Search Cottages in Oakham

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Compare 17 Cottages in Oakham with updated reviews, rates, and availability.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.4 out of 10, Exceptional, (16)
"Place was pristine, great location on the lake. Beautiful scenery with the mountains, used the kayaks to get around the lake and catch some fish! My son and i caught pickerel, perch, bass, crappies, and pumkinseeds. Quick drive from Boston @ a little over a hour."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Cottage on Partridge Pond
10.0 out of 10, Exceptional, (16)
"Lovely home with a small dock in a large pond! Kayaks in the back yard. Beautiful looking out to the pond. Very comfortable home. Hosts are very responsive. We would definitely stay here again. Nice job!"
Cottage on Partridge Pond
Trainmaster's Inn - Caboose
9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is SAR 563
SAR 1,208 total
includes taxes & fees
17 Nov - 18 Nov
Trainmaster's Inn - Caboose
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
10.0 out of 10, Exceptional, (13)
"Property better than expected! The host, Joe and his wife could not be any more accommodating. So Pleasant. House clean, plenty of room, amazing views of the lake and the mountains. Outdoor space was spectacular and we loved the outdoor kitchen space. Lake tour on their boat was so much fun. We all relaxed, kayaked and enjoyed our time so much! This is a must if looking for a nice house on a lake for your next getaway."
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Sun-dappled Retreat - Walk to Wickaboag Lake!
3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Brimfield Waterfront cottage
10.0 out of 10, Exceptional, (2)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage
Beautiful & Historic Cottage, Steps to Elm Park
2.5 star property
9.0 out of 10, Wonderful, (2)
"We were visiting Worcester for Holy Cross Family Weekend. Looking for an alternative to booking 2 overpriced hotel rooms, I found this adorable "
Beautiful & Historic Cottage, Steps to Elm Park
Worcester Home on Indian Lake w/ Shared Boat Dock!
3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Grand Worcester Getaway w/ Large Private Yard!
3.0 star property
Grand Worcester Getaway w/ Large Private Yard!
Waterfront New England House on Wickaboag Lake!
3.0 star property
Waterfront New England House on Wickaboag Lake!
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
3.0 star property
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Vibrant Sterling Lakefront Lodge w/ Kayaks
3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks
Charming Worcester Retreat w/ Private Pool!
3.0 star property
Charming Worcester Retreat w/ Private Pool!
Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Beach Front Stay on Fully Recreational Lake at the base of Wachusett Mountain
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
3.0 star property
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
Spacious Worcester Home Near Parks & Universities!
3.0 star property
Spacious Worcester Home Near Parks & Universities!
Stunning Sterling Sanctuary: Unwind on the Water!
3.0 star property
Stunning Sterling Sanctuary: Unwind on the Water!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Oakham

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (27)
"The house was exactly as described and the bed was amazing which was a nice surprise. Eben is quick to respond to any questions, and we met him when he was there taking care of the yard. He is a really nice person who goes out of his way to ensure you are comfortable. This is a multi-unit property and also very quiet, we never really heard our neighbors. There's a nice neighborhood to walk the dogs with a nice park nearby (I believe a retirement community). I would highly recommend this...
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Lovely 3-bedroom City Escape
9.8 out of 10, Exceptional, (17)
"A couple friends and I stayed for a long weekend to play local disc golf and thoroughly enjoyed our stay. We loved how spacious, comfortable, and clean Christopher's place was and were thankful to each have our own bedroom. Will definitely be back!"
Lovely 3-bedroom City Escape
One Bedroom Fully Furnished Apartment
9.6 out of 10, Exceptional, (10)
"The apartment is spotless, the description is spot on and the communication is great. The location is good, restaurants and grocery near by. Will definitely stay here again and recommend to anyone. "
One Bedroom Fully Furnished Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.