Search Condos Rentals in Stockbridge from CA $194

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Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Stockbridge Condo Rentals

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1759)
"Great place "
The price is CA $194
CA $228 total
includes taxes & fees
Feb 2 - Feb 3
Vacation Village in the Berkshires
Ski on ski off 1 Br loft condo in the village center with private gated parking
Fridge, microwave, oven, stovetop

Ski on ski off 1 Br loft condo in the village center with private gated parking

10.0 out of 10, Exceptional, (14)
"This property was unbelievable! The locetion , the amenities, the host, the beautiful and spotless residence! You will not be disappointed! Jim was extremely responsive and his home was perfect! "
Ski on ski off 1 Br loft condo in the village center with private gated parking
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

10.0 out of 10, Exceptional, (2)
"My friends and I planned a last minute trip to Jimmy Peak which is a great mountain for all types of skiers. The host was very communicative right away and made sure everything was ready and gave me information for not just the house but where to go into town. The house was very clean and very comfortable to stay at almost like a true “ home away from home”. The home is very cozy and brings a great vibe to the trip. Even after our stay the host made sure to stay in contact and make sure...
The price is CA $261
CA $556 total
includes taxes & fees
Feb 26 - Feb 27
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Exterior

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

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!!!!"
The price is CA $719
CA $1,062 total
includes taxes & fees
Feb 18 - Feb 19
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Exterior

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

9.4 out of 10, Exceptional, (18)
"All you need for a ski trip"
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
Beach

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

10.0 out of 10, Exceptional, (37)
"Family trip with kids. Condo is great. Excellent location with great views of the mountain. Everything you need is within walking distance. Beds are comfortable and owner supplied plenty of towels and linens. We will definitely be back next year. "
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Snow and ski sports

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

10.0 out of 10, Exceptional, (11)
"My husband and I stayed here back in Oct while he attended a tattoo conference on the ski resort grounds. The place was super cute, cozy and clean. The owner replied to any question I had in a very timely manor. I would definitely recommend this place :)"
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
Fridge, microwave, oven, stovetop

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

10.0 out of 10, Exceptional, (29)
"The accommodations were great for my husband & I plus 4 young adults. The fireplace is a nice touch. The views are spectacular. Checking in was fairly easy after getting the gate remote. Would have loved if they had smart TVs to watch Netflix as I was not able to ski due to a back injury, but they did have a tv in every room. I would recommend bringing a fire-stick,gaming system, or board games of your own.We did appreciate the washer & dryer as well as the jacuzzi tub. Bring your own alcohol...
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
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
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (11)
"Unit was as advertised. Had everything we needed to enjoy the weekend. Beds clean and comfortable. Baths a little dated but just fine. Location is perfect… about a 50 yard walk to the beginner area and can ski right down to the main lift. Jiminy is a nice medium size mountain. Lots of kids. We skied early and it wasn’t crowded until late morning. "
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

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
UNIQUE - 1BR Country Condo @ Jiminy Peak
Exterior

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
IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES
Indoor pool, outdoor pool

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
Perfect for Winter Skiing!!
Fridge, microwave, oven, stovetop

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

8.8 out of 10, Excellent, (5)
"Clean, up to date and spacious! Great location for beginner skiiers, also easy to access the rest of the mountain."
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Ski Jiminy Peak Xmas Wk: Fri-Mon 12/27-30 for 3 Nites; @Wyndham Bentley Brook
Exterior

Ski Jiminy Peak Xmas Wk: Fri-Mon 12/27-30 for 3 Nites; @Wyndham Bentley Brook

10.0 out of 10, Exceptional, (1)
"The space worked perfectly for us and we love the mountain for the convenience and character."
Ski Jiminy Peak Xmas Wk: Fri-Mon 12/27-30 for 3 Nites; @Wyndham Bentley Brook
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Interior

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

10.0 out of 10, Exceptional, (5)
"2-bedroom was perfect for our family of four. Great to have a kitchen, shower and tub, washer/dryer, as well as nice shampoo, conditioner, body wash, lotion, and towels for the pool. We enjoyed being so close to the mountain for skiing. JJ’s Lodge had good offerings for lunch and drinks. We also had fun at the indoor/outdoor pool and jacuzzis. Our kids have enjoyed the game room in the past but during this stay the machine to get a card loaded with money wasn’t working. They called immediately...
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Jiminy Peak 2 Bedroom 2 Bath Deluxe Condo. Wyndham Bentley Brook
Pool

Jiminy Peak 2 Bedroom 2 Bath Deluxe Condo. Wyndham Bentley Brook

2.0 star property
Jiminy Peak 2 Bedroom 2 Bath Deluxe Condo. Wyndham Bentley Brook
Club Wyndham Bentley Brook Resort - 2 Bedroom
Exterior

Club Wyndham Bentley Brook Resort - 2 Bedroom

10.0 out of 10, Exceptional, (1)
"Great spot for family ski trip. Location was great. Condo and amenities were great. Overall super happy and would stay again. "
Club Wyndham Bentley Brook Resort - 2 Bedroom
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Exterior

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
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 Stockbridge

Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests
Dining

Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests

10.0 out of 10, Exceptional, (8)
"We could not have been happier. The house was walking distance to all shops, restaurants and attractions of the town of Stockbridge. House was large enough to comfortably accommodate 9 adults. Thoroughly enjoyed "Christmas in Stockbridge"."
Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1759)
"Great place "
The price is CA $194
CA $228 total
includes taxes & fees
Feb 2 - Feb 3
Vacation Village in the Berkshires
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is CA $333
CA $372 total
includes taxes & fees
Feb 14 - Feb 15
The Ponds at Foxhollow by Capital Vacations
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.

Frequently asked questions

How much do condos in Stockbridge cost?
The price range for condos in Stockbridge is CA $194 to CA $261 per night. Whatever your budget, you’re sure to find something that fits the bill — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Stockbridge with Expedia?
Expedia makes it a cinch to find your ideal condo in Stockbridge. Looking for an upmarket stay? Use our handy filters to search for properties that have a 5-star rating. If you have a set budget, select how much you’d like to spend and then browse our amazing deals. We’ll help you find the perfect stay whatever your plans or style of travel.
How can I find cheap condos in Stockbridge?
With Expedia’s user-friendly filter tool, scoring cheap condos in Stockbridge is a snap. To discover accommodations that are easy on your bank balance, refine your search results by star rating, amenities and budget.
What is there to do in Stockbridge near my condo?
Whatever your interests, Stockbridge has loads to keep you going. Norman Rockwell Museum, Berkshire Theatre Festival and Naumkeag Museum are on many travelers’ agendas. Don’t go home without exploring Mission House, Schantz Galleries and National Shrine of the Divine Mercy either. With Expedia’s condo deals in Stockbridge, you’ll be able to see even more wonderful attractions like these with the money you save.