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

Sterling Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Sterling vacation rentals

Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
7.6 out of 10, Good, (4 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is ￥61,433
￥87,392 total
includes taxes & fees
Jun 29 - Jun 30
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Smart TV, fireplace

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥22,807
￥36,599 total
includes taxes & fees
Jun 23 - Jun 24
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Smart TV

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (30 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is ￥36,137
￥82,457 total
includes taxes & fees
Jun 30 - Jul 1
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Interior

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 ￥25,666
￥41,675 total
includes taxes & fees
Jun 25 - Jun 26
Angel Sky Challenge
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is ￥61,433
￥84,779 total
includes taxes & fees
Jun 26 - Jun 27
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Bathroom

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 ￥27,320
￥49,534 total
includes taxes & fees
Jun 21 - Jun 22
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Smart TV

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 ￥31,801
￥54,897 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Living area

Spacious 5-bedroom apartment

Spacious 5-bedroom apartment
Union HIll
The price is ￥56,808
￥74,392 total
includes taxes & fees
Jun 25 - Jun 26
Spacious 5-bedroom apartment
Exterior

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

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (37 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is ￥48,183
￥99,371 total
includes taxes & fees
Jul 5 - Jul 6
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Smart TV

Mid-Century Comfort & Style

Mid-Century Comfort & Style
Fitchburg
9.6 out of 10, Exceptional, (12 reviews)
"What a great place! Very clean, and comfortable. Several very good local restaurants within walking distance. Can’t say enough good things to say. Next time we are in the area, this will be our first pick for a place to stay."
United States
Robert
The price is ￥30,593
￥65,817 total
includes taxes & fees
Jun 25 - Jun 26
Mid-Century Comfort & Style
Apartment (3 Bedrooms) | Interior

1 Mi to Downtown & Palladium: Worcester Getaway!

1 Mi to Downtown & Palladium: Worcester Getaway!
3.0 star property
Worcester
10.0 out of 10, Exceptional, (1 review)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
The price is ￥25,858
￥78,501 total
includes taxes & fees
Jun 20 - Jun 21
1 Mi to Downtown & Palladium: Worcester Getaway!
Exterior

Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett
Fitchburg
10.0 out of 10, Exceptional, (15 reviews)
"House was amazing, great people to work with! "
United States
Keith
The price is ￥26,726
￥59,698 total
includes taxes & fees
Jun 29 - Jun 30
Modern 3BR Near FSU • 15 Min to Wachusett
Private kitchen

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 ￥23,417
￥48,519 total
includes taxes & fees
Jun 24 - Jun 25
Charming 3-bedroom house in delightful Ashland for your getaway
Fridge, microwave, oven, stovetop

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, (24 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is ￥39,896
￥60,351 total
includes taxes & fees
Jul 1 - Jul 2
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Dining

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 ￥35,977
￥71,690 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Dining

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is ￥22,983
￥33,925 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
TV

Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (3 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is ￥24,092
￥50,552 total
includes taxes & fees
Jun 22 - Jun 23
Large 3BD 1st Floor Apartment Minutes from 290
Interior

Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (8 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is ￥32,604
￥61,355 total
includes taxes & fees
Jul 16 - Jul 17
Cottage Suite "A" - Walk to Shops, Train, History
Fridge, microwave, stovetop, coffee/tea maker

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 ￥47,701
￥76,246 total
includes taxes & fees
Jun 29 - Jun 30
totally remodeled house with fitness room, close to Boston and Worcester
Fridge, microwave, oven, stovetop

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 ￥44,168
￥81,801 total
includes taxes & fees
Jun 21 - Jun 22
Spacious 4-bedroom with four and half bathrooms
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

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

10/10 Excellent
"Great"
Alexander 2-night trip
Posted less than an hour ago
AC Hotel by Marriott Worcester

Find out more about Sterling

Search for holiday rentals in Sterling on Expedia! You can easily find your home rentals, villas, holiday apartments in Sterling using one of the methods below:

  • View our selection of featured holiday rentals in Sterling
  • Use the map to find apartments and other holiday homes in the Sterling neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sterling while they last

Look no further and take a look at our great range of rental properties in Sterling!

Frequently asked questions

Can I find a vacation rental in Sterling?

Yes, there are vacation rentals in Sterling near Davis' Farmland & Mega Maze, or you can choose a secluded option if you'd like a relaxing place to stay. Sterling is known for its festivals and golf courses. Make sure you have time to check out the entertainment choices and zoo during your trip.

What are some of the best vacation rentals in Sterling?

Spacious 4-bedroom with four and half bathrooms: This vacation home near Sterling is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Sterling?

Expedia has 3 vacation rentals for your stay in Sterling.

What’s there to see and do in Sterling?

Explore the area and family-friendly sights such as Great Wolf Lodge Waterpark, or get out into nature at a spot like Tower Hill Botanic Garden. While here, Davis' Farmland & Mega Maze and Mary Had a Little Lamb Statue are other places worth a visit.

What’s a vacation rental in Sterling like?

A vacation rental is a private property you can book for a long or short time in Sterling. Vacation rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family gatherings.