Sterling historic town center aerial view including Conant Free Public Library, Town Hall and First Church at Town Common, Sterling, Massachusetts MA, USA.

Holiday Homes in Sterling

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Our top choices for Sterling holiday homes

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is AU$446
includes taxes & fees
15 June - 16 June
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is AU$486
includes taxes & fees
22 June - 23 June
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
The price is AU$298
includes taxes & fees
28 June - 29 June
Cottage by the Castle – Downtown Spencer

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is AU$418
includes taxes & fees
10 June - 11 June
Charming 3-bedroom house in delightful Ashland for your getaway

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is AU$363
includes taxes & fees
10 June - 11 June
totally remodeled house with fitness room, close to Boston and Worcester

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is AU$369
includes taxes & fees
20 June - 21 June
Angel Sky Challenge

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is AU$719
includes taxes & fees
24 June - 25 June
Spacious 4-bedroom with four and half bathrooms

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is AU$622
includes taxes & fees
8 July - 9 July
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (23 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is AU$593
includes taxes & fees
1 July - 2 July
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
10.0 out of 10, Exceptional, (1 review)
"The only thing missing was a BBQ"
United States
Charmen B.
The price is AU$492
includes taxes & fees
23 June - 24 June
Cozy 3-bedroom house in serene Worcester with fitness room and office

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is AU$548
includes taxes & fees
17 June - 18 June
Enjoy your stay in an antique home in an antique toy museum!

Beautiful Spacious 5 bedrooms Retreat • Free Parking • Pet Welcome • Near Boston

Beautiful Spacious 5 bedrooms Retreat • Free Parking • Pet Welcome • Near Boston
Framingham
10.0 out of 10, Exceptional, (1 review)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is AU$952
includes taxes & fees
10 June - 11 June
Beautiful Spacious 5 bedrooms Retreat • Free Parking • Pet Welcome • Near Boston

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is AU$712
includes taxes & fees
10 June - 11 June
4-bedroom house in nice Holden with WiFi, AC

Spacious Retreat Near Boston with AC, Roku, Deck, BBQ Grill + Pet Friendly!

Spacious Retreat Near Boston with AC, Roku, Deck, BBQ Grill + Pet Friendly!
Framingham
10.0 out of 10, Exceptional, (2 reviews)
"This was a perfect house for us while we were in town for a family event! It is very conveniently located for getting around the Boston suburbs. The house was spacious and clean and had everything we needed!"
United States
Anonymous traveller
The price is AU$1,289
includes taxes & fees
2 July - 3 July
Spacious Retreat Near Boston with AC, Roku, Deck, BBQ Grill + Pet Friendly!

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is AU$1,878
includes taxes & fees
22 June - 23 June
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
The price is AU$2,233
includes taxes & fees
8 July - 9 July
A Quintessential New England Historical Guesthouse
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 Sterling Hotel Reviews

Find out more about Sterling

Sterling Holiday Homes information

Number of reviews
150
Accommodation
102 Holiday Homes
Lowest Price
AU$298
Highest Price
AU$2,233