An aerial view of a town surrounded by dense forests, with a mix of residential and commercial buildings, and a prominent church.

Sterling Holiday Rentals

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Our top choices for Sterling holiday rentals

1. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is NZ$1,324
includes taxes & fees
19 Nov - 20 Nov
Entire home in Sterling, Massachusetts, United States

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (269 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is NZ$222
includes taxes & fees
18 Nov - 19 Nov
Residences at Solomon Pond

3. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is NZ$425
includes taxes & fees
17 Nov - 18 Nov
Cozy & Stylish 2-bedroom Home in Leominster

4. Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (40 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is NZ$883
includes taxes & fees
17 Nov - 18 Nov
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

5. Spacious 2 bedroom sanctuary in the heart of Fitchburg

Spacious 2 bedroom sanctuary in the heart of Fitchburg
Fitchburg
The price is NZ$274
includes taxes & fees
8 Dec - 9 Dec
Spacious 2 bedroom sanctuary in the heart of Fitchburg

6. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is NZ$444
includes taxes & fees
14 Nov - 15 Nov
Angel Sky Challenge

7. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
The price is NZ$190
includes taxes & fees
14 Nov - 15 Nov
Clean & Cozy Private-3 floor_R 2

8. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is NZ$1,323
includes taxes & fees
18 Nov - 19 Nov
The Christmas Cottage, 4BR New England Escape

9. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is NZ$543
includes taxes & fees
18 Nov - 19 Nov
Large 3BD 1st Floor Apartment Minutes from 290

10. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
The price is NZ$411
includes taxes & fees
16 Nov - 17 Nov
Fitchburg hideaway Home

11. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (20 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
Worcester Lakefront Cottage Apt w/ Shared Dock!

12. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
The price is NZ$816
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!

13. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
The price is NZ$208
includes taxes & fees
14 Nov - 15 Nov
Clean & Cozy Private room - 3 floor_R 1

14. Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3

Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Plenty of space for the 7 of us that stayed, could have easily had 4 more. Recently refinished, so I think Jenny is still getting it all well stocked with kitchen wares. Only down side was window unit AC, which was a bit noisy when trying to watch TV (or for delicate sleepers)"
United States
Andrew O.
The price is NZ$662
includes taxes & fees
15 Nov - 16 Nov
Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3

15. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is NZ$407
includes taxes & fees
17 Nov - 18 Nov
Heart of Shrewsbury St – 2BR Stay

16. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
4.0 out of 10, (1 review)
"Expedia described this as a 3rd floor 1 bedroom apartment. Had I known it was basically a boarding house/hostel, I wouldn’t have booked. Also 1 dingy towel offered for showering. No utensils, no hair dryer (even though it was listed) so what good is a stovetop and pans with zero utensils, including no forks/spoons, spatulas etc."
United States
Martina
The price is NZ$147
includes taxes & fees
16 Nov - 17 Nov
Clean & Cozy Private- 3 floor_R 4

17. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.8 out of 10, Excellent, (3 reviews)
"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...
United States
Elyse D.
The price is NZ$597
includes taxes & fees
19 Nov - 20 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

18. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (3 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is NZ$1,154
includes taxes & fees
22 Nov - 23 Nov
4-bedroom house in nice Holden with WiFi, AC

19. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is NZ$208
includes taxes & fees
15 Nov - 16 Nov
Clean & Cozy Private- 3 floor_R 3

20. Cozy 3BR Apt | Steps to Clark University

Cozy 3BR Apt | Steps to Clark University
Main South
The price is NZ$704
includes taxes & fees
15 Nov - 16 Nov
Cozy 3BR Apt | Steps to Clark University
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sterling Hotel Reviews

Find out more about Sterling

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sterling holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sterling. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sterling. Seeing all the best attractions is bound to make you fall in love with Sterling. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sterling short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Sterling?

Yes, there are holiday rentals in Sterling close to Davis' Farmland & Mega Maze, or you can select a more secluded option if you're looking for a relaxing stay. Sterling is known for its festivals and golf courses. Make sure you have time to check out the entertainment choices and zoo during your trip.

What are some of the best holiday rentals that Sterling has to offer?

Home Away from Home!: This holiday home rental outside of Sterling offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals will I find in Sterling?

Expedia has 3 holiday rentals for your stay in Sterling.

What’s there to see and do in Sterling?

Explore the area and family-friendly sights such as Great Wolf Lodge Waterpark, or get out into nature at a spot like Tower Hill Botanic Garden. While here, Davis' Farmland & Mega Maze and Mary Had a Little Lamb Statue are other places worth a visit.

What’s a holiday rental in Sterling like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sterling. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.