Vacation rentals in South Hadley

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Top-rated vacation rentals in South Hadley

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Guest favourite

Guesthouse in Northampton

5.0 out of 5 average rating, 275 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!

Feb. 23 – Mar. 2

$198 CAD per night

Guest favourite

Guest suite in Easthampton

4.91 out of 5 average rating, 225 reviews

The Floating Library: private hiker's hideaway

(formerly "The Nest") 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.

Sep. 20 – 27

$261 CAD per night

Guest favourite

Guest suite in Sunderland

5.0 out of 5 average rating, 144 reviews

Bright private suite minutes to Five College area

Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Aug. 29 – Sep. 5

$163 CAD per night

Guest favourite

Guesthouse in Northampton

4.92 out of 5 average rating, 240 reviews

Large Studio – Walk to Town

IMPORTANT: Please read the full description about the eco-friendly policy before inquiring and click the "CONTACT HOST" button, rather than make 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.

Jan. 13 – 20

$218 CAD per night

Guest favourite

Apartment in Hadley

4.97 out of 5 average rating, 215 reviews

Sweet Retreat minutes from Northampton & Amherst

Our home is in Hadley, MA which is less than 5 minutes from Amherst and 10 minutes from Northampton. Amherst is home to the flagship campus of University of Massachusetts, Amherst College and Hampshire College. Northampton is home to Smith College and in nearby South Hadley is the campus of Mount Holyoke College. Hadley is known for it's farmlands and open spaces. Northampton is a vibrant arts community that overflows with great restaurants, shops, cafes, music venues and galleries.

Sep. 1 – 8

$197 CAD per night

Guest favourite

Apartment in Amherst

4.9 out of 5 average rating, 223 reviews

Amherst, Quiet, Private, Spacious Studio apartment

This airy, bright studio apartment is a short drive to the University of Massachusetts, Hampshire College, Amherst College, and Mt. Holyoke College in South Hadley and Smith College in Northampton. We are in the Pioneer Valley, a treasure trove of amazing views, forests and waterways as well as gourmet dining and music venues. We are about 2 miles to the Eric Carle Museum, the Yiddish Book Center, Emily Dickinson Museum, art museums and galleries as well as hiking trails.

Dec. 10 – 17

$215 CAD per night

Guest favourite

Guest suite in Amherst

4.96 out of 5 average rating, 112 reviews

Bright, peaceful suite in great location!

This comfy in-law apartment is on a side street in South Amherst, near a main bus line, just blocks away from Hampshire College and 2 miles from downtown Amherst, Amherst College & UMass. Fantastic Cali-Mex and Salvadorian restaurants a 3 minute walk, as are a great pub and pizza shop. The fully-furnished apartment has air conditioning, blackout shades and plenty of space to stretch out and relax. All areas are for guest use only (no shared spaces) with private entrance.

Jul. 18 – 25

$198 CAD per night

Guest favourite

Apartment in Northampton

4.98 out of 5 average rating, 650 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.

Mar. 8 – 15

$179 CAD per night

Guest favourite

Guest suite in Easthampton

4.97 out of 5 average rating, 403 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.

Jul. 13 – 20

$211 CAD per night

Guest favourite

Apartment in Northampton

4.96 out of 5 average rating, 176 reviews

Downtown updated 1 bedroom apartment w/fireplace

Feel at home in this newly updated one bedroom apartment right on the edge of the downtown district. This second floor apartment features a well-equipped kitchen, comfortable living room with working fireplace, full sized dining table, work space with wifi, large bedroom with king bed and reading chair and on-site laundry/parking. A .6 Mile walk/drive to Smith College and a five minute walk to Main St. in Northampton make this location ideal. Easy to I-91, too!

Sep. 18 – 25

$269 CAD per night

Guest favourite

Apartment in Northampton

4.95 out of 5 average rating, 281 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Modern cozy 1BR with living space, private bathroom, private driveway, screened porch, coded door, and inflatable hot tub! Wooded neighborhood. Bike path along river. 5 min. drive to Look Park. 10 min. drive to Northampton. BR has luxury queen bed, single bed, AC. Cozy LR, WiFi, 55" TV, equipped kitchen. Near excellent hikes. A family lives in attached unit so there is some noise, not during sleep hours. Cats have lived here in the past. Great getaway spot!

Sep. 26 – Oct. 3

$180 CAD per night

Guest favourite

Guest suite in South Hadley

4.94 out of 5 average rating, 263 reviews

Newly Rennovated Vintage 1875 Farmhouse 2nd Floor

Contactless—No human interaction — auto check in and checkout. The house has two separate portions completely independent of each other - private entrance, separate thermostat for heating and air conditioning. Walking distance from Mount Holyoke College (approx 500 meters)and Village Commons which has theater, deli, bank, cafe, yoga studio, retail shops, and restaurants.Amherst and Northampton are about 20 minutes drive.

Jul. 31 – Aug. 7

$362 CAD per night