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 AU $335 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 AU $286 per night
10.0 (52 Reviews)
1 Bedroom 2 Guests
10.0 (11 Reviews)
1 Bedroom 4 Guests
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
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9.4 (1002 Reviews)
1 Bedroom 2 Guests
From AU $357 per night
10.0 (5 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
1 Bedroom 6 Guests
From AU $381 per night
10.0 (2 Reviews)
2 Bedrooms 3 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 (2 Reviews)
2 Bedrooms 5 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 AU $364 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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9.2 (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
9.8 (17 Reviews)
2 Bedrooms 4 Guests
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9.0 (4 Reviews)
3 Bedrooms 4 Guests
9.8 (9 Reviews)
2 Bedrooms 6 Guests
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9.0 (1 Review)
3 Bedrooms 6 Guests
From AU $401 per night
9.8 (7 Reviews)
2 Bedrooms 4 Guests
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8.6 (7 Reviews)
2 Bedrooms 5 Guests
9.8 (6 Reviews)
2 Bedrooms 7 Guests
From AU $282 per night
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8.4 (27 Reviews)
3 Bedrooms 7 Guests
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8.0 (1 Review)
2 Bedrooms 5 Guests
9.6 (32 Reviews)
2 Bedrooms 4 Guests
From AU $185 per night
7.4 (31 Reviews)
3 Bedrooms 1 Guest
9.6 (23 Reviews)
2 Bedrooms 6 Guests
From AU $82 per night
7.0 (3 Reviews)
1 Bedroom 2 Guests
9.6 (5 Reviews)
1 Bedroom 6 Guests
9.2 (22 Reviews)
2 Bedrooms 5 Guests
9.2 (17 Reviews)
2 Bedrooms 4 Guests
9.2 (7 Reviews)
2 Bedrooms 8 Guests
9.0 (8 Reviews)
1 Bedroom 4 Guests
From AU $65 per night
5.0 (3 Reviews)
1 Bedroom 1 Guest
9.4 (526 Reviews)
1 Bedroom 2 Guests
From AU $278 per night
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4.0 (1 Review)
2 Bedrooms 4 Guests
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9.2 (1006 Reviews)
1 Bedroom 2 Guests
New
1 Bedroom 1 Guest
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New
3 Bedrooms 6 Guests
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9.2 (1006 Reviews)
1 Bedroom 2 Guests
New June’s Penthouse: centrally located, downtown, airport, WPI, UMASS
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New
1 Bedroom 2 Guests
10.0 (47 Reviews)
4 Bedrooms 6 Guests
From AU $500 per night
New
3 Bedrooms 6 Guests
10.0 (42 Reviews)
3 Bedrooms 6 Guests
From AU $502 per night
10.0 (28 Reviews)
3 Bedrooms 6 Guests
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9.1 (127 Reviews)
105 Bedrooms 42 Guests
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8.9 (466 Reviews)
227 Bedrooms 50 Guests
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8.8 (292 Reviews)
126 Bedrooms 44 Guests
10.0 (24 Reviews)
3 Bedrooms 6 Guests
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8.7 (404 Reviews)
133 Bedrooms 32 Guests
10.0 (23 Reviews)
4 Bedrooms 9 Guests
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8.7 (239 Reviews)
140 Bedrooms 22 Guests

About Sterling Vacation Rentals

With more than 250 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 580.05 ft² on average, with prices averaging AU $344 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 250 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.