Vacation rentals in Oakham

We stayed here for a short ski trip to Wachusett Mt, and it was great. It’s a cute cottage in a little lakefront neighborhood that is pleasant to walk and less than 10 minutes from the mountain. We had all the amenities we needed and were very comfortable. It was great for our group because the kids could hang out upstairs and watch tv and the adults stayed in the living room. We’d like to come back in the summer to enjoy the kayaks, fire pit, etc.

Another excellent stay at Matt’s place. He was very responsive and the place was outstanding and very clean. Would definitely recommend!!

We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

Our family had a wonderful stay at Michelle's beautiful home. There was plenty of room for our large family to have space for themselves and a great common area (with gorgeous views) for meals and games. Communication with Michelle was easy and clear, and her recommendations for restaurants were spot on! We highly recommend!

I'll admit that I am a fan of Tiny Houses but this place exceeded my expectations! Everything I hoped it would be and more. Cozy, comfortable space that has even could possibly need.

We traveled up from Florida to visit family in RI & MA for Thanksgiving and stayed in the lake house. After a very long drive, it was so lovely checking in to a bright, clean, peaceful house. Everything is brand new and well appointed. Jolene was so responsive on the week leading up, flexible with our arrival time and had great local recommendations. After we arrived she stopped by with flowers to welcome us. We lived in Rhode Island for 40 years and I had never been to that area of the state before! While it feels like a peaceful retreat, the little village center is about 2 miles away and has grocery, cvs, Dunkins, and a brewery among other things. We also drove a few minutes further to one of the oldest country stores in America. The fire pit was fun for the kids to make s’mores and we enjoyed playing all of the games every night. It was a great Airbnb stay and we will definitely be back again to enjoy it in the warmer weather!

Todd was so great to work with. Extremely responsive and helpful! His place was so cute, very clean and very well appointed. It has everything you could ever need and very organized. We rented it to ski at Wachusetts and it was great location( only 15 mins away). We would rent again. Thank you!

The house is gorgeous very neat, modern I can’t wait to book this place again during summer time .

The cottage is a beautiful retreat on Cedar Lake, perfect for a little getaway! The place itself is cozy but with plenty of space for what we needed, and a gorgeous deck right on the water. Couldn’t get enough of the outdoor space! Quiet neighborhood and incredibly close to the restaurants and shops of Sturbridge. Amazing stay!