Photo by Vincent Ramundo
Search Vacation Homes in Middletown
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Vacation Homes in Middletown
Charming bungalow in lovely Middletown NY
Middletown
$165 nightly
The price is $195
Nov 13 - Nov 14
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (2)
"Good stay, awesome place"
Scott G.
$396 nightly
The price is $422
Nov 23 - Nov 24
Total with taxes and fees
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"
Julia K.
$202 nightly
The price is $205
Nov 13 - Nov 14
Total with taxes and fees
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! "
Akail S.
$384 nightly
The price is $434
Nov 13 - Nov 14
Total with taxes and fees
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"
Deborah G.
$215 nightly
The price is $237
Nov 13 - Nov 14
Total with taxes and fees
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!"
Megan
$136 nightly
The price is $152
Nov 13 - Nov 14
Total with taxes and fees
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."
Chris V.
$215 nightly
The price is $237
Nov 13 - Nov 14
Total with taxes and fees
Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,
Matamoras
9.2 out of 10, Wonderful, (5)
"An immaculately clean, comfortable and quiet house with spacious rooms and comfortable furnishings. The owners were super friendly and responsive to our needs. We hope to stay here again next year."
Denise
$252 nightly
The price is $274
Nov 13 - Nov 14
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews
Sleep Inn & Suites Middletown - Goshen
10/10 Excellent
Find out more about Middletown
Middletown Vacation Homes information
Number of reviews | 178 |
|---|---|
Accommodation | 491 Vacation Homes |
Lowest Price | $150 |
Highest Price | $736 |
Explore a world of travel with Expedia
- New York Hotels
- Hotels near Paramount Theatre
- Hotels near Orange County Fair Speedway
- Hotels near Orange County Fairgrounds
- Mechanicstown Hotels
- Villas in New Hampton
- RV Parks in New Hampton
- Motels in New Hampton
- B&B in New Hampton
- New Hampton Hotels
- Hotels with a Pool in New Hampton
- Hotels with Connecting Rooms in New Hampton
- Motels in Howells
- Cabin Rentals in Howells
- Hotels near Galleria at Crystal Run
- Hotels near Soons Orchards
- Howells Hotels
- Scotchtown Hotels
- Cabin Rentals in Slate Hill
- Condo Rentals in Slate Hill
- B&B in Slate Hill
- Resorts in Slate Hill
- Motels in Slate Hill
- 4 Star Hotels in Slate Hill
- Slate Hill Hotels
- 3 Star Hotels in Slate Hill
- Cabin Rentals in Goshen
- B&B in Goshen
- Apartments in Goshen
- Resorts in Goshen
- Condo Rentals in Goshen
- Villas in Goshen
- Motels in Goshen
- Cottages in Goshen
- RV Parks in Goshen
- Goshen Hotels
- Mount Hope Hotels
- Cabin Rentals in Otisville
- Resorts in Otisville
- Motels in Otisville
- Hilton Hotels in Goshen
- Hotels with a Pool in Goshen
- Hotels with Hot Tubs in Goshen
- 4 Star Hotels in Goshen
- Family Hotels in Goshen
- Hotels with Restaurants in Goshen
- 5 Star Hotels in Goshen
- Pet-friendly Hotels in Goshen
- Wyndham Hotels in Goshen
- Hotel Wedding Venues Hotels in Goshen
- Hotels with Connecting Rooms in Goshen
- Romantic Hotels in Goshen
- Luxury Hotels in Goshen
- Hotels with an Outdoor Pool in Goshen
- Waterpark Hotels in Goshen
- 3 Star Hotels in Goshen
- Resorts & Hotels with Spas in Goshen
- Winery Hotels in Goshen
- Non-Smoking Hotels in Goshen
- Hotels with Laundry Facilities in Goshen
- Hotels near Goshen Historic Track
- Hotels near Harness Racing Museum and Hall of Fame
- Hotels near LEGOLAND® New York
- Car rentals near Orange County Fair Speedway
- Car rentals near Mechanicstown
- Car rentals near New Hampton
- Car rentals near Soons Orchards
- Car rentals near Howells
- Car rentals near Scotchtown
- Car rentals near Slate Hill
- Car rentals near Goshen
- Thrifty Car Rental Rental Cars in Goshen
- Van Car Rentals in Goshen
- Enterprise Rental Cars in Goshen
- Luxury Car Rentals in Goshen
- Budget Rental Cars in Goshen