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South Hadley Holiday Rentals

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Our top choices for South Hadley holiday rentals

9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is NZ$593
includes taxes & fees
1 Jan - 2 Jan 2026
Trainmaster's Inn - Caboose
10.0 out of 10, Exceptional, (6)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is NZ$275
includes taxes & fees
29 Dec - 30 Dec
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
8.4 out of 10, Very good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is NZ$256
includes taxes & fees
29 Dec - 30 Dec
Tiny Home with AC and WiFi in lovely Ludlow
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is NZ$550
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Condo in Pine Point

Welcome to Honey Spot!
9.8 out of 10, Exceptional, (27)
"Ricardo was a great!!made are stay wonderful was very helpful and went out of his way to make or stay great we had a good time place was beautiful something for everyone will definitely stay here again thank u"
United States
Marie A.
The price is NZ$505
includes taxes & fees
31 Dec - 1 Jan 2026
Welcome to Honey Spot!
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
The price is NZ$555
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Home in Holyoke with 3 bedrooms
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is NZ$550
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
2.0 star property
10.0 out of 10, Exceptional, (1)
"Overall had a great stay, the space is cozy and welcoming."
United States
Gracie B.
The price is NZ$579
includes taxes & fees
5 Jan - 6 Jan 2026
Welcoming 3-bedroom house- Gardner home

Apartment in Chicopee

Charming Chicopee Getaway
7.6 out of 10, Good, (4)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is NZ$489
includes taxes & fees
29 Dec - 30 Dec
Charming Chicopee Getaway

Holiday Home in Enfield

Newly Renovated 4 Bedroom House
10.0 out of 10, Exceptional, (4)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
The price is NZ$758
includes taxes & fees
4 Jan - 5 Jan 2026
Newly Renovated 4 Bedroom House
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is NZ$475
includes taxes & fees
5 Jan - 6 Jan 2026
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
The price is NZ$711
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
2.0 star property
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is NZ$358
includes taxes & fees
29 Dec - 30 Dec
Newly Built Barn Loft in Pioneer Valley
8.8 out of 10, Excellent, (3)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is NZ$590
includes taxes & fees
4 Jan - 5 Jan 2026
Newly Beautiful renovated first floor apartment getaway
9.0 out of 10, Wonderful, (22)
"Great overnight stay! "
United States
Carrie M.
The price is NZ$457
includes taxes & fees
1 Jan - 2 Jan 2026
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
10.0 out of 10, Exceptional, (11)
"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "
United States
Tonya Z.
The price is NZ$659
includes taxes & fees
4 Jan - 5 Jan 2026
Townhouse with Pool Table - Renovated w/ King Bed
2.0 star property
The price is NZ$485
includes taxes & fees
29 Dec - 30 Dec
Beautiful 2-bedroom cottage on Robert Frost Trail
8.8 out of 10, Excellent, (5)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is NZ$618
includes taxes & fees
29 Dec - 30 Dec
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is NZ$1,510
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (2)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is NZ$350
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 2-bedroom apartment in Chicopee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Hadley Hotel Reviews

Find out more about South Hadley

Everything you need to know about South Hadley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Hadley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Hadley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Hadley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Hadley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Hadley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Hadley holiday rentals we have selected for you start as low as NZ$256 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Hadley rentals

At Expedia, we put the best South Hadley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Hadley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Hadley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Hadley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in South Hadley?

Yes, there are holiday rentals in South Hadley close to Nash's Dinosaur Track Quarry, or you can select a more secluded option if you're looking for a relaxing stay. South Hadley is known for its waterfalls and university setting. Make sure you have time to check out the golf courses and sightseeing tours during your trip.

What are some of the best holiday rentals that South Hadley has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of South Hadley is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in South Hadley?

Connecticut River and Talcott Greenhouse are a couple of scenic spots to enjoy the outdoors, whereas Nash's Dinosaur Track Quarry is one of the cultural attractions. While here, Mount Holyoke Range State Park and Mount Holyoke College Art Museum are other places worth a visit.

What are holiday rentals like in South Hadley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Hadley. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.