A lake surrounded by autumn-colored trees reflecting on the water.

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Our top choices for Middletown vacation homes

1. The Columbus Hotel - The Courtyard Suite - 89-303

The Columbus Hotel - The Courtyard Suite - 89-303
Middletown
The price is ¥13,077
¥30,658 total
includes taxes & fees
Nov 5 - Nov 6
The Columbus Hotel - The Courtyard Suite - 89-303

2. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
8.8 out of 10, Excellent, (22 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is ¥11,203
¥18,262 total
includes taxes & fees
Nov 3 - Nov 4
Trails Head Tiny House

3. 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
8.8 out of 10, Excellent, (27 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is ¥13,897
¥23,565 total
includes taxes & fees
Nov 3 - Nov 4
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

4. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (10 reviews)
"Clean, cozy, relaxing vibes"
United States
Daniel S.
The price is ¥25,997
¥52,402 total
includes taxes & fees
Nov 3 - Nov 4
Hike & Fish: Outdoor Retreat Near Trails

5. Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
Cuddebackville
9.6 out of 10, Exceptional, (10 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is ¥34,080
¥82,528 total
includes taxes & fees
Nov 3 - Nov 4
Serene Rustic Retreat with Lake

6. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is ¥11,344
¥20,999 total
includes taxes & fees
Nov 3 - Nov 4
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is ¥44,432
¥78,126 total
includes taxes & fees
Nov 3 - Nov 4
Country House w/Hot Tub, Deck, Grill & Fire Pit

8. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.6 out of 10, Excellent, (21 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is ¥14,039
¥24,260 total
includes taxes & fees
Nov 3 - Nov 4
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

9. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is ¥65,167
¥104,979 total
includes taxes & fees
Nov 3 - Nov 4
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is ¥13,471
¥22,499 total
includes taxes & fees
Nov 3 - Nov 4
Glamping Tent & Campsite by Minnewaska State Park

11. Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (17 reviews)
"Host was accessible and very nice location to enjoy what nature brings."
United Kingdom
Rohan L.
The price is ¥21,743
¥29,653 total
includes taxes & fees
Nov 3 - Nov 4
Rare River Views & Access, Cabin by Eden Islands

12. Big Stone House in Charming Catskills Village

Big Stone House in Charming Catskills Village
Wurtsboro
6.4 out of 10, (5 reviews)
"It was a great time"
United States
cesar s.
The price is ¥28,361
¥69,750 total
includes taxes & fees
Nov 3 - Nov 4
Big Stone House in Charming Catskills Village

13. Cozy Huguenot Hideaway

Cozy Huguenot Hideaway
Huguenot
The price is ¥39,705
¥85,410 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Huguenot Hideaway

14. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (44 reviews)
"It was amazing quiet, clean, in a great location. Will go back again."
United States
GinaMarie C.
The price is ¥23,398
¥38,065 total
includes taxes & fees
Nov 3 - Nov 4
Beaver Lake Escape

15. Scenic Views & River Access, Cozy River Home

Scenic Views & River Access, Cozy River Home
Montague
9.2 out of 10, Wonderful, (20 reviews)
"This house was very clean and spacious! Having access to the river makes this place very special. The host was very communicative and response to requests if needed. I was very happy with my stay at this Tri-State property. It's very easy to get to and the directions are very clear."
United States
Elizabeth W.
The price is ¥18,592
¥25,915 total
includes taxes & fees
Dec 2 - Dec 3
Scenic Views & River Access, Cozy River Home

16. Cozy Riverside View House

Cozy Riverside View House
Montague
6.8 out of 10, (8 reviews)
"The house was ok but some of the lights did not work and was difficult to have someone come out. The river access was difficult and hard to understand the directions."
United States
Chris M.
The price is ¥18,592
¥25,915 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Riverside View House

17. Country Comfort Cabin, Delaware River Eden Islands

Country Comfort Cabin, Delaware River Eden Islands
Montague
6.6 out of 10, (4 reviews)
"This was a fine stay at a no-frills cabin home in the tri-states. Easy check-in and out and the amenities you'd expect for a low key weekend. A word of warning for those sensitive to cigarette smoke: this very much seems like a former smokers home and the smell took me back decades (not in a good way)."
United States
Anonymous traveler
The price is ¥14,811
¥21,430 total
includes taxes & fees
Dec 1 - Dec 2
Country Comfort Cabin, Delaware River Eden Islands

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

Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck
Sparrow Bush
9.4 out of 10, Exceptional, (9 reviews)
"Great stay, host was very responsive, would definitely stay again! "
United States
Shriraj S.
The price is ¥32,048
¥37,681 total
includes taxes & fees
Nov 3 - Nov 4
Cozy River Valley Family Retreat w/ Fireplace, Games & Serene Deck

19. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
The price is ¥95,253
¥172,289 total
includes taxes & fees
Nov 3 - Nov 4
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

20. Forest and River Side Tranquil House

Forest and River Side Tranquil House
Montague
7.8 out of 10, Good, (20 reviews)
"The location of the house was great and the surrounding neighborhood and wooded area was really nice. I would suggest to the owner to provide a bit more kitchenware in the kitchen and possibly a bit more furniture in the living room. Overall, my family and i had a good time."
United States
Anonymous traveler
The price is ¥18,592
¥25,915 total
includes taxes & fees
Dec 3 - Dec 4
Forest and River Side Tranquil House
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

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
303
Accommodation
467 Vacation Homes
Lowest Price
¥18,262
Highest Price
¥172,289