Family-friendly holiday rentals in Northampton

Light-bathed comfort, wood + charm, right downtown

Two blocks from Main St & steps from Smith College, in the heart of vibrant downtown, this sun-flooded 2br apt/terrace with original 1890s wood floors is in the home of the family behind Northampton's iconic Inspirit Crystals shop. Your 2 south-facing BRs (1 w/sitting area) are drenched in sunlight. A fully equipped eat-in kitchen opens onto a small private terrace with café seating for 2 overlooking tree-shaded Trumbull Rd. Shared outdoor pool, garden w swing, play gym & sandbox for kids' use.

Kitchen · Indoor spaces · Access

Northampton MA Downtown Townhouse close to Smith

Discover the charm of Northampton from our unique Townhouse apartment nestled in a National Register of Historic neighborhood. This is more than just a place to stay. it's an invitation to experience the rich tapestry of vibrant community. 3 minutes walk to downtown Northampton, where you will enjoy from an array of shops, local restaurants, art galleries, cafes, music venues & the Amtrak station. Whether you're here for business or pleasure, you're at the epicenter of culture & convenience.

Kitchen · Family · Hiking

Separate apt, 1 mile from downtown, 1 guest only

This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

Kitchen · Indoor spaces · Biking

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Kitchen · Indoor spaces · Biking

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.

Family · Kitchen · Outdoor spaces

Private Guest House Downtown Noho

A one bedroom cozy guest house with a private entrance located on Market St. in downtown Northampton. Cozy and comfortable queen size bed with super soft bedding, full bathroom, and lots of privacy. Quirky space tucked behind Jo Smith's Art Gallery- quiet brick building with an 'inner room' for guests. You pass through the outer room, which is more storage space than living space and the inner space is a one room bedroom/bathroom with no kitchen. This space is not set up for cooking.

Indoor spaces · Kitchen · Accuracy

Newly renovated Northampton getaway!

Our newly remodeled apartment in a private neighborhood is thoughtfully designed with your needs in mind including many amenities. Enjoy the fully functional kitchen, spacious bathroom, 2 bedrooms and a cozy living room with a large 65" HD TV and high-speed internet. Located within easy walking distance to downtown restaurants and bars, local shops, Amtrak station, Smith College and Northampton Fine Arts Center. Enjoy your Northampton experience in a private yet luxurious setting.

Family · Indoor spaces · Quiet

The Walnut Apartment

This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.

Indoor spaces · Family · Amenities

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.

Indoor spaces · Kitchen · View

Brookside Carriage House. Private, Great Location.

1890's Carriage House. Bright 850 sq. ft., 2nd flr. studio. Original wood flrs, 12' ceiling, skylights, modern amenities w/ rustic charm. Onsite parking. Two sleeping nooks: One QUEEN, One FULL bed & a leather couch; open floor plan. Shower, laundry, full kitchen, dining table, lounging area, Juliet balconey. Eclectic, spacious, private, quiet, all in a fantastic location. This is a large studio. Staircase to 2nd floor. No TV. Non-Smoking/vaping.

Family · Indoor spaces · Value

Goldilocks Cottage at Round Hill

Stylishly renovated 2-bedroom cottage in premier location - short walk to Smith College and downtown Northampton! This 1930s cottage is situated atop Round Hill Road in central Northampton and was formerly part of the prestigious Clarke School campus. Fully restored, 2.5 luxurious bathrooms, high-end finishes and furniture, and a private stone patio surrounded by gardens atop breezy Round Hill!

Family · Indoor spaces · Biking

Birch Suite in front of Smith with Kitchenette

Welcome to The Elm Street Inn, an 18th century house with modern amenities. The house is across from Smith College and a short walk to Downtown Northampton. LGBTQ friendly. Everyone is welcome. The Birch Suite is a second floor apartment. This suite provides a kitchenette, private full bathroom, central AC, and state of the art heating. Many writers have enjoyed this room in the past.

Kitchen · Indoor spaces · Hospitality