Condo vacation rentals in Jiminy Peak

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Top-rated condo rentals in Jiminy Peak

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Guest favorite

Condo in Hancock

4.95 out of 5 average rating, 57 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Jiminy's GEM is everything you're looking for! The location is absolutely prime- steps from the highspeed 6pk lift with your balcony overlooking the beautiful mountain & apres fire pit. Enjoy 3 bdrms/3 full baths with enough beds to accommodate numerous families, sleeping a total of 10 people. Take advantage of a heated pool, hottub & gym when you're not enjoying the mountain. Summer and Leaf Peeping season are equally as entertaining and enjoyable. Let us make your trip better than imagined!

Guest favorite

Condo in Dover

4.9 out of 5 average rating, 50 reviews

Ski Condo 5 Min from Mt Snow

Your family will be close to everything when you stay at this centrally-located condo. Cozy and clean, only 5 minutes from Mount Snow Ski Resort for skiing and snowboarding in the winter or golf and mountain biking in the spring, summer, and fall. A two minute walk to the Snow Republic Brewery. Close to the towns of Dover and Wilmington for shops, restaurants, and country charm. Just minutes from hiking for the outdoor enthusiasts and only ten minutes from the tranquil Lake Raponda. *New couches

Superhost

Condo in Hancock

4.85 out of 5 average rating, 39 reviews

All-season Berkshires ski resort condo - Sitzmark

Stay at the Jiminy Peak mountain resort near renowned museums, music, dance and theater in the beautiful Berkshires. You'll be steps from swimming, hiking, aerial adventures and thrill rides. Meals are easy with two resort restaurants, a country store and a fully equipped kitchen. Spend your days at Tanglewood, Hancock Shaker Village, Mass MoCA and other nearby attractions. Then relax on the deck or in front of TVs in each room. Return for skiing in the winter with a fireplace for extra warmth.

Top guest favorite

Condo in Wilmington

5 out of 5 average rating, 12 reviews

Ski2Tee

Visiting during the winter? Hit the slopes for some downhill skiing then stop by the Waffle House for a treat. Take a hike on the Mt Haystack Trail. Head to the White House Inn with the kids for sledding! Go on a snowmobiling tour with your besties. Visiting during the Summer? Play 18 holes of golf. View the first hole off our deck. Feel the breeze as you flip burgers on the BBQ. Visit the Harriman Reservoir for boating, swimming, fishing, and more! Enjoy our home with your family and friends.

Guest favorite

Condo in North Adams

4.84 out of 5 average rating, 19 reviews

Charming downtown Condo!

Overlooking the Historic Eagle Street district in downtown North Adams, this centrally located, 2nd floor 330 sq ft unit just got a facelift! New paint throughout, furnishings, etc.... Sleeps 2 people (queen size bed) but we also have a fold out chair in the office area as well. Fully equipped eat in kitchen and 3/4 bath. Please Note: This condo is located on the 2nd floor. Due to the antique nature of the building, there is no handicap accessible entrance, and the stairs are steep and narrow.

Top guest favorite

Condo in Dover

4.92 out of 5 average rating, 119 reviews

3 Story Condo - 5 Minutes to Mount Snow!

Charming Dover Green condo just minutes from Mount Snow Ski Resort & Lake Whitingham. This well kept 2 bedroom, 2 bathroom, plus loft unit features open concept living, dining, vaulted ceilings, natural woodwork, 65" TV, and a wood burning fireplace. With easy access to Mount Snow, the village of Wilmington, nearby lakes, hiking, and biking, there is so much to do for tremendous year round enjoyment. There is nearby access walkable from the unit to the public MOOver shuttle to get around town.

Guest favorite

Condo in Hancock

4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Guest favorite

Condo in Albany

4.89 out of 5 average rating, 247 reviews

Elegant, spacious studio apt in historic mansion

Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed. Feel free to enjoy a glass of wine in the art gallery.

Superhost

Condo in Wilmington

4.96 out of 5 average rating, 26 reviews

10th Hole Haystack Golf Course in Wilmington VT

Kid Friendly 1550 sq ft 4 Bedroom condo on 10th Hole Haystack Golf course. 2.5 baths and indoor and outdoor wood burning fireplaces with wood onsite. 4 miles (11 min) from Mt Snow and less than 2 miles from downtown Wilmington VT. 9 total beds across 4 bedrooms - 2 kings, 1 queen, and 6 twins make this a perfect family or multiple families getaway. Snowshoeing or golfing on haystack golf course make this property functional in all seasons. Nest doorbell camera on front exterior

Guest favorite

Condo in Dover

4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

This is a chalet duplex. You’re renting entire top 2 floors - no shared spaces. However, there’s an Airbnb rental in the lower unit of this house. Separate entrances & no indoor shared space. 2 bedrooms on the main level with a full bathroom and 2 bedrooms on the second level with a full bathroom. On site washer and dryer The kitchen comes equipped for cooking needs. ****The house has a lower level that has a 2 bedroom 1 bath Airbnb rental unit. No shared space but FYI.****

Superhost

Condo in Hancock

4.91 out of 5 average rating, 23 reviews

Large one bedroom, two full bath, full kitchen

Located in the heart of Hancock's premier ski-resort, Jiminy Peak this lovely appointed self contained apartment is ski on, ski off the 45 runs of the mountain. Perfect for a cozy Fall getaway to leaf peep all of the beautiful Berkshires. Close to Williamstown, North Adams, Lee, Lenox, Pittsfield and more. This is a year round spot with loads of activities. Pool, jacuzzi, exercise room and two restaurants are on site.

Guest favorite

Condo in Hancock

4.92 out of 5 average rating, 65 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

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What guests are saying

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

5 out of 5 average rating, 5 reviews2 months ago

This is our second time staying and we loved it even more the second time. Christina was lovely to book with and the unit we were put in had recently been renovated so it was in great shape. You really can't beat this place for a winter family vacation. The space was clean and well appointed. I'm very finicky when it comes to hotel cleanliness, there were a few notes I'd give on the space but overall I was very happy with the space and our overall stay. The staff at Wyndham were very helpful and friendly. We will definitely return again!

Condo in New Ashford

What guests are saying

Downtown Condo - walk to MoCA

4.83 out of 5 average rating, 18 reviews4 months ago

The condo was a great location, walkable to stores, gym, shops, even that Mass Moca place everyone obsessively talks about. I stayed for 8 weeks on a work contract and Joanne the host was lovely enough to help me with parking. You can limited meter park (day/night are both limited) or you can buy a parking pass for the lot just a quick minute walk away. No issues! The condo was clean, stocked, and comfortable. As for the noise comments in prior posts, I personally don’t mind city noises. I adapted quick. But to each their own. I would gladly stay again!!!! Loved it.

Condo in North Adams

What guests are saying

Gem of the Berkshires, walkable to lake & downdown

4.85 out of 5 average rating, 41 reviews5 months ago

I cannot speak highly enough of Ephrat - she was a wonderful host and even let us stay later as we had family visiting. I had arranged a weekend for family and friends at this house, and she made the experience just as special as I had hoped for. On top of the stellar hosting and lovely home, the view is simply gorgeous. Best home to stay in during the fall in Great Barrington, hands down!

Condo in Great Barrington

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