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Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 18 Cottages in Oakham with updated reviews, rates, and availability.

Cottage on Partridge Pond
Lake

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (17)
"This cute cottage served our family of 5 adults. It was clean and well decorated. Would definitely recommend. "
Cottage on Partridge Pond
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Property grounds

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.6 out of 10, Exceptional, (19)
"for skiing wachusetts five minutes to mt..nice views from cottage on the shore -wyman pond"
The price is SAR 375
SAR 1,161 total
includes taxes & fees
27 Jan - 28 Jan
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Trainmaster's Inn - Caboose
Private kitchen

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 1,206 total
includes taxes & fees
4 Feb - 5 Feb
Trainmaster's Inn - Caboose
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Property grounds

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!
Exterior

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Brimfield Waterfront cottage
Property grounds

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
Worcester Vacation Rental | 2BR | 2BA | 1,200 Sq Ft | 1 Step Required

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.6 out of 10, Exceptional, (4)
"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!
Living area

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!
Living area

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!
Exterior

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!
Living area

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
Outdoor dining

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks
Charming Worcester Retreat w/ Private Pool!
Fitness facility

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
Property grounds

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
Living area

Dog-friendly Fitchburg Vacation Rental, Hike & Ski

3.0 star property
Dog-friendly Fitchburg Vacation Rental, Hike & Ski
Spacious Worcester Home Near Parks & Universities!
Living area

Spacious Worcester Home Near Parks & Universities!

3.0 star property
Spacious Worcester Home Near Parks & Universities!
Stunning Sterling Sanctuary: Unwind on the Water!
Property grounds

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

Spacious Massachusetts Apartment #2
Interior

Spacious Massachusetts Apartment #2

9.4 out of 10, Exceptional, (16)
"using me to have to wash it before returning it to the Hertz office. Definitely would stay there again when traveling to visit my sisters."
Spacious Massachusetts Apartment #2
Serene 1-bedroom suite on 65 acre horse property
The horses will often greet you as you arrive!

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (10)
"We had such a nice time relaxing here. Very easy to let ourselves in. Incredibly clean place with everything you need. But the best part? The ability to watch horses play from your living room window. We spent a lot of time waking around the grounds saying hello to all of the beautiful horses. There are trails on the property too that we took advantage of. And the hosts are very attentive to any needs, though we didn't really need anything. The place was the spacious enough for my husband and I...
Serene 1-bedroom suite on 65 acre horse property
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
Living area

Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities

9.2 out of 10, Wonderful, (26)
"As described. Nice place for a great price. "
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
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.