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

Sterling Vacation Rentals

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Check prices for these dates

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

Our top choices for Sterling vacation 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 ￥44,762
￥107,670 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥17,012
￥19,003 total
includes taxes & fees
Nov 4 - Nov 5
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, (39 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is ￥35,451
￥77,261 total
includes taxes & fees
Nov 12 - Nov 13
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 ￥31,420
￥37,211 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥59,085
￥84,269 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥25,210
￥38,951 total
includes taxes & fees
Nov 5 - Nov 6
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 ￥55,146
￥117,578 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is ￥35,293
￥71,277 total
includes taxes & fees
Nov 22 - Nov 23
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 ￥19,569
￥25,378 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥25,210
￥36,080 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥27,731
￥69,067 total
includes taxes & fees
Nov 22 - Nov 23
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 ￥29,353
￥36,300 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥12,621
￥16,609 total
includes taxes & fees
Nov 5 - Nov 6
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 traveler
The price is ￥27,573
￥52,477 total
includes taxes & fees
Nov 12 - Nov 13
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
Interior

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 ￥21,806
￥55,973 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥21,617
￥51,971 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥49,631
￥85,709 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥42,384
￥52,296 total
includes taxes & fees
Nov 6 - Nov 7
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

Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

10/10 Excellent
"Plenty of parking, staff is super nice, and rooms are really clean."
Sierra 14-night trip
Posted 8 hours ago
Red Roof Inn PLUS+ Boston - Framingham

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 vacation rental in Sterling?

Yes, there are vacation rentals in Sterling near Davis' Farmland & Mega Maze, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals in Sterling?

Home Away from Home!: Located near Sterling, this vacation home rental 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals will I find in Sterling?

Expedia has 3 vacation 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 vacation rental in Sterling like?

A vacation rental is a private property you can book for a long or short time in Sterling. Vacation rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family gatherings.