A large steel bridge spanning a river, surrounded by trees and buildings.

Holiday Homes in Middletown

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Middletown holiday homes

TV

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (9 reviews)
"Nice, clean little property in a secluded area. Great to get away."
United States
David F.
The price is NZ$720
includes taxes & fees
24 July - 25 July
Hike & Fish: Outdoor Retreat Near Trails
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, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is NZ$263
includes taxes & fees
3 Aug - 4 Aug
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
3 bedrooms, iron/ironing board, WiFi

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
Goshen
8.0 out of 10, Very good, (1 review)
"The check-in process went smoothly. The property was very clean and comfortable. Location was close to many different small towns. "
United States
Kelly M.
The price is NZ$850
includes taxes & fees
29 July - 30 July
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
TV, fireplace

Hike, Ski & Explore: Otisville Retreat w/ Yard!

Hike, Ski & Explore: Otisville Retreat w/ Yard!
Otisville
8.0 out of 10, Very good, (3 reviews)
"Great staff, Bill was very helpful. "
United States
MARCO
The price is NZ$1,246
includes taxes & fees
24 July - 25 July
Hike, Ski & Explore: Otisville Retreat w/ Yard!
Coffee/tea maker, fridge, microwave, oven

Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
Luxury 3BR with King Beds in Montgomery Village
Property grounds

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, (59 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$707
includes taxes & fees
27 July - 28 July
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Coffee/tea maker, fridge, microwave, oven

Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (14 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
The price is NZ$1,035
includes taxes & fees
24 July - 25 July
Amazing Home Near West Point, Shopping, Skiing and Legoland
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (40 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is NZ$423
includes taxes & fees
4 Aug - 5 Aug
Beaver Lake Escape
Interior

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is NZ$207
includes taxes & fees
26 July - 27 July
Trails Head Tiny House
Terrace/patio

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Sparrow Bush
10.0 out of 10, Exceptional, (5 reviews)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is NZ$586
includes taxes & fees
29 July - 30 July
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Exterior

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Vernon Township
9.4 out of 10, Exceptional, (55 reviews)
"The area is very convenient for doing outdoor activities. Room was clean."
United States
Siyu
The price is NZ$528
includes taxes & fees
27 July - 28 July
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Outdoor spa tub

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, (40 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is NZ$1,364
includes taxes & fees
23 Aug - 24 Aug
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Outdoor spa tub

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, (10 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is NZ$756
includes taxes & fees
29 July - 30 July
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Property grounds

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (14 reviews)
"Host was accessible and very nice location to enjoy what nature brings."
United Kingdom
Rohan L.
The price is NZ$333
includes taxes & fees
28 July - 29 July
Rare River Views & Access, Cabin by Eden Islands
Dining

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$974
includes taxes & fees
10 Aug - 11 Aug
Cozy Cottage with Lake View, Minutes to Bethel Woods, Skiing & Casino
Coffee/tea maker, fridge, microwave, oven

3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (5 reviews)
"My wife and I traveled to West Point this weekend with my brother-in-law and sister-in-law to see our son compete in Army Navy track meet. I the house was perfect for us and an easy drive to West Point. House was clean, and well organized. We would stay again."
United States
Ronnie S.
3BR Hudson Valley home perfect for families!
Terrace/patio

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Glen Wild
10.0 out of 10, Exceptional, (10 reviews)
"Nice place to stay. "
United States
Biju P.
The price is NZ$758
includes taxes & fees
28 July - 29 July
Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!
Dining

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
Monroe
10.0 out of 10, Exceptional, (17 reviews)
Family Home Close to Warwick, 5 Mi to Lake!
Outdoor dining

Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home and views of nature. Celebrated my husband’s birthday with family. Host was most welcoming. Second time there. Will return."
United States
Rebecca A.
The price is NZ$863
includes taxes & fees
3 Aug - 4 Aug
Luxury Retreat w/ Hot Tub - near Bethel Woods!
Terrace/patio

Romantic Lakeview Escape w/ Fire Pit

Romantic Lakeview Escape w/ Fire Pit
Greenwood Lake
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at this house! It was clean, comfortable, and had everything we needed. The highlight was the beautiful backyard with its peaceful lake viewperfect for relaxing and enjoying the scenery. The host was fantastic, very friendly, and always quick to respond to any questions. We would happily stay here again and highly recommend this property to others!"
United States
yana b.
The price is NZ$527
includes taxes & fees
27 July - 28 July
Romantic Lakeview Escape w/ Fire Pit
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

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

8/10 Good
"We stayed for 1 night at this hotel and loved it! It’s clean, the beds and pillows are comfy, the room size is good. Large fridge and freezer as well in the room. The only thing missing, in my opinion, is a restaurant for breakfast at the hotel!"
Stamatia 1-night trip
Posted 2 hours ago
Candlewood Suites Middletown Goshen by IHG

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
311
Accommodation
502 Holiday Homes
Lowest Price
NZ$207
Highest Price
NZ$1,364