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Vacation rentals in Middletown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middletown

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

Guest favorite

Home in Prattsville

4.91 out of 5 average rating, 270 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Apr 17 – 24

$83 per night
Guest favorite

Bungalow in Margaretville

4.97 out of 5 average rating, 222 reviews

The Porch Upstate Super clean

Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. We will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.

Nov 3 – 10

$124 per night
Guest favorite

Apartment in Margaretville

4.97 out of 5 average rating, 101 reviews

Margaretville Village Views, Apt 3

Bright Cozy Apt in the heart of Margaretville Village features a queen-sized bed in the cozy sleeping loft, the couch opens to a twin size as well. The vaulted ceilings give the Apt. a roomy feel, you can cook in and watch your favorite streaming channels on wifi, or go for a stroll out to dinner. We are within walking distance of all the amenities, hiking, fishing, antiques, shopping, cafes and more. We are close to Skiing, Fishing, Hiking, Wedding Venues, and all the Catskills have to offer.

Nov 9 – 16

$92 per night

Popular amenities for Middletown vacation rentals

Stay near Middletown's top sights

Freshtown165 locals recommend
Oakley's Wood-Fired Pizza & Grill145 locals recommend
Goatie Whites43 locals recommend
BUN N' CONE31 locals recommend
Delaware & Ulster Railroad77 locals recommend
Hanah Mountain Resort & Country Club65 locals recommend

Other great vacation rentals in Middletown

Guest favorite

Home in Andes

5.0 out of 5 average rating, 197 reviews

Delaware House Inn - Farmhouse

Oct 22 – 29

$149 per night
Guest favorite

Cabin in Arkville

4.91 out of 5 average rating, 120 reviews

Dry Brook Cabin

Jun 5 – 12

$276 per night
Guest favorite

Home in Halcottsville

4.92 out of 5 average rating, 293 reviews

Spacecraft Sanctuary x Stargate Self-Care Retreat

Feb 5 – 12

$173 per night
Guest favorite

Apartment in Roxbury

4.93 out of 5 average rating, 208 reviews

"Your Country Getaway at Beulah Land Farm."

Apr 15 – 22

$70 per night
Guest favorite

Home in Margaretville

5.0 out of 5 average rating, 85 reviews

Cozy Catskill Getaway!

Jul 22 – 29

$94 per night
Guest favorite

Cabin in Margaretville

4.98 out of 5 average rating, 66 reviews

Cozy Chalet in Margaretville

Jan 21 – 28

$118 per night
Guest favorite

Cottage in Margaretville

4.96 out of 5 average rating, 57 reviews

Catskills Mountain Home

Apr 10 – 17

$138 per night
Guest favorite

Apartment in Shandaken

4.96 out of 5 average rating, 48 reviews

Catskill Cabin, Hummingbird Suite #2 * * * *

Jul 14 – 21

$68 per night
Guest favorite

Cabin in Fleischmanns

4.97 out of 5 average rating, 86 reviews

The "Hog" Cabin. Year round perfect stay.

Nov 7 – 14

$143 per night
Superhost

Home in Margaretville

5.0 out of 5 average rating, 4 reviews

Whitetail Chalet - Privacy, Firepit & Mountain Vie

Jul 17 – 24

$532 per night
Guest favorite

Home in Margaretville

5.0 out of 5 average rating, 25 reviews

The Perfect Catskills Retreat - Margaretville, NY

Feb 5 – 12

$125 per night
Guest favorite

Home in Roxbury

4.94 out of 5 average rating, 33 reviews

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View

Oct 17 – 24

$491 per night

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