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Vacation rentals in Middletown

Vacation rentals in Middletown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • New York Skyline - Private  - near Downtown- Touro
    SUPERHOSTPrivate room · 4 guests · 1 bed · 1 shared bathroom
    New York Skyline - Private - near Downtown- Touro

    We are here to make sure you enjoy your stay - our guests rave about the comfort and unique qualities of our home. We go the extra mile to make sure you’re comfortable and enjoy your stay with us.

    What guests are saying:

    “I am an Airbnb host and I can genuinely say that you cannot find a more welcome Airbnb than what Kimberly and her husband provide. Their home is stylish and clean with abundant snacks, beverages, coffee etc. The queen bed was very comfortable and in a spacious lovely room. There was a sense of being in their lovely home yet plenty of privacy. The bathroom was clean and well equipped too. Kimberly and her husband are a charming couple too. I highly recommend their Airbnb.”

  • Stargaze Lodge
    SUPERHOSTEntire house · 8 guests · 3 beds · 2 bathrooms
    Stargaze Lodge

    The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 40 minutes to warwick and chester & Milford Pa ,

    What guests are saying:

    “LOOK NO FURTHER THIS IS THE PLACE YOU WANT TO STAY AT ! GARY IS AN EXCEPTIONAL SUPER HOST AND GOES ABOVE AND BEYOND TO MAKE YOU STAY WONDERFUL. YOU WILL NEED NOTHING BUT THE CLOTHES YOU COME WITH BECAUSE HE HAS EVERYTHING YOU COULD THINK OF TO MAKE A GREAT GETAWAY TRIP. Me and my fiance were blown away once we arrived. The house is absolutely immaculate. Our dream home we have always wanted. Gary provides you with breakfast from eggs,bacon,bread, butter,waffles, Jimmy Dean breakfast sandwiches to coffee and tea ALL INCLUDED AT NO ADDITIONAL CHARGE. AND PLUS A COUPLE OF SURPRISES BUT I WON'T SAY A WORD. Also has some other goodies you can purchase for a low price . The best thing that we enjoyed was the huge tub in the master bedroom so relaxing. And the TV is HUGE AF big enough to enjoy movie night. If you enjoy grilling you'll enjoy the smoker/grill he has on the azing deck.Gary is so detailed with everything to make your stay remarkable and memorable. Anything you need help with he is there to answer that the drop of a dime. It was like having a tour guide he knows everything and every place to go . We will most definitely be back for sure and we will miss Frosty the cutest kitty who comes to visit. Thank you Soo much Gary for our special getaway during this pandemic .”

  • Delaware River Access, Pool, 90 miles from NYC
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bathroom
    Delaware River Access, Pool, 90 miles from NYC

    The cottage is the perfect adult getaway. It’s nestled in the mountains less than 4 miles from town and directly across from the Delaware River. For guests planning river trips, it is conveniently located two miles from the major launches. The area offers plenty to do: hiking, biking, shopping, sightseeing and is close to Historic Milford, PA. Enjoy the in-ground pool, fire pit, horseshoes, corn hole or fishing in the Delaware. Private river access is less than a two minute walk.

    What guests are saying:

    “ONE OF THE BEST STAYS EVER! We had the best week staying at the cottage - it was even more gorgeous than we imagined. The cottage is sparkling clean, spacious, comfortable, cosy and has literally everything you need for your stay! Excellent cooking set up, inside and outside on the grill, a bluetooth speaker, plenty of towels, and a lovely breakfast hamper. Rob & Kim even left everything we needed to make S'mores on the outdoor fire pit :) Cannot recommend this place enough! We stayed in June and were so lucky with the weather, we spent the days in the pool which is big and spotless clean! Rob & Kim truly are excellent hosts, they really care about you having a good time and go above and beyond with their thoughtful gestures and kindness to make this one of the best airbnb's we have ever stayed at! Thank you both and we hope to be back soon!! :)”

Holiday rentals for every style

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  • Homes
  • Hotels
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Popular amenities for Middletown holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Middletown

Sparrow’s Nest in Sparrow Bush, NY
SUPERHOSTEntire flat
Sparrow’s Nest in Sparrow Bush, NY
Price:₹5,849 / night
Garden View Guest Cottage
SUPERHOSTEntire guest suite
Garden View Guest Cottage
Price:₹7,124 / night
Mountain View House
SUPERHOSTEntire house
Mountain View House
Price:₹8,998 / night
Charming little cabin
SUPERHOSTEntire cabin
Charming little cabin
Price:₹7,499 / night
Creekside Lodge on the Mighty Delaware River
SUPERHOSTEntire guest suite
Creekside Lodge on the Mighty Delaware River
Price:₹9,373 / night
Just Around The Corner
SUPERHOSTEntire flat
Just Around The Corner
Price:₹8,623 / night
PVT RM&Bath-Catskills Casino & KartriteWater Park
SUPERHOSTPrivate room
PVT RM&Bath-Catskills Casino & KartriteWater Park
Price:₹3,749 / night
**Walton Lake Camper** close to Woodbury Commons
SUPERHOSTCampervan/Motorhome
**Walton Lake Camper** close to Woodbury Commons
Price:₹5,174 / night
Glamping Dome
SUPERHOSTDome house
Glamping Dome
Price:₹9,598 / night
Sweet and spacious mountain view home w/fireplace!
SUPERHOSTEntire house
Sweet and spacious mountain view home w/fireplace!
Price:₹11,623 / night
The Goshen Slow Motion
SUPERHOSTEntire house
The Goshen Slow Motion
Price:₹12,673 / night
Black Brook Schoolhouse,
Sullivan County NY
SUPERHOSTEntire cottage
Black Brook Schoolhouse, Sullivan County NY
Price:₹11,248 / night
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