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

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Sterling vacation rentals

Game room

1. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ￥44,212
￥114,709 total
includes taxes & fees
Oct 12 - Oct 13
Entire home in Sterling, Massachusetts, United States
Interior

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
The price is ￥15,088
￥16,853 total
includes taxes & fees
Sep 20 - Sep 21
Residences at Solomon Pond
Smart TV

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 ￥35,089
￥79,893 total
includes taxes & fees
Sep 20 - Sep 21
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
2 bedrooms, WiFi (free)

4. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is ￥23,720
￥44,960 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Private kitchen

5. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is ￥44,212
￥100,469 total
includes taxes & fees
Oct 7 - Oct 8
Modern Farmhouse Close to Mt. Wachusett
Coffee/tea maker, fridge, microwave, oven

6. Sakura House: Spacious 4BR w/ Gym & Premium Design

Sakura House: Spacious 4BR w/ Gym & Premium Design
Northborough
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable stay. Highly recommend it."
United States
Susmitha R.
The price is ￥64,304
￥131,054 total
includes taxes & fees
Oct 4 - Oct 5
Sakura House: Spacious 4BR w/ Gym & Premium Design
Exterior

7. 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)
"Very clean and tidy!Tyler was great - even accommodated last minute to add our dogs to the booking!Would definitely stay again!"
United States
Christina C.
The price is ￥24,952
￥69,457 total
includes taxes & fees
Sep 22 - Sep 23
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
House (3 Bedrooms) | Interior

8. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
3.0 star property
Shirley
The price is ￥47,253
￥100,359 total
includes taxes & fees
Sep 24 - Sep 25
Serene & Sleek Family Retreat w/ Office in Shirley
Smart TV

9. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (54 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is ￥25,124
￥46,355 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Private kitchen

10. 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, (2 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 ￥58,481
￥87,364 total
includes taxes & fees
Sep 20 - Sep 21
4-bedroom house in nice Holden with WiFi, AC
TV, fireplace

11. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
Shirley
The price is ￥38,520
￥99,727 total
includes taxes & fees
Sep 24 - Sep 25
Serene & Sleek Family Retreat w/ Office in Shirley
Coffee/tea maker, fridge, microwave, oven

12. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (19 reviews)
"Perfect location"
United States
Harmony F.
The price is ￥42,886
￥80,141 total
includes taxes & fees
Sep 21 - Sep 22
Spacious 4-bedroom with four and half bathrooms
Interior

13. 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 ￥24,952
￥40,338 total
includes taxes & fees
Sep 20 - Sep 21
Angel Sky Challenge
Property grounds

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

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is ￥63,316
￥120,121 total
includes taxes & fees
Oct 13 - Oct 14
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Exterior

15. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is ￥35,689
￥40,634 total
includes taxes & fees
Sep 30 - Oct 1
Cottage by the Castle – Downtown Spencer
Smart TV, DVD player, books

16. 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 ￥28,632
￥37,234 total
includes taxes & fees
Sep 22 - Sep 23
Heart of Shrewsbury St – 2BR Stay
TV

17. 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 ￥21,053
￥46,585 total
includes taxes & fees
Sep 24 - Sep 25
Large 3BD 1st Floor Apartment Minutes from 290
Dining

18. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.8 out of 10, Exceptional, (6 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is ￥24,952
￥57,694 total
includes taxes & fees
Sep 20 - Sep 21
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Smart TV

19. 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 ￥21,474
￥58,309 total
includes taxes & fees
Sep 24 - Sep 25
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
3 bedrooms, WiFi

20. 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 ￥20,274
￥45,694 total
includes taxes & fees
Sep 24 - Sep 25
Newly Refreshed 3bd Spacious Unit Minutes from 290
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

8/10 Good
"It’s one of the better hotels in this price range. The decor was weird but the rooms were clean and comfortable."
Vijayalakshmi 5-night trip
Posted 4 hours 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 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.