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Compare 96 Vacation Homes in Oakham with updated reviews, rates, and availability.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.8 out of 10, Exceptional, (21)

Worcester Home on Indian Lake w/ Shared Boat Dock!
Worcester Home on Indian Lake w/ Shared Boat Dock!
9.8 out of 10, Exceptional, (14)

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
9.4 out of 10, Exceptional, (12)

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Beautiful two-story home close to downtown worcester 5beds-4bedroom
8.4 out of 10, Very Good, (7)
The price is SAR 1,013
SAR 1,902 total
includes taxes & fees
31 Mar - 1 Apr

SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

Beautiful Lakefront Home with Private Beach
Beautiful Lakefront Home with Private Beach
9.2 out of 10, Wonderful, (166)

Spacious 4-bedroom house in charming Worcester with AC, WiFi
Spacious 4-bedroom house in charming Worcester with AC, WiFi
10.0 out of 10, Exceptional, (8)

Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
10.0 out of 10, Exceptional, (3)
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 & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.8 out of 10, Exceptional, (21)

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
9.4 out of 10, Exceptional, (12)

Newly Built Barn Loft in Pioneer Valley
Newly Built Barn Loft in Pioneer Valley
8.8 out of 10, Excellent, (6)
The price is SAR 495
SAR 682 total
includes taxes & fees
20 Apr - 21 Apr
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.
Recent reviews of Oakham hotels
Recent reviews of Oakham hotels

The Colonial Hotel
5/5 Excellent
"amazing stay! i’m from the area, but have since moved away to south carolina. typically my husband and i stay with family or friends. we now have a newborn and really wanted a cute and convenient place for everyone to come visit us instead. we loved it so much we may stay here moving down for any visits home."
A verified traveler stayed at The Colonial Hotel
Posted 20 hours ago