorated with much greenery in a very comforting environment. The...
The price is AED 364
AED 1,876 total
includes taxes & fees
13 May - 14 May
SwimSpa | Lake | Fish | Kayak | Hike | Firepit
Cozy Cottage with a Pond 2
1 bedroom, free WiFi

Cozy Cottage with a Pond 2

6.0 out of 10, (12)
"Was perfect place to stay with lots of hiking and waterfalls near by"
The price is AED 367
AED 535 total
includes taxes & fees
31 May - 1 Jun
Cozy Cottage with a Pond 2
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Property grounds

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

2.0 star property
8.0 out of 10, Very Good, (2)
"Nice"
The price is AED 918
AED 1,871 total
includes taxes & fees
13 May - 14 May
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Terrace/patio

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

9.8 out of 10, Exceptional, (9)
"Overall Great"
The price is AED 606
AED 1,144 total
includes taxes & fees
12 May - 13 May
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
Property grounds

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

9.6 out of 10, Exceptional, (32)
"It is perfectly located by the river. Breathe taking views"
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
Charming Lake Community Cottage 2BR Retreat Near Mountain Creek
Fridge, microwave, oven, stovetop

Charming Lake Community Cottage 2BR Retreat Near Mountain Creek

10.0 out of 10, Exceptional, (1)
"We recently stayed here for the first time in order to visit with our new grandbaby nearby. It far exceeded our expectations - absolutely charming, two good sized bedrooms, working fireplace!, lovely living space, clean, clean, clean, parking spot, anything you forgot (toothbrush, etc.) provided, and a free snack basket! We'll be back. Communication with the host was immediate and helpful. Easy check-in and check-out. Ten stars."
Charming Lake Community Cottage 2BR Retreat Near Mountain Creek
Mountain House Escape - 1 Hour from NYC
Outdoor pool

Mountain House Escape - 1 Hour from NYC

10.0 out of 10, Exceptional, (7)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
Mountain House Escape - 1 Hour from NYC
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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Other property types in Middletown

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (74)
"This beautiful getaway was just what we needed. Fresh air, nature, and a gorgeous home. Already planning our next trip back..."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Cozy Cabin with Sauna & Firepit!
Outdoor dining

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (25)
"Excellent "
Cozy Cabin with Sauna & Firepit!
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

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

10.0 out of 10, Exceptional, (288)
"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 AED 1,429
AED 1,870 total
includes taxes & fees
12 May - 13 May
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic 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.