Search Vacation Homes in Oakham

Upfront pricing

Our total price for your stay includes taxes and fees

Treat yourself

Save 10% or more on over 100,000 hotels worldwide with Member Prices

Learn about One Key

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Vacation Homes in Oakham

"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "

"We stayed for a guys hunting trip and the place was what we needed after a long day"

"Wonderful home"

"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."

$446 nightly

Aug 10 - Aug 11

Total includes taxes and fees

"In town for wedding, great stay for the boylston area!"

"We found this house to be a slice of serenity in Worcester. Close to everything, but felt like a get away. "

"House was new, bright, and clean. "

"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...

"House was great and plenty of towels and such. The board games were fabulous. "

"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "

"This was our third time staying, and definately won’t be our last!"

"My family stayed here while in town for a family wedding. The house was very spacious and well stocked. Location was convenient for our events in Westminster. "

"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "

"Property is in excellent condition and well appointed. We enjoyed our stay."

$551 nightly

Aug 19 - Aug 20

Total includes taxes and fees

"Only caveats are the air conditioning is primitive"

"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "

"The space was clean and welcoming, very comfortable. The location was excellent for my son's week at WPI. "

"Nice place."

$377 nightly

Aug 21 - Aug 22

Total includes taxes and fees

"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "