
Vacation rentals in South Hadley
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in South Hadley

Total vacation rentals
Explore 30 vacation rentals in South Hadley

Nightly prices starting at
South Hadley vacation rentals start at G$12,558 GYD per night before taxes and fees

Verified guest reviews
Over 2,280 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of South Hadley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Hadley rentals

4.9 Average rating
South Hadley stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in South Hadley
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Charming Riverfront Cottage
Charming 2 bedroom, 1 bathroom cottage on a peaceful cove of the Connecticut River. Enjoy bird life, water views and magical sunsets in this nature lovers’ paradise. Bright and airy throughout. Fully equipped kitchen. Two bedrooms on the first floor, with a loft space upstairs with a futon couch/bed. Two TV's (Roku). We've provided 2 touring kayaks (longer/heavier than other kayaks) in the shed. We recommend at least one strong person and bring water shoes (the bottom is yucky)!

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.

Tiny House on Big, Pet-Friendly Farm
Cozy, clean 350sf tiny house on gorgeous farm. Enjoy the serenity of rural life, while being 15 minutes away from downtown Springfield and MGM Casino and 5-15 minutes away from all the local universities. Pet-friendly with a private yard and view you could look at all day. King-size bed, smart TV, electric fireplace, AC/heat and more! Tiny house rental includes the house, private yard and one parking space. If you’d like to utilize our larger fields, that can be reserved separately.

The Silo | Rare Architectural Retreat Near UMass
The Silo is a rare circular stave silo home—one of only about 100 ever built—designed and constructed as a house, not a converted farm structure. Just steps from the UMass campus and one mile from downtown Amherst, it borders open farmland, with wide-open skies, distant mountain views, and spectacular sunsets that make it feel worlds away from town. Curved walls and natural light connect you with the surrounding landscape. Enjoy a private entrance and the entire guest suite.

King Bed w/ Game Room near Massmutual w/ Riverview
Enjoy a stylish, spacious stay in this fully renovated home with nicely decorated bedrooms, two full baths, a full kitchen plus kitchenette, and dining for eight. Have fun in the game room with pool, arcade games, soccer board game, archery, and a huge TV. Relax on the large patio with a beautiful Connecticut River view. Perfect for families and groups seeking comfort, entertainment, and convenience. It’s also near Memorial Dr. and many local attractions and dining.

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.

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.

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!

The View Guest Suite - Amherst
Looking for the perfect place to stay in the five colleges area? The View Guest Suite - Amherst is now open and ready for you. Two luxurious King bedrooms and shower baths, full kitchen, dining area and living room for three non-smoking guests just minutes away from all of the action. Full lower floor in a newly built eco-friendly property, picture windows, spectacular views of the Pioneer Valley, your own decks, entrance and self check-in.
Popular amenities for South Hadley vacation rentals
Other great vacation rentals in South Hadley

Boho Inspired Home in Holyoke

Eden House: A Cozy Home

Backyard Tiny House in the Woods

Northampton - 2nd Floor - .5 mi to Smith/Downtown

Loft with Sweeping Views

Sunset Ridge

Newly Built Barn Loft in Pioneer Valley

Quiet bright & sunny 2 bedroom apartment w/ porch
Frequently Asked Questions
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.
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 $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in South Hadley?
Four-legged friends are welcome in South Hadley. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in South Hadley?
Yes! Work meets play with ease at over 10 vacation rentals in South Hadley featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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.
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.
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 free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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