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.

Guest favorite

Guesthouse in Northampton

5.0 out of 5 average rating, 271 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!

Dec 2 – 9

$105 per night
Guest favorite

Guest suite in Easthampton

4.91 out of 5 average rating, 221 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.

Apr 2 – 9

$134 per night
Guest favorite

Guest suite in Northampton

4.86 out of 5 average rating, 438 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.

Dec 21 – 28

$89 per night

Popular amenities for South Hadley vacation rentals

Stay near South Hadley's top sights

Mount Holyoke College17 locals recommend
Mc Cray's Country Creamery3 locals recommend
Big Y World Class Market5 locals recommend
Iya Sushi and Noodles11 locals recommend
Dinosaur Footprints10 locals recommend
Yarde Tavern South Hadley3 locals recommend

Other great vacation rentals in South Hadley

Guest favorite

Apartment in Northampton

4.88 out of 5 average rating, 104 reviews

Elm Suite - Private Bathroom in front of Smith

Nov 12 – 19

$107 per night
Guest favorite

Barn in Northampton

4.95 out of 5 average rating, 534 reviews

E. Slate Carriage House

Aug 21 – 28

$120 per night
Guest favorite

Guest suite in Northampton

4.86 out of 5 average rating, 347 reviews

Cheery artist's studio in Florence

Aug 15 – 22

$85 per night
Superhost

Guest suite in Granby

4.9 out of 5 average rating, 120 reviews

Whole place,staycation,3 bedrooms, spacious area

Sep 22 – 29

$91 per night
Guest favorite

Apartment in Amherst

4.9 out of 5 average rating, 223 reviews

Amherst, Quiet, Private, Spacious Studio apartment

Sep 26 – Oct 3

$108 per night
Guest favorite

Apartment in Northampton

4.96 out of 5 average rating, 303 reviews

The Cottage Room Studio Apartment

Aug 18 – 25

$113 per night
Guest favorite

Guesthouse in Northampton

4.92 out of 5 average rating, 239 reviews

Large Studio – Walk to Town

Dec 4 – 11

$116 per night
Guest favorite

Apartment in Leeds

4.99 out of 5 average rating, 114 reviews

Private Studio for a Sweet Getaway!

Apr 6 – 13

$106 per night
Guest favorite

Guest suite in Sunderland

4.96 out of 5 average rating, 170 reviews

Carib Home

Apr 27 – May 4

$91 per night
Superhost

Apartment in South Hadley

5.0 out of 5 average rating, 4 reviews

Charming spacious 1st floor apt

Jun 15 – 22

$77 per night
Guest favorite

Guest suite in Amherst

4.95 out of 5 average rating, 44 reviews

Adorable 1 bedroom suite, near Amherst center.

Nov 26 – Dec 3

$102 per night
Guest favorite

Apartment in Holyoke

4.96 out of 5 average rating, 25 reviews

Sunny Serenity in the Highlands

Jan 19 – 26

$108 per night

Quick stats about vacation rentals in South Hadley

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.7K reviews

Nightly prices starting at

$50 before taxes and fees

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 free parking, over 10 homes with wifi, 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 Highlands, and over 40 vacation rentals in South Hadley Falls.

  • 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.

  • 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.

  • 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.

Destinations to explore