Sterling vacation rentals

We found 121 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Sterling to find one that's perfect for your trip. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, such as a pool and a washer and dryer. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Sterling

Showing deals for:Nov 21 - Nov 28
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Find out more about Sterling

Find out more about Sterling

Why visit Sterling

  1. Outdoor adventures: Sterling is perfect for skiing, sports, and exploring stunning parks that cater to nature lovers.
  2. Family-friendly activities: Enjoy a variety of attractions suitable for all ages, making it an ideal destination for families.
  3. Historic charm: Discover nearby historic colleges and universities, enriching your cultural experience.
  4. Comfortable accommodations: Choose from cozy cottages, spacious rentals, and comfortable apartments tailored to your needs.
  5. Vibrant neighbourhoods: Explore local areas that offer a sophisticated urban atmosphere, enhancing your vacation experience.

Popular types of accommodation in Sterling

Planning a getaway to Sterling? Exciting choices await you! Explore a variety of houses, charming cottages, and comfortable apartments. Whether you're seeking a cozy apartment home or spacious rental properties, Sterling offers accommodations to suit every traveler's needs. Enjoy amenities that enhance your stay, ensuring a memorable experience. Dive into the beauty of Sterling while enjoying the comfort of your ideal vacation rental!

  • Houses: The top choice for visitors in Sterling, these spacious homes offer comfort and privacy, perfect for families and groups.
  • Apartments: A popular option for those seeking convenience, apartments provide a home-like atmosphere in the heart of Sterling.
  • Cottages: Quaint and charming, cottages are ideal for a cozy retreat, often nestled in nature.
  • Cabins: Rustic and inviting, cabins offer a unique getaway experience surrounded by scenic beauty.
  • Condos: A great blend of amenities and location, condos cater to those looking for a comfortable stay with added facilities.**

Top attractions in Sterling

Sterling, Massachusetts, is an ideal destination for outdoor enthusiasts and families, offering a variety of activities such as skiing and sports. You can explore historic colleges and universities, visit national and state parks, and enjoy entertainment facilities. Whether you're seeking cultural experiences or outdoor adventures, Sterling has something for everyone to make your vacation memorable.

  1. DCU Center: This vibrant arena offers a variety of family-friendly events and entertainment options, making it a great spot for an exciting night out just 19.3km from Sterling.
  2. Tower Hill Botanic Garden: A beautiful outdoor sanctuary located 9.7km away, this garden features stunning landscapes perfect for families, romantic strolls, and nature enthusiasts alike.
  3. Davis' Farmland & Mega Maze: Situated within Sterling, this attraction provides a fun-filled day with farm animals, a massive maze, and engaging activities for all ages.

Things to do recommended for couples

For a romantic getaway in Sterling, explore the breathtaking Wachusett Mountain Ski Area for skiing thrills, or take a scenic ride on the Minuteman Express or Monadnock Triple Ski Lift. Embrace the adventure together and enjoy the stunning winter landscapes that surround you.

Things to do recommended for families

Families visiting Sterling, Massachusetts can enjoy ice skating at the New England Sports Center, explore the fun-filled Apex Entertainment Center arcade, and catch a game at Fuller Field, all offering exciting activities and a lively atmosphere perfect for family bonding.

Things to do recommended for groups

Explore the vibrant Mall at Whitney Field for shopping and entertainment, enjoy a cultural evening at the Hanover Theatre for the Performing Arts, or tee off at Cyprian Keyes Golf Course for a fun outdoor experience—all conveniently located close to Sterling.

What do I need to keep in mind when booking a vacation in Sterling

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Sterling with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Sterling with young kids: Travelling with young children can be quite demanding. It’s important to prioritize their comfort and safety, and seek out amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sterling: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Sterling: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Sterling

Discover the charm of Sterling, Massachusetts, where outdoor adventures and family-friendly vibes await. Experience unforgettable moments with Sterling rentals, and explore nearby vibrant neighbourhoods that offer a sophisticated urban living atmosphere. Enjoy the thrill of skiing, sports, and relaxation, all within walking distance of exciting excursions. Sterling's unique blend of adventure and community spirit makes it an ideal destination for Canadian travellers seeking a memorable vacation.

