
Apartment holiday rentals in Pioneer Valley
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Top-rated apartment rentals in Pioneer Valley
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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

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 bedroom 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

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.

Jiminy Peak Country Inn 1 Bedroom Suite
A privately owned, older unit within Jiminy Peak's Country Inn. Located in the Berkshires, the inn is at the base of the ski slope. This unit is on the 1st floor of the last building which means you can ski to your doorstep if there's lots of snow (harder getting to the lift) . A locker room is at the end of the building to secure your equipment (key provided). The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and seasonal restaurants. Come enjoy the mountain!

Fully Renovated 3 BR Condo - 0.8 mi to Mt. Snow
Fully renovated for 2026, bright and stylish 3BR/2.5BA ski condo. Located just 0.8 miles from Mount Snow. On the free Moover shuttle line Features: - Spacious living area with all-new flooring, furniture, fireplace - New kitchen - 2 full bath, all-new with walk-in showers. 1 bathroom with a sauna - Basement rec room with basketball, Nintendo switch 1+2 docking stations, 4-player arcade cabinet with 1000+ games - Locked storage for skis/boards BR 1: King bed BR 2: Queen bed BR 3: 4 twin beds

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 min to Mt Snow Resort for skiing/boarding in winter or golf & mtn biking in spring, summer, & fall. 2 minute walk to Snow Republic Brewery. Close to the towns of Dover & Wilmington for shops, restaurants, and country charm. Minutes from hiking, biking, and golf for outdoor enthusiasts, only ten minutes from the tranquil Lake Raponda. Notify if bringing pets. 2 car maximum or inquire

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.

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

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.

Walk to Food/Entertainment, 5 Min Drive to Mt Snow
Enjoy the natural beauty and charm of Vermont in this ground-level condo just 5 minutes from Mount Snow. Perfect for skiers, riders, and year-round explorers, this cozy space combines modern updates with rustic charm. - Walk to restaurants, bars, and an arcade - Grab the FREE shuttle to the base of Mt. Snow at the bottom of the driveway - Visit Horace Hill Recreation Area featuring MTB trails and an 18-hole Disc Golf Park

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.

Heart of Lenox!! - Renovated downtown apartment
Completely renovated 2 bedroom downtown apartment with open floor plan in Lenox MA. Enjoy walks around the downtown area and visit the many attractions in Berkshire County. Endless restaurants to choose from, golf courses within 7 miles, Kennedy Park and Tanglewood close by. Minutes down the road you will find the historic Red lion Inn in Stockbridge or Norman Rockwell Museum.
Popular amenities for Pioneer Valley apartment rentals
Weekly apartment rentals

Crosstown Ski House sleeps 4 to 7+

3BR Golf course condo w/ views & close to skiing

Modern 1BR • 10 min to BDL Airport• Free Parking

Sunny, Spacious, Downtown, Main St. Duplex

Private suite in James Colt townhouse

Cozy Condo in Heart of Hartford

Cozy and luxury room.

SKI HOME Trail Bears Crossing Mount Snow
Pet-friendly apartment rentals

A Healing Forest Space in the Heart of New England

Entire house - 4 Bedroom-Enfield

Penthouse overlooking downtown Amherst!

3BR Resort home near ski resorts with balcony

Hartford Home w/ Skyline Views near Bushnell Park!

2BR condo w/ golf course views, balcony, fireplace

Private 1st Floor Apt @ Winchendon Center Town

Charlemont Airbnb Center With Four mor bedrooms
Apartment rentals with a pool

Spacious 3BR | Deck | Hot Tub | Washer/Dryer

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

Cozy Townhome by Mt Snow with Ski Home Trail

THE SLOPE slope-view Country Inn 1BR w/heated pool

Vacation Village in the Berkshires-1 BD

Vacation Village in Berkshires 12/28/25-1/4/26

Ski-in/Ski-Out on Jiminy Peak

Tranquil Lakeside Escape in the Berkshires
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- Apartment rentals Massachusetts
- Apartment rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- University of Connecticut
- Dcu Center
- Ski Sundown
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Smith College
- Massachusetts Museum of Contemporary Art
- Mount Monadnock
- Hancock Shaker Village
- Connecticut Convention Center
- Mount Holyoke College





