Condo vacation rentals in Hancock

An aerial view of a multi-level green house surrounded by vibrant autumn foliage. The property is set against a backdrop of rolling hills, with pathways leading toward the house. A gravel driveway and landscaped areas enhance the outdoor space.

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!

An outdoor deck is furnished with two brown adirondack chairs beneath a striped umbrella. Decorative pillows with floral designs add a colorful touch. A grill is positioned nearby, surrounded by lush greenery, enhancing the natural setting.

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

An outdoor seating area features a glass-top table surrounded by four black chairs. A grill is positioned against the wall, with wood decking and a view of trees in the background, providing a comfortable space for outdoor dining.

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.

4.84 out of 5 average rating, 19 reviews

The bathroom features a modern vanity with storage and a mirror above. A walk-in shower with glass doors is visible. Natural light filters through a window, highlighting the clean, minimalist design. A toilet is positioned beside the vanity, with eco-friendly toiletries displayed nearby.

Condo in North Adams

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.

A private deck is furnished with a small table and chairs, surrounded by wooden railings. Sunlight filters through the nearby trees, creating a natural and relaxed atmosphere for outdoor gatherings.

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.

4.89 out of 5 average rating, 246 reviews

A grand oak staircase leads to the upper levels, framed by intricately carved wooden balusters. Natural light streams in from a window at the top, illuminating the art pieces displayed along the walls. A small seating area with elegant chairs is visible beside the staircase.

Condo in Albany

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.

4.96 out of 5 average rating, 26 reviews

A comfortable living area is highlighted by large windows that provide ample natural light. A plush sofa faces a modern TV and fireplace, with a wooden dining table positioned nearby. The decor features light-colored walls and warm wood accents.

Condo in Wilmington

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

4.8 out of 5 average rating, 86 reviews

A private deck is equipped with comfortable seating and a central table. String lights are hung above, adding a gentle glow. The surrounding railing offers views of the lush greenery outside, creating a peaceful outdoor space for relaxation.

Condo in Albany

Penthouse Brownstone w/ luxury amenities

Built in 1867, The Cul has stood the test of time for years. Inside you won’t just find a place to crash, you will find a space that provides a warm embrace. A home away from home in this slice of Albany’s beautiful, historic, Mansion Neighborhood. Outside, you will be surrounded—by a stunning blend of Italianate, French, and Greek Revival architecture—as you walk down the streets in the steps of thousands of immigrants that helped this district prosper and blossom.

Icicles hang from a structure in the foreground, with a view of snow-covered ski slopes illuminated by soft lights in the distance. The landscape is blanketed in fresh snow, creating a serene winter atmosphere.

5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

This premier Berkshires destination resort is located at the base of the ski slopes of Jiminy Peak Mountain Resort. After a day of skiing, snowboarding, hiking and other seasonal activities, return to your spacious two-bedroom resort suite designed for maximum rest and relaxation with a kitchen and spacious living/dining area. The resort's heated indoor and outdoor pool, game room, sauna, and activities center are sure to please.

The exterior of a large light gray building is featured, displaying a covered entrance with stone accents. A wide staircase leads to the entrance from the parking area, complemented by a decorative railing. The sky is overcast, creating a calm ambiance.

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.

The exterior of the Country Inn is displayed, featuring a covered entrance supported by columns and a stone base. A two-story structure showcases multiple windows, providing ample natural light. The building is surrounded by a parking area and nestled against a mountainous backdrop.

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.