Western Massachusetts, MA Condo Rentals from AED 432

A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock

Jim H.

AED 1,444 total

includes taxes & fees

10 Aug - 11 Aug

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock

J S.

AED 1,580 total

includes taxes & fees

1 Sep - 2 Sep

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Susan S.

AED 1,079 total

includes taxes & fees

24 Aug - 25 Aug

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover

Evan C.

AED 1,329 total

includes taxes & fees

6 Aug - 7 Aug

5. Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Dover

Emma C.

AED 2,366 total

includes taxes & fees

9 Aug - 10 Aug

6. Expansive 2BR | Sleeps 10 | Ski-In

West Dover

AED 2,007 total

includes taxes & fees

10 Aug - 11 Aug

7. 2BR Loft With Views | Ski-In Access

West Dover

AED 2,136 total

includes taxes & fees

17 Aug - 18 Aug

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Top Western Massachusetts Hotel Reviews

The Yankee Inn

10/10 Excellent

"This was our fourth year in a row staying at the Inn. They have a new sitting area outside with a gas fire pit, very nice. The pool is always very well maintained. We like to stay in the older section room away from the main building, the beds are comfortable and the room is basic but clean and nice. The breakfast is as good as any other hotel brand that offers breakfast. The shopping center is right next door within walking distance, with a few places to eat. It’s a great location also to get to anywhere in the area."

The Red Lion Inn

10/10 Excellent

"Escaped into another world on each floor's hallway-the memorabilia and artwork spoke of an honest, New England history. The atmosphere was perfect for a genuine, original immersion into New England's past and LOVED going up and down the 150yr old elevator! Meals delicious w/excellent service. Only one issue we had: the AC in the room was difficult to adjust and were quite chilled even w/turning the thermostat up to 80 deg!!!!!!!!! as suggested by the front desk. Shall make this a yearly visit!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Very nice clean new property. Simple, clean, comfortable, quiet climate control. Decor is very bland. Desk chair is klunky fake mid-century modern. Pool is about 12 yards long, looked clean. But prices for any hotel near Lenox are just crazy in peak (Tanglewood) season."

Quality Inn Great Barrington

10/10 Excellent

"Very nice front desk staff-courteous, upbeat, helpful. Room was clean but leftover trash in bin and no ice tray in refrigerator. VERY comfortable bed. Train in middle of the night was a throwback experience to a different age-i liked it but some would be frightened of the noise. Excellent location."

Frequently asked questions

How much do condos in Western Massachusetts cost?

Condos in Western Massachusetts range from AED 432 to AED 1,123 per night. These properties offer loads of space for your whole crew at a price that won't stretch the budget. 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?

Western Massachusetts has 32 condos to pick from. Enter your destination and travel dates and book your perfect stay today.

Why book your condo in Western Massachusetts with Expedia?

Booking a condo in Western Massachusetts is as easy as working out your travel dates and choosing a place that meets your needs. In search of something luxurious or low cost, or a stay that also comes with a kitchen? Use Expedia's search filters to narrow your results even further and find your ideal match.

How can I find cheap condos in Western Massachusetts?

Expedia can help you narrow your search for cheap condos in Western Massachusetts. To lock in a fantastic stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, budget and star rating.

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Economy Car Rentals in Williamsburg

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Western Massachusetts condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities