Sterling Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Sterling, Massachusetts, USA

10.0 (33 Reviews)
2 Bedrooms 6 Guests
10.0 (5 Reviews)
3 Bedrooms 8 Guests
From CA $320 per night
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10.0 (112 Reviews)
1 Bedroom 2 Guests
10.0 (13 Reviews)
1 Bedroom 4 Guests
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
From CA $257 per night
10.0 (51 Reviews)
1 Bedroom 2 Guests
10.0 (11 Reviews)
1 Bedroom 4 Guests
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
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9.4 (1002 Reviews)
1 Bedroom 2 Guests
From CA $340 per night
10.0 (5 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
From CA $364 per night
10.0 (2 Reviews)
2 Bedrooms 3 Guests
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10.0 (2 Reviews)
1 Bedroom 6 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
4 Bedrooms 8 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
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9.7 (6 Reviews)
3 Bedrooms 6 Guests
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9.6 (11 Reviews)
2 Bedrooms 4 Guests
From CA $348 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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9.6 (5 Reviews)
3 Bedrooms 6 Guests
10.0 (1 Review)
2 Bedrooms 2 Guests
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9.3 (4 Reviews)
2 Bedrooms 4 Guests
9.8 (42 Reviews)
2 Bedrooms 7 Guests
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9.0 (6 Reviews)
1 Bedroom 4 Guests
From CA $283 per night
9.8 (33 Reviews)
2 Bedrooms 6 Guests
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9.0 (4 Reviews)
3 Bedrooms 4 Guests
9.8 (17 Reviews)
2 Bedrooms 4 Guests
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9.0 (1 Review)
3 Bedrooms 6 Guests
9.8 (9 Reviews)
2 Bedrooms 6 Guests
From CA $269 per night
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8.4 (27 Reviews)
3 Bedrooms 7 Guests
From CA $382 per night
9.8 (7 Reviews)
2 Bedrooms 4 Guests
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8.0 (6 Reviews)
2 Bedrooms 5 Guests
9.8 (6 Reviews)
2 Bedrooms 7 Guests
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8.0 (1 Review)
2 Bedrooms 5 Guests
From CA $177 per night
7.4 (31 Reviews)
3 Bedrooms 1 Guest
9.6 (32 Reviews)
2 Bedrooms 4 Guests
9.6 (23 Reviews)
2 Bedrooms 6 Guests
9.6 (5 Reviews)
1 Bedroom 6 Guests
9.2 (22 Reviews)
2 Bedrooms 5 Guests
9.0 (16 Reviews)
2 Bedrooms 4 Guests
New
1 Bedroom 1 Guest
From CA $79 per night
7.0 (3 Reviews)
1 Bedroom 2 Guests
9.4 (526 Reviews)
1 Bedroom 2 Guests
New June’s Penthouse: centrally located, downtown, airport, WPI, UMASS
From CA $62 per night
5.0 (3 Reviews)
1 Bedroom 1 Guest
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9.2 (1006 Reviews)
1 Bedroom 2 Guests
New Beautiful Guest Cabin on Quiet Estate
New
2 Bedrooms 4 Guests
From CA $265 per night
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4.0 (1 Review)
2 Bedrooms 4 Guests
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9.2 (1004 Reviews)
1 Bedroom 2 Guests
New Elegant West Side 3BR unit w/King Suite
New
3 Bedrooms 7 Guests
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New
1 Bedroom 4 Guests
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New
3 Bedrooms 6 Guests
10.0 (47 Reviews)
4 Bedrooms 6 Guests
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New
1 Bedroom 2 Guests
10.0 (42 Reviews)
3 Bedrooms 6 Guests
From CA $477 per night
New
3 Bedrooms 6 Guests
From CA $429 per night
10.0 (27 Reviews)
3 Bedrooms 6 Guests
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9.1 (127 Reviews)
105 Bedrooms 42 Guests
10.0 (24 Reviews)
3 Bedrooms 6 Guests
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8.9 (466 Reviews)
227 Bedrooms 50 Guests
10.0 (23 Reviews)
4 Bedrooms 9 Guests
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8.7 (404 Reviews)
133 Bedrooms 32 Guests

About Sterling Vacation Rentals

With more than 251 Sterling vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Sterling.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Sterling, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Sterling. Places to stay near Sterling are 619.26 ft² on average, with prices averaging CA $328 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Sterling with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in Sterling, MA


Frequently Asked Questions About Sterling?

What are the top vacation rentals in Sterling?

How many Rentbyowner vacation rentals are available in Sterling?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 251 in the Sterling area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sterling.