  • Worcester: Situated 19.3km from Sterling, Worcester is a vibrant city known for its rich cultural scene and family-friendly attractions. Visitors can enjoy an array of entertainment options, including concerts and events at its arena entertainment facility. The city is home to notable landmarks such as historic colleges and universities, which add to its educational charm. Don't miss the opportunity to explore the convention centre and the local stadium, both of which frequently host exciting events and activities.
  • Fitchburg: Located 16.1km from Sterling, Fitchburg offers a perfect blend of adventure and entertainment for families. Known for its outdoor activities, travelers can enjoy skiing in the winter and exploring the water park during the warmer months. The city is home to a popular theme park and various event spaces, making it an excellent destination for both thrill-seekers and those looking to relax. With its scenic views and recreational opportunities, Fitchburg is a delightful getaway.
  • Marlborough: Just 19.3km from Sterling, Marlborough is a vibrant city that caters to families and sports enthusiasts alike. The city features a range of activities, from ice skating to music concerts, providing ample entertainment options. Visitors can explore the local sports facilities and stadiums, which frequently host various athletic events. Marlborough’s blend of educational institutions and recreational venues makes it an ideal spot for a fun-filled day out with the family.

Best time to go to Sterling

If you're planning a trip to Sterling, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.6°F (-3.0°C)Light RainMostly SunnyAverageSlightly Low
February28.0°F (-2.2°C)Light RainMostly SunnyModerately LowSlightly Low
March35.4°F (1.9°C)Light RainMostly SunnyAverageSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
May58.1°F (14.5°C)Light RainMostly SunnyAverageSlightly High
June66.0°F (18.9°C)Light RainMostly SunnyModerately HighAverage
July72.9°F (22.7°C)Light RainMostly SunnyModerately HighAverage
August71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
September63.9°F (17.7°C)Light RainMostly SunnyModerately HighAverage
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November41.2°F (5.1°C)Light RainMostly SunnyModerately LowAverage
December32.9°F (0.5°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay typically leads to significant savings. To discover the perfect Vrbo accommodation that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new journeys, pick up right where you left off, or manage and view your travel arrangements. Any properties you’ve saved or booked previously can now be easily accessed under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting captivating Sterling

The area's festivals and entertainment are just a few of the reasons to vacation in Sterling. Travelers to this relaxing city praise the golfing, zoo and wildlife. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Sterling

Are you looking for attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Sterling a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Davis' Farmland & Mega Maze (1.8 mi / 2.9 km)
  • Nashoba Valley Winery (7.3 mi / 11.8 km)
  • Wachusett Mountain Ski Area (7.7 mi / 12.4 km)
  • Cyprian Keyes (7.7 mi / 12.4 km)
  • Great Wolf Lodge Waterpark (8.9 mi / 14.4 km)
  • Game On Fitchburg (10.3 mi / 16.5 km)

Exploring the natural features in Sterling

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Sterling is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Tower Hill Botanic Garden (5.5 mi / 8.9 km)
  • Wachusett Mountain State Reservation (7.9 mi / 12.7 km)
  • New England Baseball Complex (11.5 mi / 18.5 km)
  • EcoTarium (11.8 mi / 19 km)
  • Lake Chauncy Public Beach (12.8 mi / 20.6 km)
  • Wachusett Meadow Wildlife Sanctuary (7.7 mi / 12.3 km)

Transportation options to and around Sterling

Fly into Worcester, MA (ORH-Worcester Regional), the closest airport, located 12.9 mi (20.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 24.3 mi (39 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Sterling?
Houses are the most popular style of vacation rental in Sterling, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in a variety of shapes and sizes. Browse our many options to find your ideal match.
How much does it cost to rent a vacation rental in Sterling?
Property type, length of stay and time of year are some of the things that can influence the price of a vacation home. Simply click on your travel dates to find your dream escape. From comfy cottages to sprawling villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Sterling?
Prices for beach houses in Sterling may vary depending on the type and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to see your options and prices. From there you can use our filters to tailor your search results by amenities, nearby activities, ratings and more.
What are popular rental amenities in Sterling?
When it comes to rental amenities that guests are looking for in Sterling, a fireplace, a games room and an oven are at the top of the list. With Vrbo vacation rentals, there are choices to suit your taste and style, whether you're on a trip with your partner, your friends or even pets.
What are the top attractions for families in Sterling?
Keeping the kids entertained during your Sterling vacation is a snap with these family-friendly attractions:

  • Polar Express
  • Wachusett Meadow Wildlife Sanctuary
  • Thurstons Beach

How old do you have to be to rent a vacation rental in Sterling?
The minimum required age is generally 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your preferred Sterling stay before booking.
How long can I rent a vacation rental in Sterling for?
The length of time you can rent a vacation rental in Sterling differs according to the property. Simply enter your desired dates to see a list of options offering extended stays. With loads of features like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Sterling.

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