Vacation rentals with a pool in Hampden County

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 4-person adult swing, and kids’ play gym.

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.

Light-bathed hardwood luxury 3BR, right downtown

Sun-drenched 2nd fl apt in 2-family Victorian home, steps from Northampton's vibrant downtown. Three spacious bedrooms: 2 with queen beds & a third with a double. Central eat-in kitchen with dining table, gas range and small dishwasher. Expansive south-facing living room with comfy couch and 42" smart HDTV. Private porch overlooking quaint tree-lined street. Wood floors throughout apartment. Hi-speed Internet. Laundry room in basement with 2 free washers and dryers (shared with downstairs apt).

Hike & Explore Western Mass: Peaceful Studio

Shared Pool & Hot Tub | Easy I-90 Access | 21 Mi to Springfield | Great for Extended Retreats or Quick Getaways Escape to a spot where the pace slows, yet exploration is nearby. From scenic New England trails at Chicopee Memorial State Park to Springfield's world-class museums, this Palmer vacation rental puts the best of Western Massachusetts right at your fingertips. Indulge in outdoor recreation and big-city adventure before heading home to unwind among cozy comforts at this 1-bath studio.

Whitetail Ridge Acres of The Berkshires

There are so many wonderful things that make our home such a special peaceful getaway. From the fruit trees to the flower gardens to our big beautiful deck full of morning sunshine! We also offer a new swimming pool new hot tub and a outdoor dining setup with a grill and lots of space and seating for everyone. We are so close to many of the area's attractions such as Jacob's Pillow (17 mins.) to Tanglewood in Lenox (45 mins.) but still located in a lovely small town on a quiet peaceful road.

Newly Constructed Guest House with Pool

Cozy 200 sf guest house adjacent to our home. Space w/ wifi, heat, A/C + ceiling fan. QUEEN size sleeper sofa, full size mattress in sleeping loft (accessed by an affixed ladder), kitchenette w/sink + mini fridge, 1/2 BATH w/OUTDOOR shower, private patio and in-ground pool. Outdoor lighting for nighttime enjoyment of pool and enclosed yard. Walking distance to Florence ctr, 2 mi from downtown Northampton. THIS SPACE IS MORE COMFORTABLE FOR 2 PEOPLE - but there is enough sleeping space for 3.

Enjoy New England weather and comforts of home!

Enjoy comfort, space, and convenience in this beautifully furnished home located in a quiet neighborhood. If your traveling for work, an extended stay, or just need a comfortable place to call home, this property offers everything Fully furnished Large eat-in kitchen On-site laundry WiFi Convenient Location Minutes from the center of town Close to the Massachusetts border 15 min to Bay Path University 15 min north to Baystate Medical Center 30 min south to Hartford Hospital 15 min to MGM

1880s skylit design apt w balcony, best location

Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

Top guest favorite

Guest favorite

Enjoy every season the Berkshires have to offer.

Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.

Top guest favorite

Guest favorite

Comfort and Luxury - 180 year Old Gothic Estate

This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book

The Creation Station

Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.