Grayling Cabins - Vacation Rentals in Jacob's Pillow
Cabin
3 Bedrooms
2 Bathrooms
7 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $469
/Night
7 Nights - $3,284
House
3 Bedrooms
2 Bathrooms
7 Guests
1205.56 ft²
-
Parking
-
Internet
-
Child Friendly
-
Sports/Activities
US $351
/Night
7 Nights - $2,459
Cabin
2 Bedrooms
1 Bathroom
5 Guests
1100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $331
/Night
7 Nights - $2,314
House
2 Bedrooms
1 Bathroom
5 Guests
1097.92 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Security/Safety
US $251
/Night
7 Nights - $1,757
Cabin
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $239
/Night
7 Nights - $1,676
House
3 Bedrooms
3 Bathrooms
7 Guests
1603.82 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $1,372
/Night
7 Nights - $9,604
Cabin
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $181
/Night
7 Nights - $1,267
★ Pro Tip: Graylingcabins makes it easy to compare the best listings on Graylingcabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Graylingcabins homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Jacob's Pillow.
Weather in Jacob's Pillow
View the weather forecast for Jacob's Pillow before booking your Jacob's Pillow Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Jacob's Pillow Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Jacob's Pillow?
There are a lot of options in Jacob's Pillow. If you plan on staying in the Jacob's Pillow area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jacob's Pillow:
- Peaceful Cabin Close to Skiing and Hiking
- A-Frame Cabin w/Furnished Deck in Becket!
- Peaceful Cabin Close to Skiing and Hiking
- A-Frame Cabin w/Furnished Deck in Becket!
- Berkshire Vacation Rentals: Beautiful Lakeside Cabin
- Berkshires Cabin steps from Lake
- Cozy 2-bedroom cabin in charming Becket with WiFi, AC
How many vacation rentals are available in Jacob's Pillow?
Currently, the total number of properties listed in 2026 is over 7 in the Jacob's Pillow area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jacob's Pillow.