Sterling Vacation Rentals

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

New Like Home - BBQ, Yard, Fire Pit
New
3 Bedrooms 6 Guests
10.0 (5 Reviews)
3 Bedrooms 8 Guests
From US $235 per night
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10.0 (104 Reviews)
1 Bedroom 2 Guests
10.0 (30 Reviews)
2 Bedrooms 6 Guests
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
From US $209 per night
10.0 (28 Reviews)
1 Bedroom 2 Guests
10.0 (11 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
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9.4 (971 Reviews)
1 Bedroom 2 Guests
10.0 (10 Reviews)
1 Bedroom 4 Guests
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10.0 (2 Reviews)
1 Bedroom 6 Guests
10.0 (10 Reviews)
1 Bedroom 4 Guests
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10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (1 Review)
4 Bedrooms 8 Guests
From US $297 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
From US $148 per night
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9.8 (6 Reviews)
2 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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9.7 (3 Reviews)
3 Bedrooms 6 Guests
From US $267 per night
10.0 (2 Reviews)
2 Bedrooms 3 Guests
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9.6 (5 Reviews)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
2 Bedrooms 8 Guests
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9.3 (10 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
From US $450 per night
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9.3 (4 Reviews)
3 Bedrooms 10 Guests
10.0 (1 Review)
1 Bedroom 6 Guests
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9.3 (3 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 5 Guests
From US $198 per night
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9.1 (24 Reviews)
3 Bedrooms 7 Guests
From US $144 per night
10.0 (1 Review)
1 Bedroom 3 Guests
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9.0 (6 Reviews)
1 Bedroom 4 Guests
9.8 (39 Reviews)
2 Bedrooms 7 Guests
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9.0 (4 Reviews)
3 Bedrooms 4 Guests
From US $228 per night
9.8 (33 Reviews)
2 Bedrooms 6 Guests
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9.0 (2 Reviews)
3 Bedrooms 6 Guests
From US $303 per night
9.8 (6 Reviews)
2 Bedrooms 4 Guests
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9.0 (2 Reviews)
3 Bedrooms 6 Guests
From US $130 per night
8.2 (14 Reviews)
3 Bedrooms 1 Guest
9.6 (23 Reviews)
2 Bedrooms 4 Guests
9.6 (18 Reviews)
2 Bedrooms 6 Guests
9.4 (19 Reviews)
2 Bedrooms 5 Guests
9.0 (11 Reviews)
2 Bedrooms 4 Guests
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8.0 (6 Reviews)
2 Bedrooms 5 Guests
9.4 (505 Reviews)
1 Bedroom 2 Guests
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8.0 (1 Review)
2 Bedrooms 5 Guests
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9.2 (1008 Reviews)
1 Bedroom 2 Guests
New
1 Bedroom 1 Guest
From US $46 per night
7.0 (2 Reviews)
2 Bedrooms 4 Guests
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9.2 (1005 Reviews)
1 Bedroom 2 Guests
10.0 (42 Reviews)
4 Bedrooms 6 Guests
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New
3 Bedrooms 6 Guests
10.0 (40 Reviews)
3 Bedrooms 6 Guests
From US $351 per night
New
3 Bedrooms 6 Guests
10.0 (23 Reviews)
3 Bedrooms 6 Guests
|
9.1 (151 Reviews)
105 Bedrooms 42 Guests
From US $352 per night
10.0 (21 Reviews)
3 Bedrooms 6 Guests
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9.0 (463 Reviews)
13 Bedrooms 50 Guests
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8.8 (298 Reviews)
126 Bedrooms 44 Guests
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8.7 (535 Reviews)
97 Bedrooms 20 Guests
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8.7 (410 Reviews)
133 Bedrooms 32 Guests
10.0 (16 Reviews)
4 Bedrooms 9 Guests
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8.7 (284 Reviews)
120 Bedrooms 34 Guests
10.0 (16 Reviews)
3 Bedrooms 6 Guests
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8.6 (231 Reviews)
138 Bedrooms 22 Guests

About Sterling Vacation Rentals

With more than 234 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 565.39 ft² on average, with prices averaging US $250 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


Sterling Vacation Rental Frequently Asked Questions

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 2025 is over 234 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.