Photo by Vincent Ramundo
Search Cottages in Middletown
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middletown cottages
Hello Small Stone
Hello Small StoneMiddletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
John H.
The price is HK$1,269
HK$3,269 total
includes taxes & fees
31 May - 1 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding HighlandsFort Montgomery
9.8 out of 10, Exceptional, (137 reviews)
"Amazing place Thanks for the stay "
Julien C.
The price is HK$1,551
HK$2,590 total
includes taxes & fees
18 May - 19 May
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the GunksKerhonkson
9.6 out of 10, Exceptional, (14 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
Patrick S.
The price is HK$823
HK$1,603 total
includes taxes & fees
1 Jun - 2 Jun
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Relaxing Farm Cottage Escape, 10 Min from LEGOLANDGoshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
Jessica C.
The price is HK$1,163
HK$2,291 total
includes taxes & fees
30 May - 31 May
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Mondrian Manor - Cottage in the lower Catskills near Ellenville and WurtsboroBloomingburg
10.0 out of 10, Exceptional, (1 review)
"The place was as described, quaint, clean, no issues with communication or check in"
Stephen H.
The price is HK$1,175
HK$1,787 total
includes taxes & fees
20 May - 21 May
The price is HK$1,919
HK$3,498 total
includes taxes & fees
17 May - 18 May
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!Monticello
10.0 out of 10, Exceptional, (40 reviews)
"Charming cabin in the woods. Cozy fro cold weather. "
Lisa F.
The price is HK$1,723
HK$3,436 total
includes taxes & fees
10 Jun - 11 Jun
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/HikeVernon Township
8.8 out of 10, Excellent, (3 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
Cherlyn I.
The price is HK$1,762
HK$3,711 total
includes taxes & fees
28 May - 29 May
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.
Find holiday rentals that suit your style
Aparthotels
Cabins
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews
Best Western Monticello
10/10 Excellent
Find out more about Middletown
Middletown Cottages information
Number of reviews | 213 |
|---|---|
Accommodation | 135 Cottages |
Lowest Price | HK$1,603 |
Highest Price | HK$4,870 |
Frequently asked questions
Explore a world of travel with Expedia
- Warwick Hotels
- Hotel with Pool Hotels in Rock Hill
- Hotels near The Rock Sports Complex
- Casino Hotel Hotels in Rock Hill
- B&B in Monroe
- Motels in Middletown
- Middletown Hotels
- Resorts in Orange Lake
- Hotels near Resorts World Catskills
- Blooming Grove Hotels
- Central Valley Hotels
- Wyndham Hotels in Burlingham
- Cabin Rentals in Howells
- Cheap Hotels in Central Valley
- Hotels near Angry Orchard
- Hotels near Woodbury Common Premium Outlets
- Tuxedo Park Hotels
- Hotels near Fort Decker Museum of History
- Apartments in Chester
- New Hampton Hotels
- Spa Hotel Hotels in Monticello
- Cheap Hotels in Montgomery
- Vacation Homes in Rock Hill
- Spa Hotel Hotels in Blooming Grove
- Villas in Woodbury
- Cabin Rentals in Middletown
- Scotchtown Hotels
- Historic Hotel Hotels in Walden
- Luxury Hotel Hotels in Monticello
- Walden Hotels
- 4 Star Hotels in Chester
- B&B in Highland Mills
- Walker Valley Hotels
- Cottages in Montgomery
- B&B in Greenwood Lake
- Wedding Hotels in Cornwall
- Resorts in Cuddebackville
- Historic Hotel Hotels in Cornwall
- Hotels near Sullivan County Intl.
- Chester Hotels
- Hotels near Forestburgh Playhouse
- Independent Hotels in Burlingham
- Hotels near Kadampa Meditation Center New York and World Peace Temple
- B&B in Montgomery
- Cabin Rentals in Greenwood Lake
- Vacation Homes in Southfields
- 5 Star Hotels in Walden
- Rv Parks in Greenwood Lake
- Motels in Forestburgh
- Cabin Rentals in Chester
- Bar Hotel Hotels in Middletown
- Hotels near National Purple Heart Hall of Honor
- Romantic Hotel Hotels in Pine Bush
- 5 Star Hotels in Greenfield Park
- Apartments in Westbrookville
- Motels in Chester
- Villas in New Hampton
- 3 Star Hotels in Howells
- B&B in Sugar Loaf
- Rv Parks in Wallkill
- Rv Parks in Spring Glen
- Otisville Hotels
- B&B in Howells
- B&B in Rock Hill
- Motels in Walden
- Hotels near Orange County
- 5 Star Hotels in Orange Lake
- Resorts in Goshen
- Huguenot Hotels
- Chalets in Port Jervis
- Orange County Hotels
- B&B in Campbell Hall
- Warwick Holidays
- Legoland® New York
- Woodbury Common Premium Outlets
- Visit Wallkill
- Visit Monroe
- Visit Woodbury
- Orange County Fairgrounds
- Visit Ellenville
- Visit Bellvale
- Visit New Hampton
- Visit Maybrook
- Visit Burlingham
- Visit Highland Mills
- Visit Port Jervis
- Visit Otisville
- Kadampa Meditation Center New York and World Peace Temple