Holiday Homes in Middletown

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Our top choices for Middletown holiday homes

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
9.2 out of 10, Wonderful, (9 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is NZ$255
includes taxes & fees
10 Mar - 11 Mar
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (13 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is NZ$222
includes taxes & fees
2 Mar - 3 Mar
Rare River Views & Access, Cabin by Eden Islands

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (33 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is NZ$263
includes taxes & fees
5 Mar - 6 Mar
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is NZ$208
includes taxes & fees
2 Mar - 3 Mar
Trails Head Tiny House

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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$560
includes taxes & fees
3 Mar - 4 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (7 reviews)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
The price is NZ$392
includes taxes & fees
2 Mar - 3 Mar
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

Scenic Views & River Access, Cozy River Home

Scenic Views & River Access, Cozy River Home
Montague
9.0 out of 10, Wonderful, (12 reviews)
"We were visiting for our daughtets wedding and needed a place mearby that accommodates pets. Nothing to look at on the outside but the inside is very nice. Very comfortableorganized and a good selection of teas and some coffee."
United States
ADAM K.
The price is NZ$288
includes taxes & fees
4 Mar - 5 Mar
Scenic Views & River Access, Cozy River Home

Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (61 reviews)
"This cottage was perfect for our stay. We have family nearby and this was the perfect retreat after busy days. We will be booking again. The space is clean and welcoming the land is beautiful! "
United States
Heather A.
The price is NZ$842
includes taxes & fees
2 Mar - 3 Mar
Country House w/Hot Tub, Deck, Grill & Fire Pit

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is NZ$715
includes taxes & fees
2 Mar - 3 Mar
3BR West Point Retreat-3min to Back Gate+ King Bed

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (32 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
The price is NZ$371
includes taxes & fees
3 Mar - 4 Mar
Beaver Lake Escape

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is NZ$538
includes taxes & fees
2 Mar - 3 Mar
Fabulous 3bdrm Home w/parking!

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino

Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino
Rock Hill
10.0 out of 10, Exceptional, (10 reviews)
"Great clean place, enjoyed the patio, and all the amenities."
United States
samuel g.
The price is NZ$651
includes taxes & fees
2 Mar - 3 Mar
Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino

Private Mountain Creek Getaway!

Private Mountain Creek Getaway!
Vernon Township
8.8 out of 10, Excellent, (6 reviews)
"The property is very comfortable and clean. It is convenient to the ski area, Warwick, New York's apple orchards and fun main street shopping, Penning's Cidery & Orchard. The driveway is steep, if you have multiple cars, parking across the street (if allowed) may be preferred."
United States
Patricia S.
The price is NZ$709
includes taxes & fees
2 Mar - 3 Mar
Private Mountain Creek Getaway!

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 reviews)
"Great place"
United States
Johnny A.
The price is NZ$730
includes taxes & fees
2 Mar - 3 Mar
Spacious 4 bedroom house with a private pool in a quiet area

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.6 out of 10, Exceptional, (5 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is NZ$711
includes taxes & fees
3 Mar - 4 Mar
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is NZ$400
includes taxes & fees
2 Mar - 3 Mar
Cozy private suite in the heart of beautiful Gardiner.

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (34 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is NZ$777
includes taxes & fees
2 Mar - 3 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (57 reviews)
"This is a wonderful property. Very clean and well maintained. It was centrally located to everything we needed. The outdoor area is amazing! We really enjoyed sitting by the river and having coffee in the morning"
United States
Nate B.
The price is NZ$586
includes taxes & fees
2 Mar - 3 Mar
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$658
includes taxes & fees
3 Mar - 4 Mar
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Forestburgh
10.0 out of 10, Exceptional, (9 reviews)
"beautiful backyard"
United States
Olivia S.
The price is NZ$582
includes taxes & fees
2 Mar - 3 Mar
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
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

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Middletown Holiday Homes information

Number of reviews
331
Accommodation
499 Holiday Homes
Lowest Price
NZ$208
Highest Price
NZ$842