Sterling Vacation Rentals

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

Vibrant Sterling Lakefront Lodge with Kayaks
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
Howarth House B&B
FromAU $333 per night
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10.0 (112 Reviews)
1 Bedroom 2 Guests
Close to Colleges: Worcester Apt w/Lake Access!
10.0 (14 Reviews)
1 Bedroom 4 Guests
Lakefront Cottage 2 Mi to Palladium in Worcester!
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
The Inn Crowd Bed and Breakfast
FromAU $261 per night
10.0 (57 Reviews)
1 Bedroom 2 Guests
Close to Colleges: Worcester Apt w/Lake Access!
10.0 (13 Reviews)
1 Bedroom 4 Guests
Modern 3BR Near FSU - 15 Min to Wachusett
10.0 (3 Reviews)
3 Bedrooms 6 Guests
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
10.0 (11 Reviews)
1 Bedroom 4 Guests
Explore Dtwn, Parks and Colleges Cozy Worcester Apt
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10.0 (2 Reviews)
1 Bedroom 6 Guests
SalsVista 2nd Floor Corner Apt
FromAU $398 per night
10.0 (6 Reviews)
2 Bedrooms 4 Guests
Cozy Getaway - 10 Miles to Mount Wachusett Skiing!
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10.0 (1 Review)
1 Bedroom 4 Guests
Fitchburg quiet side modern 2BD.
FromAU $318 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
Paddlers Paradise on Hickory Hills Lake!
10.0 (1 Review)
4 Bedrooms 8 Guests
1 Mi to Downtown and Palladium Worcester Getaway!
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9.7 (6 Reviews)
3 Bedrooms 6 Guests
Quisigamond Lake Apartment
FromAU $374 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Velocity Residence
FromAU $223 per night
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Beautiful Indian Lake Unit, 1st Floor
10.0 (2 Reviews)
2 Bedrooms 5 Guests
Worcester Home on Indian Lake with Shared Boat Dock!
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9.6 (5 Reviews)
3 Bedrooms 6 Guests
< 2 Mi to UMass Health & Dtwn: Traveling Pros Hub
10.0 (1 Review)
1 Bedroom 2 Guests
Shared Hot Tub Historic Cottage, Walk to Elm Park
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9.3 (4 Reviews)
2 Bedrooms 4 Guests
Bell Hill Modern 2BD Condo near Hospitals | HBHS
10.0 (1 Review)
2 Bedrooms 2 Guests
Close to Colleges Worcester Apt with Lake Access!
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9.0 (6 Reviews)
1 Bedroom 4 Guests
Relaxing Retreat
FromAU $267 per night
9.8 (33 Reviews)
2 Bedrooms 6 Guests
Worcester Family Home with Expansive Backyard!
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9.0 (4 Reviews)
3 Bedrooms 4 Guests
Shared Hot Tub: Historic Cottage, Walk to Elm Park
9.8 (20 Reviews)
2 Bedrooms 4 Guests
Large Private Yard Grand Worcester Getaway
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9.0 (1 Review)
3 Bedrooms 6 Guests
Lakefront Cottage 2 Mi to Palladium in Worcester!
9.8 (9 Reviews)
2 Bedrooms 6 Guests
Dog-Friendly Fitchburg Vacation Rental, Hike and Ski
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8.6 (7 Reviews)
2 Bedrooms 5 Guests
SalsVista 1st Floor Corner Apt
FromAU $413 per night
9.8 (7 Reviews)
2 Bedrooms 4 Guests
Indian Lake House
FromAU $280 per night
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8.0 (34 Reviews)
3 Bedrooms 7 Guests
Charming 3 bedroom home Centrally located in Worcester
9.8 (6 Reviews)
2 Bedrooms 7 Guests
Home Near Parks and Downtown Worcester
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8.0 (1 Review)
2 Bedrooms 5 Guests
Dream Inn LLC
FromAU $184 per night
7.4 (31 Reviews)
3 Bedrooms 1 Guest
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.6 (44 Reviews)
2 Bedrooms 7 Guests
Beautiful & Cozy 2 BR/2Beds/Netflix/Alexa/Roku.
9.6 (32 Reviews)
2 Bedrooms 4 Guests
One Bedroom Apartment with Separate Bunk Bed Area
9.6 (23 Reviews)
2 Bedrooms 6 Guests
Explore Dtwn, Parks & Colleges: Cozy Worcester Apt
9.6 (5 Reviews)
1 Bedroom 6 Guests
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
9.2 (22 Reviews)
2 Bedrooms 5 Guests
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
9.2 (17 Reviews)
2 Bedrooms 4 Guests
Wildflower Farm
FromAU $199 per night
New
1 Bedroom 2 Guests
Room in Fitchburg
FromAU $104 per night
7.0 (3 Reviews)
1 Bedroom 2 Guests
AC Hotel by Marriott Worcester
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9.4 (1006 Reviews)
1 Bedroom 2 Guests
Dream Inn LLC guest house
5.0 (3 Reviews)
1 Bedroom 1 Guest
Fairfield Inn & Suites Boston Marlborough/Apex Center
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9.4 (532 Reviews)
1 Bedroom 2 Guests
Fitchburg quiet side modern 2BD.
FromAU $276 per night
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4.0 (1 Review)
2 Bedrooms 4 Guests
Embassy Suites by Hilton Boston Marlborough
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9.2 (1022 Reviews)
1 Bedroom 2 Guests
Cozy 1-bedroom studio in Worcester near lake.
New
1 Bedroom 2 Guests
Beautiful Guest Cabin on Quiet Estate
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New
1 Bedroom 4 Guests
Cozy Adventure Filled Escape Free parking apts
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New
2 Bedrooms 4 Guests
Like Home - BBQ, Yard, Fire Pit
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New
3 Bedrooms 6 Guests
9 Mi to Wachusett Mtn! Family Base with Porch
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New
1 Bedroom 8 Guests
Bright Bedroom with Private Bath
New
1 Bedroom 1 Guest
Shrewsbury King Suite | 100in TV + Shower
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New
1 Bedroom 2 Guests
9 Mi to Wachusett Mtn! Family Base w/Porch
New
3 Bedrooms 8 Guests
Mid-Century Comfort & Style
FromAU $434 per night
New
3 Bedrooms 6 Guests
Upscale 4 Bedroom Condo w King Bed Suite
10.0 (47 Reviews)
4 Bedrooms 6 Guests
❤️Upscale, Zen Pool Retreat for Non-Smokers
10.0 (42 Reviews)
3 Bedrooms 6 Guests
Home Away From Home
FromAU $339 per night
New
4 Bedrooms 8 Guests

About Sterling Vacation Rentals

With more than 265 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 641.9 ft² on average, with prices averaging AU $366 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 265 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.