Greenfield Holiday Rentals

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Holiday Rentals in Greenfield

Apartment in Greenfield

8.8 out of 10, Excellent, (3)
"We had an amazing stay! The property was spotless and comfortable. We felt right at home and can’t wait to stay here again! "
United States
Garth P.
The price is AU$325
includes taxes & fees
24 Nov - 25 Nov
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Holiday Home in Greenfield

10.0 out of 10, Exceptional, (44)
"Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs."
United States
Wendy M.
The price is AU$317
includes taxes & fees
24 Nov - 25 Nov
Lovely 2nd Floor Apartment

Apartment in Whitingham

2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is AU$479
includes taxes & fees
23 Nov - 24 Nov
Lake Whitingham & Mount Snow Area Village Apartment

Cabin in Newfane

2.0 star property
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is AU$398
includes taxes & fees
30 Nov - 1 Dec
Wellness Getaway with a Personal Sauna, and Private River Beach!

Apartment in Whitingham

10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is AU$1,154
includes taxes & fees
1 Dec - 2 Dec
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Cabin in Charlemont

10.0 out of 10, Exceptional, (42)
"We enjoyed our stay!!"
United States
Hillary S.
The price is AU$937
includes taxes & fees
24 Nov - 25 Nov
Bear Creek Cabin

Holiday Home in Whitingham

10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is AU$909
includes taxes & fees
1 Dec - 2 Dec
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Apartment in Amherst

9.2 out of 10, Wonderful, (15)
"Great property! Thank you for a wonderful stay."
United States
David
The price is AU$544
includes taxes & fees
24 Nov - 25 Nov
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Cottage in Swanzey

The price is AU$138
includes taxes & fees
23 Nov - 24 Nov
Tiny house on the Ashuelot river family and pet friendly

Holiday Home in Colrain

10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is AU$582
includes taxes & fees
30 Nov - 1 Dec
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Apartment in 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$690
includes taxes & fees
16 Dec - 17 Dec
Terrific 3-bedroom unit in charming Leverett with AC

Apartment in Northampton

10.0 out of 10, Exceptional, (1)
"This was the best rental apartment I've stayed at and definitely the cleanest. Check-in is easy, the pictures are accurate, the kitchen and bathroom are great, and the location in downtown Northampton is super walkable to cafes, shops, Smith, etc. If I'm ever back anywhere near the area, I will definitely try to stay there again. 10/10"
United States
Meghan C.
The price is AU$944
includes taxes & fees
30 Nov - 1 Dec
Button's Modern Luxury Walkup Downtown Northampton

Holiday Home in Deerfield

2.0 star property
The price is AU$838
includes taxes & fees
24 Nov - 25 Nov
Old Deerfield Treasure!

Holiday Home in Amherst

10.0 out of 10, Exceptional, (1)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
The price is AU$1,311
includes taxes & fees
24 Nov - 25 Nov
Luxury Retreat inAmherst

Condo in Wilmington

10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is AU$1,024
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Holiday Home in Colrain

9.8 out of 10, Exceptional, (38)
"Great place and convenient to get to and from Berkshire East."
United States
Jeffrey B.
FaLL Western Mass Getaway-Airhockey-Firepit

Holiday Home in Wilmington

10.0 out of 10, Exceptional, (52)
"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"
United States
Olivia R.
The price is AU$1,156
includes taxes & fees
25 Nov - 26 Nov
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Villa in Whately

10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
The price is AU$1,774
includes taxes & fees
15 Dec - 16 Dec
Cozy Valley View Post & Beam Villa!

Apartment in Dover

10.0 out of 10, Exceptional, (4)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
The price is AU$322
includes taxes & fees
30 Nov - 1 Dec
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Apartment in Shelburne Falls

The price is AU$403
includes taxes & fees
23 Nov - 24 Nov
Rose wisteria 4 guests 2 bedrooms-full+queen beds
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 Greenfield Hotel Reviews

Find out more about Greenfield

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

Greenfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenfield. 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 Greenfield 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 Greenfield holiday rentals we have selected for you start as low as AU$317 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenfield rentals

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

Yes, there are holiday rentals close to the most popular sights in Greenfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Greenfield is known for its shops. Make sure you have time to check out the breweries and live music during your trip.

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

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews: This holiday home rental outside of Greenfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Greenfield?

Connecticut River and Energy Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Old Greenfield Village and Greenfield Beach.

What are holiday rentals like in Greenfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenfield. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.