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

Middletown Chalets

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middletown chalets

Balcony

1. Chic Chalet River Views & Access

Chic Chalet River Views & Access
Montague
7.6 out of 10, Good, (5 reviews)
"The place was perfect for us"
United States
Chris G.
$143 nightly
The price is $160
Dec 1 - Dec 2
Total with taxes and fees
Chic Chalet River Views & Access
A rustic cabin with a large deck and multiple windows, surrounded by dense forest.

2. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Warwick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
$1,166 nightly
The price is $1,319
Nov 8 - Nov 9
Total with taxes and fees
Mountain View Retreat w/ Hot Tub, Theater, and Gym
A swimming pool surrounded by snow, with people swimming and a building in the background.

3. Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski

Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski
vernon
9.2 out of 10, Wonderful, (68 reviews)
"Theses accommodations were perfect! We had to find accommodation for 10 people attending a close family friends wedding on short notice due to prior accommodation falling through at the last minute! In the end we were glad we had to make the change as this location was perfect go large groups and had great outdoor sitting areas! Would definitely stay again!"
United States
Kirstin V.
$508 nightly
The price is $577
Nov 8 - Nov 9
Total with taxes and fees
Luxe 10 Guest Ski Chalet · Mountain Creek · Fire Pit · Spa · Golf · Hiking · Ski
A rustic cabin with a green awning, surrounded by autumn foliage.

4. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Bernice
$264 nightly
The price is $266
Nov 19 - Nov 20
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
A log cabin with a patio area featuring outdoor seating and a hot tub.

5. Ski House - ON THE SLOPE w/ hot tub

Ski House - ON THE SLOPE w/ hot tub
Vernon Township
10.0 out of 10, Exceptional, (22 reviews)
"There for the spartan - great location - house is beautiful - perfect for our group can’t wait to go back again! "
United States
JoeGina M.
$838 nightly
The price is $951
Nov 9 - Nov 10
Total with taxes and fees
Ski House - ON THE SLOPE w/ hot tub
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"The staff was very helpful when we had a dog barking at night. The room was very clean. We really enjoyed walking around the lake, When we complained about a cold shower it was fixed by the next day."
Christa 2-night trip
Posted 14 hours ago
Overlook Lodge at Bear Mountain

Find out more about Middletown

Middletown Chalets information

Number of reviews
79
Accommodation
14 Chalets
Lowest Price
$160
Highest Price
$1,319

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