Sterling Vacation Rentals

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

Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
10.0 (11 Reviews)
1 Bedroom 4 Guests
Vibrant Sterling Lakefront Lodge with Kayaks
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
Chocksett Inn and Restaurant
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8.8 (151 Reviews)
1 Bedroom 2 Guests
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
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10.0 (1 Review)
1 Bedroom 4 Guests
Vibrant Sterling Lakefront Lodge w/Kayaks
10.0 (16 Reviews)
3 Bedrooms 6 Guests
Motel 6-Leominster, MA
7.7 (607 Reviews)
116 Bedrooms 14 Guests
Stunning Sterling Sanctuary: Unwind on the Water!
9.8 (7 Reviews)
3 Bedrooms 6 Guests
Chocksett Inn
From£254 per night
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New
23 Bedrooms 27 Guests
Stunning Sterling Sanctuary: Unwind on the Water!
9.8 (8 Reviews)
3 Bedrooms 6 Guests
Entire Rental unit 5 bed 1.5 bath
New
4 Bedrooms 7 Guests
Private Room in Grand Estate w/ Separate Entrance
3.5 (2 Reviews)
1 Bedroom 1 Guest
Private Room in Grand Estate w/ Separate Entrance
2.6 (5 Reviews)
1 Bedroom 3 Guests

About Sterling Vacation Rentals

With more than 24 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 602.39 ft² on average, with prices averaging £173 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 24 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.