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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Vacation Homes in Middletown

Interior
Charming bungalow in lovely Middletown NY

Charming bungalow in lovely Middletown NY

Middletown
The price is AED 496
AED 716 total
includes taxes & fees
15 Nov - 16 Nov
Charming bungalow in lovely Middletown NY
Property grounds
3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls
9.4 out of 10, Exceptional, (3)
"Home was very peaceful and serene, My Boys really enjoyed the relaxing and laid back vibe this stay had to offer. My kids did mention it would be a summer vacation stay, because of the creek in the back. Overall is was clean and accommodating. Host did their best for all my accommodation. I would give them a 5- Star White Glove on this. Thanks, Hope to revisit! "
United States
Akail S.
The price is AED 404
AED 1,596 total
includes taxes & fees
16 Nov - 17 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is AED 511
AED 1,672 total
includes taxes & fees
23 Nov - 24 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Exterior
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (7)
"Only stayed overnight , but will be back , we r from tht area"
United States
Deborah G.
The price is AED 404
AED 864 total
includes taxes & fees
16 Nov - 17 Nov
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Interior
Dream House in the Gunks

Dream House in the Gunks

Kerhonkson
10.0 out of 10, Exceptional, (32)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is AED 367
AED 774 total
includes taxes & fees
20 Nov - 21 Nov
Dream House in the Gunks
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls
10.0 out of 10, Exceptional, (3)
"Good stay, awesome place"
United States
Scott G.
The price is AED 584
AED 1,599 total
includes taxes & fees
23 Nov - 24 Nov
House on the Babbling Brook- Quiet 2BR + King Bed!
Outdoor dining
Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park

Kerhonkson
8.8 out of 10, Excellent, (3)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
The price is AED 314
AED 557 total
includes taxes & fees
16 Nov - 17 Nov
Glamping Tent & Campsite by Minnewaska State Park
Property grounds
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi

Hurleyville
10.0 out of 10, Exceptional, (2)
"Luz and I were looking for a home-base for some Catskill exploration. Your home could not have been better. We arrived late, but the check in process was a breeze and the snacks were a welcomed bonus alowwing us to relax. The kitchen is well apointed and allowed us to make a full 3-course meal.Thank you for the hospitality, and we will be back for sure."
United States
Chris V.
The price is AED 404
AED 860 total
includes taxes & fees
17 Nov - 18 Nov
New! Relaxing Agrihood Bungalow Getaway-Fireplace/WiFi
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls
10.0 out of 10, Exceptional, (7)
"Celebrated my son’s HS graduation with my father-in-law along for the adventure, Joe’s townhouse is super convenient to Thayer Gate and eating establishments along Main St. Grill worked well and the beds made for sound slumber. For mixed company an extra half bath might be desired, but 3 guys who know each other well managed just fine. The basement washer & dryer are top of line."
United States
James W.
The price is AED 612
AED 1,200 total
includes taxes & fees
16 Nov - 17 Nov
Lovely 3BR Home with parking-Walk to WP Gate!
House | 7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets

2.0 star property
Cornwall
The price is AED 2,670
AED 3,256 total
includes taxes & fees
17 Nov - 18 Nov
West Point Villa - Jacuzzi Pool BBQ Games Pets
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz
9.6 out of 10, Exceptional, (4)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is AED 735
AED 2,703 total
includes taxes & fees
15 Nov - 16 Nov
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Terrace/patio
Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting

3.0 star property
Highland Lake
10.0 out of 10, Exceptional, (1)
"Nice place - clean - good location.Owner was responsive when I called with question"
United States
Richard W.
The price is AED 731
AED 1,160 total
includes taxes & fees
12 Dec - 13 Dec
Sweet Old Farmhouse in a Tranquil Setting
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
The price is AED 304
AED 544 total
includes taxes & fees
16 Nov - 17 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Kerhonkson
9.8 out of 10, Exceptional, (21)
"Comfortable accommodations. Everything you need for a relaxing holiday "
United States
Susan W.
The price is AED 628
AED 1,082 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Exterior detail
GRANDMA'S COTTAGE

GRANDMA'S COTTAGE

Monticello
9.4 out of 10, Exceptional, (18)
"I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do."
United States
Jordan
The price is AED 661
AED 1,165 total
includes taxes & fees
16 Nov - 17 Nov
GRANDMA'S COTTAGE
Interior
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

2.0 star property
Warwick
10.0 out of 10, Exceptional, (3)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is AED 635
AED 1,528 total
includes taxes & fees
2 Dec - 3 Dec
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Exterior
Spacious 4 bedroom house with a private pool in a quiet area

Spacious 4 bedroom house with a private pool in a quiet area

Glen Spey
10.0 out of 10, Exceptional, (7)
"Our experience was great I will recommend it.Escape from the city to the a house in the middle of the Mother Nature is really amazing"
United States
juan s.
The price is AED 731
AED 1,627 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 4 bedroom house with a private pool in a quiet area
Property grounds
Charming house with brook in the picturesque Village of Wurtsboro min from shops

Charming house with brook in the picturesque Village of Wurtsboro min from shops

Wurtsboro
Charming house with brook in the picturesque Village of Wurtsboro min from shops
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Highland Falls
8.0 out of 10, Very Good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
The price is AED 612
AED 1,169 total
includes taxes & fees
16 Nov - 17 Nov
Fabulous 3bdrm Home w/parking!
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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Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"🙂"
Jared 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain

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