Apartment holiday rentals in Pioneer Valley

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Pioneer Valley

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite

The spacious studio apartment features a well-equipped kitchen with a countertop and bar seating. Natural light filters through the windows, highlighting wooden cabinetry and modern appliances. The open layout includes a cozy seating area, creating a functional living space beneath sloped ceilings.

Apartment in Williamsburg

4.97 out of 5 average rating, 188 reviews

The cozy clubhouse

Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

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Guest favourite

A living area features a spacious blue sofa with ample cushions, complemented by a wooden coffee table. Large sliding glass doors provide access to a balcony, framed by light curtains that enhance natural light. Two windows on the side allow additional sunlight to fill the room.

Apartment in Northampton

4.91 out of 5 average rating, 251 reviews

1880s balconied luxury pad, best downtown location

Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

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Top Guest favourite

The kitchen features custom wooden cabinets and countertops, illuminated by natural light from a nearby window. A coffee maker and dishware are visible, creating a functional cooking space. A cozy chair sits nearby, providing a comfortable spot to relax.

Apartment in Leeds

4.98 out of 5 average rating, 171 reviews

Private Studio for a Sweet Getaway!

A cozy, comfortable, studio flat with ready access to local music venues and restaurants. Downtown Northampton is 15 mins by car or a 1/2 hr bike ride. We abut the bike path and there's a Valley Bike Share kiosk nearby. Ideal overnight spot for visiting Smith and other area colleges or for attending workshops at Snow farm. Easy day trips the Berkshires. Plenty of area hiking! Perfect personal retreat spot! I accept dogs on a case by case basis, small dogs preferred and I cannot accept cats.

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Top Guest favourite

A bright living area features wooden flooring and a blend of seating options, including a yellow sofa and patterned armchairs. A glass coffee table sits atop a decorative rug, complemented by artwork on the walls and natural light streaming through the window.

Apartment in Northampton

4.97 out of 5 average rating, 494 reviews

Light filled three bedroom apartment DT Florence!

Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.

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Top Guest favourite

A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.

Apartment in Conway

4.96 out of 5 average rating, 225 reviews

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

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Guest favourite

The exterior of a charming house is framed by vibrant autumn foliage, including trees with bright yellow and red leaves. A stone chimney adds character to the roof, while a wooden fence borders the well-maintained garden. Soft light highlights the warm colors of the scene.

Apartment in Amherst

4.9 out of 5 average rating, 301 reviews

Amherst, Quiet, Private, Cozy Studio Apartment

This cozy studio is ideally located for exploring nearby colleges: UMass, Hampshire, Amherst, Mount Holyoke, and Smith. Nestled in the scenic Pioneer Valley, enjoy stunning landscapes, forests, and rivers, as well as cultural highlights like the Eric Carle Museum, Yiddish Book Center, and Emily Dickinson Museum. Just minutes from hiking trails, art galleries, gourmet dining, and music venues, our studio offers the perfect base for your Pioneer Valley adventure.

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Top Guest favourite

A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.

Apartment in Northampton

4.99 out of 5 average rating, 273 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

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Guest favourite

A cozy kitchen space features yellow cabinetry and a gas stove with a teal kettle. Sunlight streams through a bright corner window, illuminating a small dining table with four chairs, enhancing the room's warm character and inviting atmosphere.

Apartment in Northampton

4.87 out of 5 average rating, 489 reviews

Large Quirky Sunny Farmhouse Apartment

The apartment is spacious, bright, and sunny. Full of charming and quirky old details like original windows, hardwood floors, and not many right angles. Definitely not a vanilla box. The furnishings are clean and comfortable and go with the farmhouse feel. Please note that the private staircase used to access the apartment is original to the house. It is steep by contemporary standards and the tread depths are all a little wonky.

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Top Guest favourite

A dining area features a wooden table surrounded by six chairs, complemented by a vibrant fruit bowl at the center. A bookshelf filled with various books stands nearby, while a wooden cabinet adds warmth to the room. Bright natural light filters through the windows.

Apartment in Northampton

5.0 out of 5 average rating, 156 reviews

Charming retro retreat with vintage soaking tub

Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.

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Superhost

The exterior of a two-story home features light gray siding and white trim, complemented by a front porch with steps leading to the entrance. A large tree with autumn foliage stands beside the house, while the front yard is bordered by greenery.

Apartment in Northampton

4.83 out of 5 average rating, 272 reviews

2 bedroom apartment in the heart of Noho

This memorable place is anything but ordinary. Close to I91 for Easy access to Smith, UMASS, and MT. Holyoke college. Easy short walk to the Academy of Music, art galleries, shops and over 50 great restaurants. This location is perfect for guests coming to town for an event or to just get away for a fun and relaxing visit. Pet friendly so bring the four legged love ones with you! Great off leash dog park near smith.

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Top Guest favourite

A modern dining area is shown with a wooden table set for six, accompanied by stylish gray chairs. In the background, a contemporary kitchen with sleek cabinetry and stainless steel appliances is visible, alongside a cozy living room featuring a comfortable sofa and a mounted television.

Apartment in Northampton

5.0 out of 5 average rating, 162 reviews

Gorgeous Getaway

Brand-new first-floor apartment with modern styling, a king bedroom with private bath and tiled walk-in shower, a queen bedroom, a fully equipped kitchen with quartz countertops, and a cozy living room with a flameless fireplace. Just 10 to 15 minutes from the Williston Northampton School (and CLI Conservatory), and minutes from downtown Northampton, Smith College, and Cooley Dickinson Hospital.

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Top Guest favourite

An open living space is featured, with a cozy seating area and a dining table surrounded by wooden chairs. The kitchen area is visible in the background, showcasing a gas stove and light wood cabinetry. Natural light filters through sheer curtains, illuminating the wooden floor.

Apartment in Northampton

4.93 out of 5 average rating, 706 reviews

Sunny Peaceful Home

This is a home-away-from-home! The space includes a full kitchen, laundry, wireless Internet, a queen-size bed, and more. Located in a safe, quiet, residential neighborhood, there is a river out back for swimming and many books and toys in the apartment if you're traveling with small children. You'll also have a beautiful view of the river from the 2nd-floor back deck!

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