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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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Sterling holiday rentals

A modern kitchen with a marble island, white cabinetry, and pendant lighting.

1. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is AU$1,012
includes taxes & fees
11 Nov - 12 Nov
Entire home in Sterling, Massachusetts, United States
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is AU$166
includes taxes & fees
22 Nov - 23 Nov
Residences at Solomon Pond
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

3. 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, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is AU$690
includes taxes & fees
3 Nov - 4 Nov
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A modern interior with a dining area, a black chair, and a wall-mounted artwork.

4. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is AU$337
includes taxes & fees
9 Nov - 10 Nov
Cozy & Stylish 2-bedroom Home in Leominster
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

5. 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 AU$680
includes taxes & fees
3 Nov - 4 Nov
4-bedroom house in nice Holden with WiFi, AC
A two-story house with a central entrance, a brick foundation, and a large front yard.

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 AU$338
includes taxes & fees
3 Nov - 4 Nov
Angel Sky Challenge
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

7. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is AU$1,038
includes taxes & fees
8 Nov - 9 Nov
The Christmas Cottage, 4BR New England Escape
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

8. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
Worcester Lakefront Cottage Apt w/ Shared Dock!
A modern hotel room with a large flat-screen TV mounted on a wooden wall, a bed with a white comforter, and a carpeted floor.

9. Spacious 2 bedroom sanctuary in the heart of Fitchburg

Spacious 2 bedroom sanctuary in the heart of Fitchburg
Fitchburg
The price is AU$232
includes taxes & fees
4 Nov - 5 Nov
Spacious 2 bedroom sanctuary in the heart of Fitchburg
A modern living room with a sectional sofa, a coffee table, and a patterned rug.

10. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
The price is AU$328
includes taxes & fees
5 Nov - 6 Nov
Fitchburg hideaway Home
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

11. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (19 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
The price is AU$619
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!
A living room with two sofas, a coffee table, and a bookshelf.

12. 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 AU$316
includes taxes & fees
3 Nov - 4 Nov
Heart of Shrewsbury St – 2BR Stay
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

13. 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 AU$152
includes taxes & fees
4 Nov - 5 Nov
Clean & Cozy Private-3 floor_R 2
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

14. 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.
Large 3BD 1st Floor Apartment Minutes from 290
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

15. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveller
The price is AU$468
includes taxes & fees
12 Nov - 13 Nov
Newly Refreshed 3bd Spacious Unit Minutes from 290
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

16. Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Living area

17. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is AU$489
includes taxes & fees
3 Nov - 4 Nov
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

18. 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 AU$463
includes taxes & fees
4 Nov - 5 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A deck with two Adirondack chairs overlooking a lake.

19. Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing

Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
Littleton
The price is AU$768
includes taxes & fees
3 Nov - 4 Nov
Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
A spacious living room with a high ceiling, a wooden floor, a black sofa, a white armchair, a small round table, and a window with curtains.

20. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
The price is AU$432
includes taxes & fees
3 Nov - 4 Nov
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
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

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

8/10 Good
"Slow sink drain. Otherwise enjoyed our stay. Great breakfast offerings. Would stay again if in the area."
Gregory W. 4-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Find out more about Sterling

Everything you need to know about Sterling holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sterling holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sterling holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sterling holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sterling. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sterling holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sterling holiday rentals we have selected for you start as low as AU$152 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sterling rentals

At Expedia, we put the best Sterling holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sterling rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sterling holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sterling. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.