Search Condo Rentals in Old Chatham

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Compare 28 Condo Rentals in Old Chatham with updated reviews, rates, and availability.

Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"Love staying here "
The price is SAR 634
SAR 733 total
includes taxes & fees
25 Nov - 26 Nov
Vacation Village in the Berkshires
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Property grounds
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
9.8 out of 10, Exceptional, (10)
"Very nice condo "
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Exterior
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
10.0 out of 10, Exceptional, (9)
"Love the ski in and out of this property. Family enjoyed staying here, highly recommended."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Snow and ski sports
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
10.0 out of 10, Exceptional, (27)
"The property is located at the base of Jiminy Peak. A good location for outdoor activities. Lots of things to do within a 30-minute drive. The condo was spacious and very clean. Whatever we needed, it was there. The owner was very accommodating."
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Snow and ski sports
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
10.0 out of 10, Exceptional, (36)
"This was a perfect home base for our family vacation in the Berkshires. Centrally located, clean, had everything we needed, and the pool access was a huge plus with the kids! "
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Living area
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
9.4 out of 10, Exceptional, (17)
"We had a great time here. I just didn’t realize there was no oven and the stove top only had 2 burners. My bad as I didn’t read close enough. Still had a blast there."
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
UNIQUE - 1BR Country Condo @ Jiminy Peak
Room
UNIQUE - 1BR Country Condo @ Jiminy Peak
9.8 out of 10, Exceptional, (10)
"Friendly respnsive owner. Nice suite. Was very good for my wife, my son and I. Resort is big skiing location. Was somewhat quiet in the summer though "
UNIQUE - 1BR Country Condo @ Jiminy Peak
Ski In & Ski Out - Deluxe 1 Bedroom Condo
Exterior
Ski In & Ski Out - Deluxe 1 Bedroom Condo
10.0 out of 10, Exceptional, (6)
"We love Jiminy Peak and having a week at a ski-in, ski-out unit was fantastic. We skied back for lunch and skied back out for the afternoon; skied in for a quick dinner and the boys skied back out for night skiing. Terrific location! Kitchen was clean and serviceable (no oven but two burners, sink, dishwasher, microwave, and toaster) and beds were good. Everything was easy... check in, check out, so smooth. A great time was had by all!!!!"
Ski In & Ski Out - Deluxe 1 Bedroom Condo
Ski on ski off 1 Br loft condo in the village center with private gated parking
Snow and ski sports
Ski on ski off 1 Br loft condo in the village center with private gated parking
10.0 out of 10, Exceptional, (13)
"My friends and I were looking for a close escape from Albany, NY. When we entered the condo we immediately felt a sense of ease and once the wood burning fire was started we were in heaven. The condo is in the perfect location within the JP Village. We were able to walk to the Country Store, Bars and Restaurants. What was PERFECT was the close proximity to the lifts; right out the door. We could ski on, ski off and take breaks without dealing with the crowds in the food halls. The condo itself...
Ski on ski off 1 Br loft condo in the village center with private gated parking
Perfect for Winter Skiing!!
Exterior
Perfect for Winter Skiing!!
Perfect for Winter Skiing!!
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Exterior
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
8.0 out of 10, Very Good, (1)
"Andrew was great and very communicative about some issues the property was having due to a burst pipe leak. He was super responsive."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
Property grounds
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
10.0 out of 10, Exceptional, (3)
"Our family all met at Jiminy Peak and stayed in this wonderful condo. It was as exactly as advertised, a true ski in & ski out at the base of the mountain. Check in was easy and we were very happy with this beautiful, clean and convenient condo. We had someone sleeping on the pull out couch, finding the sheets was very easy and he said it was comfortable!!! We had a great weekend and plan to stay here again next year!!!"
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Exterior
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
10.0 out of 10, Exceptional, (4)
"The room and location were great! The owner was extremely helpful and responsive. We had a great time!"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Exterior
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
8.6 out of 10, Excellent, (4)
"Ski trip"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
River House by Avantstay Historic & Secluded Estate on the Hudson River w/ Pool Sleeps 24!
Exterior
River House by Avantstay Historic & Secluded Estate on the Hudson River w/ Pool Sleeps 24!
3.5 star property
River House by Avantstay Historic & Secluded Estate on the Hudson River w/ Pool Sleeps 24!
Cozy Condo with resort amenities
Exterior with private lake
Cozy Condo with resort amenities
Cozy Condo with resort amenities
Cozy Condo, walk to town, private and bright
Interior
Cozy Condo, walk to town, private and bright
Cozy Condo, walk to town, private and bright
Condo with Resort Amenities in Lenox
Room
Condo with Resort Amenities in Lenox
Condo with Resort Amenities in Lenox
1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
Exterior
1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
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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Other property types in Old Chatham

Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
Beautiful Bellavista Country Estate! Create Timeless Memories w/ Family/ Friends
Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
9.6 out of 10, Exceptional, (84)
"This large home has many comfortable bedrooms, some very large suites. The kitchen is very well stocked. Our family had a wonderful stay. The pool was great, and a center of our enjoyment. Kids also enjoyed the game room."
Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"Love staying here "
The price is SAR 634
SAR 733 total
includes taxes & fees
25 Nov - 26 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (919)
"Staff was friendly and helpful. The facility is a little run down, but it was clean. A lot was closed (ie. on site bar/restaurants) due to it being between seasons, which was disappointing. We used the hot tub, which was not very hot. We'd stay there again though. "
The price is SAR 560
SAR 614 total
includes taxes & fees
16 Nov - 17 Nov
Jiminy Peak Mountain Resort
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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