
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.

Bright Noho studio suite perfect walk to downtown
Stay in the heart of Northampton in this charming studio with a private deck—perfect for unwinding after a day of exploring. A short walk to downtown, Smith College, museums, shops, and top restaurants, this location puts the best of the Pioneer Valley at your doorstep. Whether you're here for Parents' Weekend, a getaway, a show at the Iron Horse, or to explore the area's beauty, you'll love the comfort & convenience of this space. Easy commute to Smith, Amherst, UMass, and Hampshire College.

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.

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.

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.

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!

Peaceful 1BR | Private Two-Story Retreat Near MHC
Enjoy this private, two-story 1-bedroom, 1-bath suite in a beautifully renovated vintage house! With a full kitchen, cozy living room, and upstairs bedroom and bath, it’s perfect for individuals, couples or small families. Relax inside in a peaceful space, walk to Mount Holyoke College and Village Commons, or explore nearby Amherst and Northampton (less than 20 minutes away). Contactless self check-in and convenient parking makes your stay easy!
Popular amenities for South Hadley holiday rentals
Stay near South Hadley's top sights
Other great holiday rentals in South Hadley

Historic Williams House

Sunny room with private bathroom

Beautiful bright bedroom with bath

Serene getaway near Smith & Main St

Tiny House on Big, Pet-Friendly Farm

Sunderland house - 5 College area

Tiny Home close to amenities. Monthly Available!

Comfortable room in historic neighborhood!
When is the best time to visit South Hadley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 140 | € 102 | € 104 | € 140 | € 121 | € 124 | € 129 | € 147 | € 146 | € 151 | € 145 | € 155 |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
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
- Plainview Holiday rentals
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- East River Holiday rentals
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Connecticut Science Center
- Hilltop Orchards Home of Furnace Brook Winery
- Clark University
- Balderdash Cellars
- Bash Bish Falls
- Sunset Meadow Vineyards
- Pittsfield State Forest




