Holiday rentals near Otis Ridge
We found 704 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Otis Ridge that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Otis Ridge
Showing deals for:6 Feb - 13 Feb
Image gallery for Little House in the Woods by Evergreen Home

10 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Little House in the Woods by Evergreen Home
Sheffield, MA
11% off
Price is AU$4,035
for 7 nights, 1 home
AU$576 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Otis Ridge
Showing deals for: 2 Feb - 5 Feb
The Meadows House @ Otis Ridge w/ 7-person hot tub
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.6 out of 10
exceptional
(37 reviews)
The current price is AU$1,589
for 3 nights, 1 home
AU$530 per night
includes taxes & fees
Top rated rentals - Otis Ridge

Lakeside in the Berkshires
10 out of 10
exceptional
(63 reviews)
This home was perfect for our family over the thanksgiving weekend. It has three levels and that provided privacy while the living area was open. Very clean, comfortable beds, a well stocked kitchen and good location for exploring Stockbridge and Lenox. Hiking trails and canoeing made it great for activities. The owner communicated answering questions promptly and left simple instructions for the home. Loved staying here.
Donna M.
Stayed Nov 2024
- 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




























