Pelham Holiday Rentals

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Our top choices for Pelham holiday rentals

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
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 AU$511
includes taxes & fees
1 Jan - 2 Jan 2026
Trainmaster's Inn - Caboose

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is AU$453
includes taxes & fees
13 Jan - 14 Jan 2026
Apartment in town center #1

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
Ware
9.8 out of 10, Exceptional, (7)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AU$243
includes taxes & fees
11 Jan - 12 Jan 2026
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is AU$453
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Massachusetts Apartment #2

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.2 out of 10, Very good, (10)
"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 AU$227
includes taxes & fees
10 Jan - 11 Jan 2026
Tiny Home with AC and WiFi in lovely Ludlow

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
9.2 out of 10, Wonderful, (13)
"For the most part everything was great!"
United States
Gabriel M.
The price is AU$484
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (13)
"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 AU$485
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Home in Holyoke with 3 bedrooms

Welcome to Honey Spot!

Welcome to Honey Spot!
Pine Point
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 AU$445
includes taxes & fees
12 Jan - 13 Jan 2026
Welcome to Honey Spot!

Welcoming 3-bedroom house- Gardner home

Welcoming 3-bedroom house- Gardner home
2.0 star property
Chicopee
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 AU$509
includes taxes & fees
5 Jan - 6 Jan 2026
Welcoming 3-bedroom house- Gardner home

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is AU$484
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
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 AU$414
includes taxes & fees
12 Jan - 13 Jan 2026
The Creation Station is a cozy place so make yourself at home.

Beautiful 2-bedroom cottage on Robert Frost Trail

Beautiful 2-bedroom cottage on Robert Frost Trail
2.0 star property
Amherst
The price is AU$405
includes taxes & fees
11 Jan - 12 Jan 2026
Beautiful 2-bedroom cottage on Robert Frost Trail

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
The price is AU$303
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely 2nd Floor Apartment

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
2.0 star property
Belchertown
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is AU$315
includes taxes & fees
1 Jan - 2 Jan 2026
Newly Built Barn Loft in Pioneer Valley

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.2 out of 10, Wonderful, (5)
"Room was clean and welcoming. Very close to grocery store and stores. Recommended it to my friend who will also be staying there. "
United States
Roddy
The price is AU$372
includes taxes & fees
11 Jan - 12 Jan 2026
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
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 AU$580
includes taxes & fees
11 Jan - 12 Jan 2026
Townhouse with Pool Table - Renovated w/ King Bed

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Granby
9.0 out of 10, Wonderful, (22)
"Great overnight stay! "
United States
Carrie M.
The price is AU$403
includes taxes & fees
2 Jan - 3 Jan 2026
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
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 AU$308
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy 2-bedroom apartment in Chicopee

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
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 AU$537
includes taxes & fees
12 Jan - 13 Jan 2026
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Terrific 3-bedroom unit in charming Leverett with AC

Terrific 3-bedroom unit in charming Leverett with AC
Leverett
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is AU$713
includes taxes & fees
12 Jan - 13 Jan 2026
Terrific 3-bedroom unit in charming Leverett with AC
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 Pelham Hotel Reviews

Find out more about Pelham

Everything you need to know about Pelham 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 Pelham 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 Pelham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pelham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pelham. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pelham 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 Pelham holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pelham rentals

At Expedia, we put the best Pelham 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 Pelham 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 Pelham 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 Pelham. 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 Pelham?

Yes, there are holiday rentals close to the most popular sights in Pelham, or you can select a more secluded option if you're looking for a relaxing stay. Pelham is known for its parks.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Pelham 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’s there to see and do in Pelham?

While exploring the area, visit family-friendly sights like International Volleyball Hall of Fame, or get outside and enjoy nature at Quabbin Reservoir Watershed Reservation. Elements Hot Tub Spa and Emily Dickinson Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Pelham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pelham. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.