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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Sterling vacation rentals

A modern kitchen with a marble island, stainless steel appliances, and bar stools.

1. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$631 nightly
The price is $704
Oct 6 - Oct 7
Total with taxes and fees
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, (253 reviews)
"Wonderful!!"
United States
Huynh
$90 nightly
The price is $100
Oct 29 - Oct 30
Total with taxes and fees
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
$496 nightly
The price is $544
Oct 22 - Oct 23
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A lakeside cabin with a dock, a boat, and a second-story deck.

4. Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay with our family."
United States
Sherri P.
$432 nightly
The price is $474
Oct 8 - Oct 9
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
A house with a stone wall and a dock extending into a calm body of water.

5. 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.
$455 nightly
The price is $499
Oct 15 - Oct 16
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A modern kitchen with a marble countertop, stainless steel sink, and a dining area with a green sofa and a plant.

6. Fitchburg quiet side modern 2BD.

Fitchburg quiet side modern 2BD.
Fitchburg
9.8 out of 10, Exceptional, (7 reviews)
"The apartment was very well and thoughtfully appointed. There were four adults in our party, and there was plenty of room. There is a full kitchen and a washer and dryer furnished. Two TVs. The lounging area, fire pit, and grill area were very nice places to sit and relax, with a privacy fence all around. The owners (or managers?) were very responsive and helpful. It is an upstairs apartment, but two of our party were in our 70s and 80s, and had no problems with it. Would highly recommend!!"
United States
Roberta
$274 nightly
The price is $293
Oct 21 - Oct 22
Total with taxes and fees
Fitchburg quiet side modern 2BD.
A living room with a sofa, a clock, a floor lamp, and a rug.

7. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
$266 nightly
The price is $297
Oct 13 - Oct 14
Total with taxes and fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

8. 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.
$534 nightly
The price is $564
Nov 1 - Nov 2
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

9. 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.
$229 nightly
The price is $262
Oct 6 - Oct 7
Total with taxes and fees
Angel Sky Challenge
A bedroom with a bed, a nightstand, a ceiling fan, and three windows with blinds.

10. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
$215 nightly
The price is $240
Oct 27 - Oct 28
Total with taxes and fees
Fitchburg hideaway Home
A two-story residential building with a front porch, a satellite dish, and a small front yard.

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

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
$515 nightly
The price is $589
Oct 13 - Oct 14
Total with taxes and fees
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
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
$210 nightly
The price is $240
Oct 6 - Oct 7
Total with taxes and fees
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
8.0 out of 10, Very good, (1 review)
$100 nightly
The price is $115
Oct 6 - Oct 7
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
Living area

14. 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.
$343 nightly
The price is $393
Oct 6 - Oct 7
Total with taxes and fees
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.

15. 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
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
$305 nightly
The price is $349
Nov 1 - Nov 2
Total with taxes and fees
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

16. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"10/10 great place to stay"
United States
Tyler B.
$451 nightly
The price is $516
Oct 6 - Oct 7
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

17. 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, (7 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
$386 nightly
The price is $408
Oct 6 - Oct 7
Total with taxes and fees
12B-Cozy 3BR Apartment with Koi Pond in Worcester
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

18. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
$187 nightly
The price is $214
Oct 6 - Oct 7
Total with taxes and fees
Game Room + Bar Lounge, 35 Min to Boston
The Cottage is nestled next to the historic Sagendorph Mansion.

19. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
$261 nightly
The price is $263
Oct 12 - Oct 13
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
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

enVision Hotel Worcester Downtown

enVision Hotel Worcester Downtown

10/10 Excellent
"Other than this hotel not having a phone in the room…. And a broken hvac in our room the Mgr at front desk was very nice and helpful while accommodating."
Diane 1-night trip
Posted 6 hours ago
enVision Hotel Worcester Downtown

Find out more about Sterling

Everything you need to know about Sterling vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sterling vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sterling vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sterling in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sterling rentals

At Expedia, we put the best Sterling vacation 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 vacation.

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 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.