Condo vacation rentals in Pioneer Valley

Find and book unique condos on Airbnb

Top-rated condo rentals in Pioneer Valley

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Guest favorite

Condo in Northampton

4.95 out of 5 average rating, 38 reviews

Lovely 1bedrom apartment with screened in porch

Kick back and relax in this calm, stylish,clean space located in quiet residental street ,second floor of my family home.First floor is also Airbnb studio and third floor is used by owner. Short distance from Smith and downtown also bike path right on the beegining of the street. With this full apartment there is open floor plan with ample dinning and living area ,4 glass door opening onto your own private screened porch . You are welcome to use shared outdoor firepit in back of the house too.

Guest favorite

Condo in Springfield

4.96 out of 5 average rating, 96 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.

Guest favorite

Condo in Dover

5.0 out of 5 average rating, 36 reviews

Four Seasons Slope-side Getaway at Mount Snow

Come stay at our lovely slopeside condominium at seasons of Mount Snow where you’ll be staying in spacious one bedroom unit with a comfortable king size bed and a wonderful pull out couch that comfortably sleeps 4. In winter we are right on the mountain giving you a true ski in ski out. In summer the rivers the mountain and hiking is right out our back door as we enjoy mountain biking hiking golfing and relaxing around the mountain environment. Our unit is well equipped for a wonderful vacation

Guest favorite

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a charming and modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with family and friends. Make a meal in the new and beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge

Guest favorite

Condo in Dover

4.96 out of 5 average rating, 23 reviews

Ski in Ski out condo great location

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Guest favorite

Condo in Hancock

4.83 out of 5 average rating, 131 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 Dover

4.88 out of 5 average rating, 146 reviews

Cozy condo with great views of Mt. Snow

Cozy one bedroom condo with great views of Mt Snow The condo is located in the Mt. Snow resort Shuttle stop located right outside of the condo building. The base of the mountain is approximately 1/4 mile. Enjoy a cozy fire (firewood included) to complete your day. Smart TV - personal accounts needed to access. Enjoy an indoor heated pool and sauna to relax in after a day of skiing or hiking For the warmer months tennis courts are located on the property. Hiking and golf are nearby

Superhost

Condo in Dover

4.84 out of 5 average rating, 157 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 Springfield

4.88 out of 5 average rating, 32 reviews

2 Bedrooms Mins to Six Flags, MGM, & Free Parking

Enjoy a modern 1st floor condo in a private setting. The 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. Ground floor unit with 4 steps up to the entrance. Furnished back yard for your enjoyment.

Guest favorite

Condo in Brattleboro

4.92 out of 5 average rating, 286 reviews

Private & Quiet Studio Apt. in Vermont

Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .

Superhost

Condo in Dover

4.94 out of 5 average rating, 53 reviews

Mt. Snow Dream Mtn View+Fireplace!

180-degree views of Mt. Snow in this spacious 2 bedroom, 2 bath open floor plan condo featuring central fireplace. Spread out under high ceilings in the quiet master suite and wake up to mountain sunrise on the private deck. Tuck your guests, friends, or kids away in the twin bedroom at the other end of the unit. Ski/Board at Mt. Snow accessed by foot, Moover Shuttle (winter), or car. An all-in-one getaway! New for 2023- second bathroom has been renovated!

Guest favorite

Condo in West Dover

4.94 out of 5 average rating, 181 reviews

Comfy Condo - 2 Min Walk to Carinthia Grommet Lift

One BR condo. Corner unit, 1st floor. 2 min walk to Carinthia Magic Carpet. Minutes drive to golf and mountain biking. 1 BR with Queen bed and full bath with jetted tub. Sofa bed and wood burning fireplace in LR. TV with DVD and Roku in LR. WiFi. Kitchen is small but has everything. Washer/dryer. Storage closet for skis & clubs. Plenty of dining nearby. Perfect for couples, solo adventurers, and small families. Plenty of parking on site.