Compare Vacation Rentals & Rent By Owner Homes in Winchendon, Massachusetts, USA
About Winchendon Vacation Rentals
With more than 101 Winchendon vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Winchendon.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winchendon, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Winchendon. Places to stay near Winchendon are 935.66 ft² on average, with prices averaging US $381 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winchendon with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Winchendon?
What are the top vacation rentals in Winchendon?
- Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
- Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger
- Waterfont log home nestled in the pines
- Relaxing lake front, big deck, sandy beach
- Charming Jaffrey Cottage w/Deck & Grill!
- Beautiful Lakeside Waterfront Cottage with Private Beach
- Vacationer's oasis on the waterfront of picturesque Pearly Pond.
- The Maguire House Bed & Breakfast
- Beautiful Adirondack Cabin with Sauna on Lake Monomonac
- Cottage on Partridge Pond
How many Rentbyowner vacation rentals are available in Winchendon?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 101 in the Winchendon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winchendon.
