Condo vacation rentals in Pioneer Valley

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Top-rated condo rentals in Pioneer Valley

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Top guest favorite

Condo in Springfield

4.95 out of 5 average rating, 115 reviews

Welcome to Honey Spot!

Enjoy a modern 2-floor condo in a private setting. The condo is elegantly styled embracing functionality and aesthetics. It has everything you'll need to enjoy, relax, recharge, or work during your Western Mass stay. Located 4 miles off I-91 & I-90 in Springfield, MA. 4 mi from the MGM Grand Casino & Basketball Hall of Fame, 12 mi from Six Flags New England, 32 mi from Hartford CT, 70 mi from New Haven CT, 78 mi from Mount Snow VT, 86 mi from Boston MA, 88 mi from Albany, NY and 147 mi from NYC.

Private room in Northfield

4.43 out of 5 average rating, 68 reviews

A Healing Forest Space in the Heart of New England

Lovely, large (360 sq. ft) quiet ground-floor studio, with private bathroom with shower, in 3-story post-&-beam home owned by award-winning composer, author & healer; parking by house, private entrance & vestibule, & large picture windows looking out upon 3 & 1/2 acres of tranquil pine forest. Fridge & microwave available. 1 min. Northfield center, 15 min. - Greenfield 1/2 mi. - NH 10 mi. - VT 75 min. - Boston 3 1/2 hr - NYC Many regional lakes, ponds, mountains, trail systems, eateries

Guest favorite

Condo in North Adams

4.9 out of 5 average rating, 31 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.

Guest favorite

Condo in North Adams

4.89 out of 5 average rating, 38 reviews

Downtown Condo - walk to MoCA

New owners but same great location! Overlooking the Historic Eagle Street district in downtown North Adams, you'll find this centrally located, 330 sq ft. condo. Sleeps 2 people (full size bed and fold out futon), Fully equipped eat in kitchen and 3/4 bath. You shouldn't need much more for your stay here in North Adams. 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.

Condo in Springfield

4.8 out of 5 average rating, 10 reviews

5 Bedrooms Mins to Six Flags, MGM, & Hospitals.

Enjoy a modern 2nd floor condo in a private setting. The 5 bedroom 2bath( 1shower, 1tub) condo is elegantly styled, embracing style and functionality. It has everything you'll need to enjoy, relax, recharge, or work during your Springfield area stay. Clean, comfortable, family, friendly , safe and as pictured. You will have the entire place to your self. Safe neighborhood full of families with diverse background. Second floor unit with 12 steps up to the entrance. Furnished back yard .

Condo in Amherst

5 out of 5 average rating, 7 reviews

Two story condo near Amherst town center and UMass

Located within minutes of downtown Amherst, our condo offers a convenient location with grocery stores, restaurants, and nearby colleges like UMass, Amherst College, and Hampshire College. A bus stop in front of the complex provides freedom and convenience, allowing you to avoid the hassle of finding parking spaces while heading to town or nearby colleges. Most bus services in the Amherst area are free. The condo has a coin-operated laundry in the common basement, also nearby Laundromats.

Guest favorite

Condo in Springfield

4.95 out of 5 average rating, 19 reviews

Duplex w/ Fire Pit ~ 1 Mi to MGM Springfield!

Open-Concept Layout | WFH Friendly | Private Gas Grill | 3 Mi to The Big E With a serene outdoor space and a bright, welcoming interior, this 4-bed, 2-bath vacation rental in Springfield is the perfect home base to return to after a day of exploring top-rated attractions in the area. Take your stay to new heights at Six Flags New England, fill up on out-of-this-world fair food when The Big E is in town, and end your trip with a slam dunk at the Naismith Basketball Hall of Fame.

Guest favorite

Condo in Litchfield County

4.96 out of 5 average rating, 26 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.

Top guest favorite

Private room in Northampton

4.84 out of 5 average rating, 560 reviews

Sunny, Spacious, Downtown, Main St. Duplex

Our duplex apartment is centrally located on Main St. in the middle of downtown Northampton. Steps away from restaurants, nightclubs, museums, galleries, theaters and Smith College. Park your car and spend your day exploring our beautiful little city. You'll be staying in a sunny, spacious, private bedroom, with high ceilings, and windows looking down on Main St. Downstairs is an airy kitchen and living room. Central A/C & Heat. Wifi. FYI we do have a shy kitty.

Condo in Suffield

4.77 out of 5 average rating, 13 reviews

Historic Estate Studio Loft

EASTWOOD ESTATES – THE LOFT SUITE IDEAL FOR: • Remote Workers & Digital Nomads • Short-Term Stays & Solo Retreats • Quiet, Low-Key Staycations *Note: Stair access required – not recommended for children or guests with mobility concerns FLOORPLAN & SLEEPING ARRANGEMENTS Compact, Elevated Living • 2 Full Beds (Main Level) • Pull-Out Sofa for Extra Guests • Cozy Upper Loft Nook • 1 Full Bathroom • Access via Single Interior Staircase

Condo in Enfield

4.46 out of 5 average rating, 13 reviews

Entire house - 4 Bedroom-Enfield

Welcome to your perfect Enfield getaway! Whether you’re traveling with family or on business, this beautifully furnished 4-bedroom home offers comfort, convenience, and unbeatable access to top attractions. Whether you’re visiting for family fun or business, you’ll enjoy a stay that’s both relaxing and convenient; 10 minutes to Six Flags New England and 20 minutes to MGM casino

Guest favorite

Private room in Easthampton

4.92 out of 5 average rating, 119 reviews

Basement Oasis

This is a newly finished basement with queen bed and a three-quarter bathroom. In the sleeping space there’s a three seat recliner couch, pop up coffee table, and a large TV with Roku. The private 3/4 bathroom has a standup shower, sink and toilet. For your convenience there is a mini fridge w/small freezer and microwave. Internet and cable also available.