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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Sterling holiday rentals

A modern kitchen with a large island, white cabinets, and a dining area with a wooden table and chairs.

1. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is HK$2,225
HK$5,509 total
includes taxes & fees
26 Oct - 27 Oct
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, (263 reviews)
"Wonderful!!"
United States
Huynh
The price is HK$910
HK$1,016 total
includes taxes & fees
25 Oct - 26 Oct
Residences at Solomon Pond
A house with a stone wall and a dock extending into a calm body of water.

3. Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (42 reviews)
"Lovely, quiet retreat. Great host, easy check in and out."
United States
Jeff W.
The price is HK$940
HK$3,104 total
includes taxes & fees
25 Oct - 26 Oct
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A bedroom with a bed, a ceiling fan, an air conditioning unit, and a window with curtains.

4. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
Leominster
The price is HK$1,632
HK$1,998 total
includes taxes & fees
26 Oct - 27 Oct
Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

5. 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 HK$1,763
HK$4,023 total
includes taxes & fees
27 Oct - 28 Oct
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A bedroom with a bed, bedside tables, a window with curtains, a ceiling light, and a wardrobe.

6. Fresh & Modern 4BR | 2 Baths + Parking

Fresh & Modern 4BR | 2 Baths + Parking
Fitchburg
Fresh & Modern 4BR | 2 Baths + Parking
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

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 HK$629
HK$899 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private-3 floor_R 2
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

8. 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 HK$1,256
HK$2,030 total
includes taxes & fees
24 Oct - 25 Oct
Angel Sky Challenge
A bedroom with a bed, a nightstand, a ceiling fan, and three windows with blinds.

9. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
The price is HK$1,256
HK$1,885 total
includes taxes & fees
27 Oct - 28 Oct
Fitchburg hideaway Home
A single bed with a quilted mattress, a black metal frame, and a gray blanket. There are two pillows, one striped and one solid. Two framed pictures are hung on the wall above the bed.

10. Warm & Stylish 3BR Retreat | Spacious & Inviting

Warm & Stylish 3BR Retreat | Spacious & Inviting
Fitchburg
Warm & Stylish 3BR Retreat | Spacious & Inviting
A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

11. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is HK$2,743
HK$6,155 total
includes taxes & fees
22 Nov - 23 Nov
The Christmas Cottage, 4BR New England Escape
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

12. 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 HK$753
HK$1,958 total
includes taxes & fees
9 Nov - 10 Nov
Newly Refreshed 3bd Spacious Unit Minutes from 290
A living room with two sofas, a coffee table, and a bookshelf.

13. 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 HK$1,441
HK$1,874 total
includes taxes & fees
27 Oct - 28 Oct
Heart of Shrewsbury St – 2BR Stay
A kitchen with white cabinets, a black faucet, and a dish rack with utensils.

14. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is HK$1,907
HK$4,320 total
includes taxes & fees
27 Oct - 28 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

15. 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 HK$2,605
HK$4,023 total
includes taxes & fees
26 Oct - 27 Oct
4-bedroom house in nice Holden with WiFi, AC
Private kitchen

16. 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 HK$1,501
HK$3,460 total
includes taxes & fees
25 Oct - 26 Oct
Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

17. 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.
The price is HK$1,554
HK$3,251 total
includes taxes & fees
31 Oct - 1 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

18. 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 HK$698
HK$979 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private room - 3 floor_R 1
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
The price is HK$629
HK$899 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private- 3 floor_R 5
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

20. 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 HK$1,048
HK$2,691 total
includes taxes & fees
1 Nov - 2 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
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

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

10/10 Excellent
"It was great"
Lori 3-night trip
Posted 1 hour ago
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

Find out more about Sterling

Search for holiday rentals in Sterling on Expedia! You can easily find your home rentals, villas, holiday apartments in Sterling using one of the methods below:

  • View our selection of featured holiday rentals in Sterling
  • Use the map to find apartments and other holiday homes in the Sterling neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sterling while they last

Look no further and take a look at our great range of rental properties in Sterling!

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.