Photo by Vincent Ramundo

Search Middletown Cottage Rentals from CA $132

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Browse Select Middletown Cottages

"We loved everything! Every detail was perfect. It’s beautifully decorated and super clean. Can’t wait to come back! The king bed is super comfy and the shower is amazing! "

"Awesome "

CA $391 total

includes taxes & fees

Apr 20 - Apr 21

"We loved our stay at this beautiful home! The property was nicely situated in a wooded neighborhood and the inside was very clean. We will definitely be returning. Also highly recommend a walk around the nearby lake and a visit to some local breweries! "

CA $515 total

includes taxes & fees

Apr 16 - Apr 17

Fridge, oven, stovetop, coffee/tea maker

"The property was very clean and comfortable! Katie was responsive to all our requests. We had a great weekend hiking and the area had great restaurants and the distillery was fun. The house itself was well equipped. I’d like to go back when it is warmer to enjoy the outside amenities like the deck and fire pit.We will be back! "

CA $800 total

includes taxes & fees

Apr 27 - Apr 28

"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."

CA $1,869 total

includes taxes & fees

Apr 17 - Apr 18

"The house has a lot of character and the outdoor areas are really peaceful. The owner just needs to resolve the issue with sulfur in the water because the rotten egg smell is too strong to tolerate."

CA $476 total

includes taxes & fees

Apr 16 - Apr 17

"Went hoping to get away from it all... That was an understatement. The view was excellent, the cottage is just what the doctor ordered. Still well withing a simple drive to ANYTHING you need. The warmer months should bolster the feeling of tranquility. Great spot for sure"

"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!!"

"It was an awesome stay we loved the couple days we got to spend there!!"

"This cottage is right at the waterfall (a spillway) at one end of a beautiful rustic enclave with a stream and pond. It's equipped with many outdoor amenities including a barbecue, firepit, deck, and Adirondack chairs. The inside is tastefully furnished, well lit, has modern appliances, and come with cooking staples and condiments, as well as welcome snacks. The hosts are very responsive and friendly. We have family in the area, and they were very impressed too."

"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"

"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."

"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."

CA $265 total

includes taxes & fees

May 6 - May 7

"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...

CA $785 total

includes taxes & fees

Apr 17 - Apr 18

"I don't like to put negative energy out into the Universe BUT... from the steep slippery stairs to the upside down entry door to the lack of water- no water at all in the morning- then the sulfuric water. And then there was the creepy cat picture on the wall. We named the place the S King Lodge after our favorite horror writer. The stairs alone are a red red flag. No light at the top of these steep, jankily constructed danger. And then theres the inside for which the only word that suits the...

CA $202 total

includes taxes & fees

Apr 30 - May 1

"Nice"

CA $715 total

includes taxes & fees

Apr 16 - Apr 17

"We had a great stay in this cozy cabin! The beds were comfortable and the views of the farm and deer were beautiful ! Communication with Ginny was quick and she let us adjust our dates of stay when needed. 😊"

CA $425 total

includes taxes & fees

May 12 - May 13

"It was a lovely stay with easy access to the water. I recommend walking to the antique store nearby and consider bringing your own tube and life jacket."

"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."

"We recently had the pleasure of staying at Deer Hill in Warwick, NY, and it truly exceeded our expectations. The property is set on three-acre expanse in a lovely, and ultra-quiet neighborhood. It was an ideal home for our annual family gathering, which includes our 3 adult children, spouses and two young grandchildren. The large in-ground pool was a hit, and was a source of fun and relaxation throughout our stay. The pool has a shallow end and an 8-foot deep end. The spacious great room served...