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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare 37 Condo Rentals in Western Massachusetts with updated reviews, rates, and availability.

Vacation Village in the Berkshires
Exterior

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1760)
"Great place "
The price is SAR 431
SAR 511 total
includes taxes & fees
23 Feb - 24 Feb
Vacation Village in the Berkshires
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, (15)
"This is the second year my family and I have stayed at Jim’s place. It’s hard to convey just how amazing the location is— above the rental shop, behind the lodge/main lifts, next to the ticket booth, and next to the bunny hill. Literally in the middle of everything and perfect if you have little kids. I think the walk to put skis on is less than a minute. The condo itself is very nice, clean, and updated. The king bed is super comfortable and the house is well stocked with everything you...
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
Fireplace and Pullout Queen Sofa Bed in the Main Room

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

7.4 out of 10, Good, (3)
"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 SAR 540
SAR 1,287 total
includes taxes & fees
25 Feb - 26 Feb
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 SAR 1,872
SAR 2,765 total
includes taxes & fees
18 Feb - 19 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
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, (18)
"All you need for a ski trip"
Ski-In/Ski-Out at Jiminy Peak in the Country Inn
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.
Living area

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

7.0 out of 10, Good, (6)
"We had a wonderful stay at this property and it was the perfect location and size for us while we were vendors at the Big E. The condo itself is large and spacious with comfortable beds, tvs in the living room and two bedrooms, a fully stocked bathroom with laundry, a beautiful kitchen with a fridge with ice maker and water capability. The entry is by code, which made it very convenient to access. Hana, the hostess was extremely attentive and helpful every step of the way. The drawbacks were...
The price is SAR 450
SAR 1,162 total
includes taxes & fees
17 Feb - 18 Feb
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.
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, (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!
Property grounds

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
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, (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
Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!
Springfield Vacation Rental | 4BR | 2BA | Stairs Required | 1,600 Sq Ft

Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very nice modern house has everything you need. Quiet neighborhood everything close by. Property manager very informative with everything and checking up if everything going well . Great place well recommended "
Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
Property grounds

Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!

10.0 out of 10, Exceptional, (1)
"I really enjoyed my stay at this Vrbo. Everything was well stocked (bedroom/bathroom/kitchen linens, cleaning supplies, kitchen appliances / serveware etc). The futon pulled out was comfortable. The flat is in a great location that is walking-distance to cafes/restaurants. Tre was an excellent host!"
Cozy nest of a condo tiny home in Downtown Northampton-- walk to Smith College!
Berkshires Getaway < 1 Mi Skiing & Hiking!
Charlemont Vacation Rental | 3BR | 1.5BA | 1,800 Sq Ft | 2 Steps to Enter

Berkshires Getaway < 1 Mi Skiing & Hiking!

10.0 out of 10, Exceptional, (11)
"Beautiful spot, great location right at the mountain! We had such a great time here!"
Berkshires Getaway < 1 Mi Skiing & Hiking!
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, (12)
"The condo was perfect for my family's ski weekend!! There is ample room and it was super clean and easily accessible with parking right out back. I would HIGHLY recommend this for your family's ski vacation, especially with young kids as the ski school is a stone's throw from the condo. Thank you!!"
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

9.0 out of 10, Wonderful, (2)
"This was a great one bedroom Andy was very responsive !"
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Welcome to Honey Spot!
Interior detail

Welcome to Honey Spot!

9.8 out of 10, Exceptional, (27)
"House was extremely clean. Fully stocked. Host was very helpful. Would stay again."
Welcome to Honey Spot!
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 "
The price is SAR 1,309
SAR 2,300 total
includes taxes & fees
19 Mar - 20 Mar
UNIQUE - 1BR Country Condo @ Jiminy Peak
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
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

8.8 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
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 Western Massachusetts

Vacation Village in the Berkshires
Exterior

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1760)
"Great place "
The price is SAR 431
SAR 511 total
includes taxes & fees
23 Feb - 24 Feb
Vacation Village in the Berkshires
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is SAR 709
SAR 778 total
includes taxes & fees
23 Feb - 24 Feb
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.

Frequently asked questions

How much do condos in Western Massachusetts cost?
Prepare to pay from SAR 431 to SAR 1,872 per night for condos in Western Massachusetts. Whatever your budget, an epic stay is a click away on Expedia. 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.
How many condos are there in Western Massachusetts?
Explore our 37 condos in Western Massachusetts and then lock in your favorite. Whether you’re organizing a family getaway or a break with your buddies, your perfect stay is just a few clicks away with Expedia.
Why book your condo in Western Massachusetts with Expedia?
Booking a condo in Western Massachusetts is as easy as clicking on your travel dates and picking an option that has what you need. After something upscale or budget friendly, or a stay that also has a pool and a hot tub? Use Expedia’s search filters to narrow your results even further and find your perfect match.
How can I find cheap condos in Western Massachusetts?
The simplest way to get cheap condos in Western Massachusetts is with Expedia’s useful filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable deals in a few clicks.