Holiday rentals near Skyline Trail
We found 760 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Skyline Trail that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, including Wi-Fi and parking. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Skyline Trail
Showing deals for:19 Sept - 26 Sept
Image gallery for Private river-front home with tennis court and hot tub in the Berkshire hills!

10 out of 10 rating
Exceptional
(5 reviews)
Private river-front home with tennis court and hot tub in the Berkshire hills!
Cummington, MA
13% off
Price is NZ$8,672
NZ$1,239 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Skyline Trail
Showing deals for: 17 Sept - 20 Sept
Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(54 reviews)
The current price is NZ$3,016
for 3 nights, 1 home
NZ$1,005 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value