Oakham Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Oakham Vacation Homes

Our top choices for Oakham vacation homes

Spacious 4-bedroom house in charming Worcester with AC, WiFi
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (16)
"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 "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"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! "
Beautiful Lakefront Home with Private Beach
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Exterior

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is CA $440
CA $809 total
includes taxes & fees
Sep 15 - Sep 16
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Worcester Home on Indian Lake w/ Shared Boat Dock!
TV

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (21)
"If you are looking for a great place to stay while in the Worcester area family this place will fill your need. The peaceful view on the lake is amazing."
Worcester Home on Indian Lake w/ Shared Boat Dock!
3 Bed / 1.5 Bath Townhome
Fridge, microwave, oven, stovetop

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome
Home Away from Home!
Smart TV, fireplace

Home Away from Home!

9.2 out of 10, Wonderful, (12)
"Lots of bedrooms with a great family gathering space. Quiet neighborhood. Would stay again at this property. Nicely decorated. "
The price is CA $259
CA $554 total
includes taxes & fees
Aug 24 - Aug 25
Home Away from Home!
Spacious Private Retreat Near Holyoke State Park!
Fridge, microwave, oven, stovetop

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

9.8 out of 10, Exceptional, (20)
"Beautiful place"
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Luxury Home, Pool, fireplace
Exterior

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace
Spacious 4-bedroom with four and half bathrooms
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"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."
The price is CA $382
CA $713 total
includes taxes & fees
Sep 4 - Sep 5
Spacious 4-bedroom with four and half bathrooms
Lake House in Sturbridge w/All the Views!
Outdoor spa tub

Lake House in Sturbridge w/All the Views!

9.8 out of 10, Exceptional, (17)
"Loved the windows and light in the house. Quiet and peaceful. "
The price is CA $827
CA $1,631 total
includes taxes & fees
Aug 25 - Aug 26
Lake House in Sturbridge w/All the Views!
Spacious and luxurious 3-bedroom home w/jetted bathtub
Private kitchen

Spacious and luxurious 3-bedroom home w/jetted bathtub

9.2 out of 10, Wonderful, (5)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub
Beautiful Renovated Townhome w/parking
Exterior detail

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (16)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Fridge, microwave, oven, stovetop

Beautiful two-story home close to downtown worcester 5beds-4bedroom

9.0 out of 10, Wonderful, (14)
"Nice place."
The price is CA $275
CA $573 total
includes taxes & fees
Sep 4 - Sep 5
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Home Near Skiing & Downtown Worcester
Fridge, microwave, stovetop, dishwasher

Home Near Skiing & Downtown Worcester

Home Near Skiing & Downtown Worcester
New renovation cozy house in Worcester
Interior

New renovation cozy house in Worcester

9.8 out of 10, Exceptional, (11)
"This was a great spot for myself and my coaches when we had to travel to the area for a cheerleading competition."
New renovation cozy house in Worcester
Charming 3 bedroom home Centrally located in Worcester
Terrace/patio

Charming 3 bedroom home Centrally located in Worcester

9.6 out of 10, Exceptional, (4)
"My stay was fantastic "
Charming 3 bedroom home Centrally located in Worcester
10 - Cozy 3B2Ba Home with huge backyard
Outdoor dining

10 - Cozy 3B2Ba Home with huge backyard

7.4 out of 10, Good, (3)
"The property feels like it was an inherited home that is still in the process of being cleaned out and updated. Lots of potential but not there yet. Did have a lovely back porch and was in a great location for Tufts veterinary school as well as the purple line into Boston. "
10 - Cozy 3B2Ba Home with huge backyard
Cozy 2-Floor Apartment with Garage Access
Interior

Cozy 2-Floor Apartment with Garage Access

9.6 out of 10, Exceptional, (24)
"Overall great place, parking in garage was great! "
Cozy 2-Floor Apartment with Garage Access
Vibrant Sterling Lakefront Lodge w/ Kayaks
Interior

Vibrant Sterling Lakefront Lodge w/ Kayaks

10.0 out of 10, Exceptional, (16)
"Beautiful location. The house is very comfortable with updated everything. I enjoyed the lovely art work and interesting decor. Close to a charming town with good restaurants. Very enjoyable stay."
Vibrant Sterling Lakefront Lodge w/ Kayaks
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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Top Oakham Hotel Reviews

Hampton Inn Auburn

Hampton Inn Auburn

10/10 Excellent
"For clean, spacious and pleasant overall."
Dwight 2-night trip
Posted 1 day ago
Hampton Inn Auburn