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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Our top choices for Sterling vacation rentals

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
United States
Moose C.
$540 nightly
The price is $586
Jul 7 - Jul 8
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (249 reviews)
"Excellent stay, clean and very kind"
United States
Michael
$129 nightly
The price is $144
Aug 1 - Aug 2
Total with taxes and fees
Residences at Solomon Pond

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
$415 nightly
The price is $450
Jul 6 - Jul 7
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
$367 nightly
The price is $388
Jul 6 - Jul 7
Total with taxes and fees
Enjoy your stay in an antique home in an antique toy museum!

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
$395 nightly
The price is $452
Jul 19 - Jul 20
Total with taxes and fees
Lakefront Cottage 2 Mi to Palladium in Worcester!

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
$278 nightly
The price is $294
Jul 14 - Jul 15
Total with taxes and fees
Charming 3-bedroom house in delightful Ashland for your getaway

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
8.0 out of 10, Very Good, (5 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
$450 nightly
The price is $488
Jul 6 - Jul 7
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

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
$241 nightly
The price is $275
Jul 6 - Jul 7
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (25 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
$307 nightly
The price is $343
Jul 27 - Jul 28
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
$1,125 nightly
The price is $1,221
Jul 6 - Jul 7
Total with taxes and fees
2 Cabins & Sauna on Lake Monomonac

A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
$1,455 nightly
The price is $1,625
Jul 7 - Jul 8
Total with taxes and fees
A Quintessential New England Historical Guesthouse

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

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
$399 nightly
The price is $422
Jul 6 - Jul 7
Total with taxes and fees
12B-Cozy 3BR Apartment with Koi Pond in Worcester

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"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.
$188 nightly
The price is $189
Jul 7 - Jul 8
Total with taxes and fees
Cottage by the Castle – Downtown Spencer

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.8 out of 10, Exceptional, (17 reviews)
"Great host! Easy to contact via text. Home was clean and perfect for my family!"
United States
Michael B.
$403 nightly
The price is $458
Jul 19 - Jul 20
Total with taxes and fees
Lakefront Cottage 2 Mi to Palladium in Worcester!

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (11 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$299 nightly
The price is $333
Jul 14 - Jul 15
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (25 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
$781 nightly
The price is $826
Jul 28 - Jul 29
Total with taxes and fees
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
$211 nightly
The price is $236
Jul 20 - Jul 21
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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, (4 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
$340 nightly
The price is $389
Jul 6 - Jul 7
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (2 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
$490 nightly
The price is $548
Jul 13 - Jul 14
Total with taxes and fees
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
$337 nightly
The price is $386
Jul 26 - Jul 27
Total with taxes and fees
Beautiful Worcester Downtown King Bd/Office World Cup 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

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 $144 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?

Charming 3-bedroom house in delightful Ashland for your getaway: This vacation home rental near Sterling comes with laundry facilities so you can feel at home during your trip.

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.