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Vacation rentals in South Hadley

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Top-rated vacation rentals in South Hadley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest suite in Granby

4.91 out of 5 average rating, 143 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Guesthouse in Northampton

5 out of 5 average rating, 319 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Guest suite in Northampton

4.86 out of 5 average rating, 502 reviews

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.

Barn in Northampton

4.96 out of 5 average rating, 543 reviews

Brookside Carriage House. Private, Great Location.

C. 1890's Carriage House. Bright & airy, 850 sq., 2nd flr. Studio. Close to "Noho" Center. Gleaming original wood floors, 12' ceiling, skylights, modern amenities w/ rustic charm. Reserved parking. 2 sleeping nooks: 1 QUEEN, 1 FULL bed & a leather couch all on the same floor. Shower, laundry, full kitchen, dining table, comfortable lounging area, & a Juliet balconey! Eclectic, spacious, private, quiet, all in a great location! Dog friendly-Contact me 1st. Stairs. No TV. Large Studio.

Rental unit in Holyoke

4.91 out of 5 average rating, 143 reviews

Spacious Apartment! Easy on & off of I-91 & I-90

Located off of Northampton St. this 2nd floor apartment is close to I-91, I-90 & 391 making for quick & easy travel! There is a beautiful park up the street including a playground, hiking trails and dog park. The Holyoke Mall is located nearby and there is a Walgreens 0.3 miles away. Free street parking. This apartment has one queen bed, two twin beds & a futon in the sun-room if needed for extra guests. This is a private apartment with kitchen, laundry and bathroom all to yourself!

Rental unit in Holyoke

4.85 out of 5 average rating, 118 reviews

Bright and sunny 2 bedroom apartment with porch.

Enjoy your stay at my family orientated quiet and clean 2nd floor unit in the beautiful highlands of Holyoke. Great neighborhood with big beautiful old homes full of charm. 3 minutes to interstate 91 and a grocery. Close to Six Flags and all the colleges, Northampton and Amherst. Private second floor porch and parking on the street directly in front of the home. The host lives in the home on the first floor. The neighborhood is very quiet and safe with many conveniences nearby.

Rental unit in Pelham

4.99 out of 5 average rating, 144 reviews

Pelham 2nd floor Apartment

Second floor newly finished apartment that accommodates 2 guest. Well water and septic. Green by recycling and using salvage materials. Environmentally benign materials used where possible. Solar. Utilities and internet included. Raspberries and blueberries in season. 3.9 miles from UMASS and Amherst Colleges. 5.3 miles from Hampshire College. 11 miles from Mt. Holyoke and 12 miles from Smith College. NO PETS ACCEPTED! Allergy free. Don't hesitate to contact us with questions!

Guesthouse in Northampton

4.93 out of 5 average rating, 262 reviews

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.

Guest suite in Easthampton

4.91 out of 5 average rating, 245 reviews

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 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.

Guest suite in Easthampton

4.96 out of 5 average rating, 426 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Rental unit in Northampton

4.98 out of 5 average rating, 685 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Rental unit in Northampton

4.99 out of 5 average rating, 104 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for South Hadley vacation rentals

Free parking on premises

Air conditioning

Stay near South Hadley's top sights

Mount Holyoke College17 locals recommend

Mount Tom State Reservation41 locals recommend

Skinner State Park17 locals recommend

Mount Holyoke Range State Park17 locals recommend

Mt. Holyoke Summit House14 locals recommend

Iya Sushi and Noodles11 locals recommend

Other great vacation rentals in South Hadley

Rental unit in Easthampton

5 out of 5 average rating, 97 reviews

Briggs Cove: Private & Lovely 1st floor apartment

Rental unit in Amherst

5 out of 5 average rating, 57 reviews

Amherst Get-a-way retreat

Rental unit in Amherst

5 out of 5 average rating, 18 reviews

The View Guest Suite - Amherst

Rental unit in Northampton

4.97 out of 5 average rating, 296 reviews

Light filled three bedroom apartment DT Florence!

Rental unit in Amherst

4.88 out of 5 average rating, 223 reviews

Private Guest Suite next to Umass Campus/downtown

Rental unit in Wilbraham

4.98 out of 5 average rating, 93 reviews

Western Mass Retreat!

Rental unit in Easthampton

4.97 out of 5 average rating, 65 reviews

Gorgeous Getaway - Walking Distance from Downtown!

Rental unit in South Hadley

4.86 out of 5 average rating, 59 reviews

Charming spacious 1st floor apt

Quick stats about vacation rentals in South Hadley

Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

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 air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in South Hadley?
Yes! Work meets play with ease at over 20 vacation 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 30 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