Skip to content

Holiday rentals in Pioneer Valley

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pioneer Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

Carib Home
SUPERHOST
Entire guest suite · 4 guests · 2 beds · 1 bathroom

Carib HomeThis apartment provides comfortable accommodation in a contemporary-style setting. The community is quiet and peaceful with a mix of young professionals, retirees and graduate students.

Beautiful Apartment In The Heart Of South Hadley
SUPERHOST
Entire flat · 6 guests · 3 beds · 1 bathroom

Beautiful Apartment In The Heart Of South HadleyElegant two bedroom in the heart of South Hadley, walking distance to the Commons and Mount Holyoke college, 15 minutes driving to Northampton, Amherst or Springfield. Private entrance.

Secret Corner of Shelburne Falls
SUPERHOST
Entire loft · 3 guests · 2 beds · 1 bathroom

Secret Corner of Shelburne FallsA two level loft apartment walking distance to Shelburne Falls. Private, simple, unique, cute, and efficient. The neighborhood is peaceful and quiet with the notable exception of a nearby train intersection. 4-6 times in a given 24 hour period there'll be a loud train whistle. Please see Covid-19 update in "Other things to note..."

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Pioneer Valley holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Pioneer Valley

SUPERHOST
  1. Entire guest house
  2. Shelburne Falls
In town, newly renovated studio with private deck
₹6,693 per night
SUPERHOST
  1. Entire guest suite
  2. Williamsburg
Happy Maples!
₹10,288 per night
SUPERHOST
  1. Entire cottage
  2. Whately
Adorable, Private, Central 2 Bdrm
₹10,732 per night
  1. Entire house
  2. Ashfield
Light Filled Modern Country Home
₹11,102 per night
SUPERHOST
  1. Entire guest suite
  2. Greenfield
Pristine Oasis, Private Bath & Rest gift cards
₹4,821 per night
SUPERHOST
  1. Entire cabin
  2. Chesterfield
Hilltown Cabin Hideaway: A River Runs Through It!
₹14,433 per night
SUPERHOST
  1. Entire flat
  2. Shelburne Falls
Annies’ Place by The Bridge of Flowers ~
₹7,031 per night
SUPERHOST
  1. Private room
  2. Shelburne Falls
Village Riverside Retreat
₹6,661 per night
SUPERHOST
  1. Entire flat
  2. Northampton
Down town Florence Temperance Hall
₹9,252 per night
SUPERHOST
  1. Entire guest suite
  2. Northampton
Separate apt, 1 mile from downtown, 1 guest only
₹5,329 per night
SUPERHOST
  1. Entire flat
  2. Amherst
The Bailey's Apartment
₹5,974 per night
SUPERHOST
  1. Entire flat
  2. Northampton
Beautiful downtown apartment
₹9,622 per night

Nearby destinations