
Holiday rentals in South Hadley
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Top-rated holiday rentals in South Hadley
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

River front guest suite
Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 4 adults and two children. Bunk bed top for children or pull out of 4 adults. 1 bathroom Kayaking Paddle bikes and boards Fire pit Tour boat next door at Brunelle’s Patio Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails l

The Floating Library: private hiker's hideaway
Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming, above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and lots of magical touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.

Gorgeous Getaway
Brand new construction and state-of-the-art styling make this first-floor apartment a one-of-a-kind masterpiece. Every detail has been meticulously planned to ensure your visit is memorable! Just minutes from downtown Northampton, this stunning apartment features a spacious king-size bedroom with a private bath that includes a beautifully tiled walk-in shower, a second queen-size bedroom, a gorgeous kitchen with quartz countertops, and a beautiful living room with a flameless fireplace.

1840 historic beauty in best downtown location
Newly renovated first floor apartment in 175-year-old two-family home in downtown Amherst, one-block from a way-cool coffee shop, and steps from everything Amherst's vibrant downtown has to offer. Five-minute walk to Amherst College and fifteen-minute walk to UMass campus. New comfy organic mattresses with all-cotton linens, eclectic decor featuring ethnic tapestries and unique furniture pieces, 49" TV, fully outfitted kitchen with pantry, and in-unit laundry room with washer and dryer.

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. Dog friendly; contact me first. Non-Smoking/vaping.

Modern Comfort Meets Northampton’s Vibrant Charm
Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

Private Farm Studio Apartment
Our farm is a quiet, 5+ acre haven one mile from the center of Easthampton and 8-12 minutes from Smith College/Northampton. It's a great base from which to explore all the restaurants, cultural and outdoor activities offered in the beautiful Pioneer Valley. The private studio apartment is on the first level of our rustic farmhouse and offers a queen bed, kitchenette, living room, and bathroom. A sofabed is available for an extra $20 fee, please request this upon booking.

Large Studio – Walk to Town
IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

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.

Modern 4BR Retreat | Walk to Mount Holyoke + Town
Welcome to our bright, fully renovated 4-bedroom retreat in the heart of South Hadley! This spacious first-floor apartment blends vintage charm with modern style—featuring a sleek kitchen, cozy living room, and fully renovated bathroom. Walk to Mount Holyoke College and Village Commons, or take a short drive to nearby Smith, Amherst, Hampshire, and UMASS (all within 20 minutes). This central location is great for families, visitors, or a peaceful getaway!

Lovely 1 Bedroom w private entrance
Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!
Popular amenities for South Hadley holiday rentals
Stay near South Hadley's top sights
Other great holiday rentals in South Hadley

Sunny room with private bathroom

Beautiful bright bedroom with bath

Serene getaway near Smith & Main St

Quiet spot near downtown & Smith College

Warm Country Home Minutes from Town

Tiny Home close to amenities. Monthly Available!

Studio Apartment

Nice space, Quiet place, Easy Access: Room 2
Frequently Asked Questions
What are the most popular amenities for House Rentals in South Hadley?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there house rentals with a dedicated workspace in South Hadley?
Yes! Work meets play with ease at over 10 house rentals in South Hadley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in South Hadley?
Make yourself at home in South Hadley by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in South Hadley Falls, and over 40 vacation rentals in Highlands.
How much does it cost to stay in house rentals in South Hadley?
Experience the best of South Hadley with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in South Hadley have free parking?
Absolutely! We offer over 10 house rentals with free parking in South Hadley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in South Hadley have wifi?
Absolutely! We offer over 10 house rentals with wifi in South Hadley. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in South Hadley?
South Hadley has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in South Hadley have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in South Hadley. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Clark University
- Wesleyan University
- Connecticut Science Center
- Dcu Center
- Mount Monadnock
- University of Connecticut
- Massachusetts Museum of Contemporary Art
- Smith College
- Mount Greylock




