Condo vacation rentals in Pioneer Valley

A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.

4.94 out of 5 average rating, 67 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!

A multi-story gray house is shown from the street, featuring a blend of modern and traditional architectural elements. Large windows line the front, with a porch accessible from the ground level. A well-maintained green lawn and several parked cars are visible in the driveway.

4.89 out of 5 average rating, 28 reviews

Comfortable Relaxing Ideal Oasis

Beautifully, newly refurbished 2 Bedroom near downtown Hartford which is centrally located in Barry Square,10 mins away from Dunkin Donut Yard goat stadium 15 mins away from the blue back square, 19.9 miles or 32 minutes away from Bradley International Airport & Tweed New Haven located 36.9 miles or 49 minutes away, Waterbury Station 38 min drive 29.5 mi away, Hartford Convention center downtown, hospitals, Amtrak station, supermarkets restaurants and Bushnell park 4 min drive / 2.6 mi away.

A spacious living area features a light-colored sofa and an accent chair, with a coffee table centered on a patterned rug. Shelves display decorative items, while a television is mounted above a stone fireplace. Natural light enters through windows accented with blue curtains.

4.81 out of 5 average rating, 21 reviews

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR country Condo w AC is fully updated and comes with parking in front and full access to the Country Inn Amenities ( Fitness, pools, hottub, Tennis etc). This large 900 sq ft condo features country decor, & sleeps up to 7 with a queen, two bunk beds, pull out Trundle, and Full Bed. Th

Top guest favorite

A snowy landscape is presented, showcasing ski slopes and a bustling scene below. A quaint building serves as a backdrop, surrounded by skiers and snowboarders. Tables and chairs are visible, along with ski equipment neatly arranged, highlighting the active atmosphere accessible from the condo.

4.95 out of 5 average rating, 93 reviews

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

The living area features two comfortable sofas, one in a blue fabric and the other in a light gray. A round coffee table with a small plant sits in the center. A wall-mounted television is visible, and a dining area can be seen in the background.

4.9 out of 5 average rating, 71 reviews

Your Home Away From Home

Welcome to Your Home Away From Home! This charming 1-bedroom apartment with a queen sofa bed in the living room, is nestled in the historic and vibrant heart of Hartford, offering the perfect combination of comfort, convenience, and local charm. The apartment features a spacious bedroom with a cozy queen-sized bed, and tasteful decor. The inviting living area is perfect for relaxing after a day of exploring the city. fully equipped kitchen and dining area. Each room is furnished with a 55” TV.

4.84 out of 5 average rating, 61 reviews

A clean and inviting bedroom features a spacious bed with neutral bedding, accent pillows, and soft bedside lighting. Built-in shelves are displayed with decorative items, and a window allows natural light to brighten the area, complemented by light curtains.

Condo in Farmington

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

NEWLY UPDATED - Bright Spacious One bedroom condo in Farmington!! Convenient to airport (BDL)/bus/train transportation, Hartford (18mins), Miss Porters School (6mins), Avon Old Farms (7mins), UCONN HC (9mins), ESPN (20mins), the Hartford Mormon Temple (2mins). We are just a few miles off of route 84. Includes kitchenware & granite counter-tops, WiFi, and a HDTV. Restaurant (2mins) walking distance and many other amenities close by. Located in a quiet residential neighborhood with parking.

4.96 out of 5 average rating, 28 reviews

A bright living area features a comfortable sectional sofa and an elegant coffee table with a floral arrangement. Natural light enters from multiple windows, complemented by wall sconces. A flat-screen television is mounted above a modern wood-burning fireplace, creating a cozy gathering space.

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

4.79 out of 5 average rating, 24 reviews

Spacious Condo • Quick Drive to Everything

Welcome to our urban retreat! This spacious 3-bedroom condo offers a stylish and comfortable haven within 5 minutes of W. Hartford and Downtown Hartford. With ample space and modern amenities, it's perfect for friends, family and business travelers seeking a convenient and relaxing stay. Enjoy the convenience of a full kitchen and ensuite laundry, just 5 minutes away from the Convention Center and Stadium. For your comfort, we provide complimentary cleaning for longer-term stays.

Condo in Litchfield County

A well-lit bedroom features a spacious bed covered in neutral bedding. A wooden dresser and a small nightstand with a lamp are positioned beside the bed. Natural light streams through a round window highlighting the warm wood floors.

4.93 out of 5 average rating, 30 reviews

Meadow View

Nestled on a quiet country road, Pacer's Pasture has everything you need for a rejuvenating stay. Just over a mile away, Haystack Mountain State Park offers scenic hiking; while the Station Place Cafe and Norfolk Pub are great eateries to enjoy dinner before catching a concert at Infinity Music Hall -- right in Norfolk. The Berkshire Country Store, an antique store, and a liquor store offer nearby provisioning and shopping. The Yale Music School is less than a mile away.

A spacious living area is highlighted by two large windows allowing natural light to fill the room. A dark leather sofa is paired with a wooden coffee table and a patterned area rug. A dining table made of wood is positioned nearby, alongside a console table with decorative items.

4.97 out of 5 average rating, 158 reviews

Posh Pad in The Business District

Truly unique, spacious, and comfortable condo in the heart of the Hartford Business District!!! Big city vibes in a quiet, cozy but swanky corner unit. Truly a home away from home. The unit is very nicely appointed with all the creature comforts you can imagine (+blackout curtains). The convenience of an Elevator makes grocery-hauling in the city very easy. Located within walking distance of the very best downtown Hartford has to offer!

A cozy living area is presented, featuring a sofa, armchairs, and a coffee table. Large windows offer natural light, framed by soft curtains. A mirror reflects the space, enhancing the openness. A small dining area with bar stools is situated adjacent to the kitchen.

4.92 out of 5 average rating, 25 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.