Sterling holiday rentals

We found 125 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Sterling to find one that's perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Why people love visiting captivating Sterling

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

Activities and attractions in and around Sterling

Do you want to discover top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Sterling a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Butternut Farm Golf Club (12.5 mi / 20.2 km)

Exploring the natural features in Sterling

Whether you're an adventurous traveller or just want to take in the scenery, Sterling is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Tower Hill Botanic Garden (5.5 mi / 8.9 km)
  • New England Baseball Complex (11.5 mi / 18.5 km)
  • EcoTarium (11.8 mi / 19 km)
  • Elm Park (12 mi / 19.2 km)
  • Indian Lake (10 mi / 16.1 km)
  • Regatta Point Park (11.1 mi / 17.8 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you could also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 24.3 mi (39 km) away.

Frequently asked questions

What is the best area to stay in Sterling when booking a holiday rental?
When considering a holiday rental in Sterling, Massachusetts, a popular area to stay is near the charming centre of town, which offers a delightful blend of local amenities and scenic surroundings. This area is not only convenient for accessing essential services but also provides a warm, community atmosphere that visitors often appreciate.Just a short drive away, you can explore the stunning Wachusett Reservoir, a great spot for outdoor enthusiasts who enjoy hiking, birdwatching, or simply taking in the beautiful views. Another great attraction is the nearby Wachusett Mountain State Reservation, which offers a range of recreational activities year-round, from skiing in the winter to hiking in the summer.In terms of accommodation, Sterling features a variety of properties, ranging from quaint cottages to spacious family homes, suiting different preferences and group sizes.
What is the most popular type of holiday rental accomodation in Sterling?
In Sterling, holiday houses and cottages are the most popular types of holiday rentals, with several options available throughout the area. These properties often feature spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios for enjoying the lovely New England landscape. Many of these rentals provide a cozy feel, making them ideal for families or groups seeking a relaxing retreat.
Are there any family house rentals in Sterling?
In Sterling, Massachusetts, there are several family-friendly house rentals available, making it a wonderful choice for those travelling with children. The area offers spacious homes, often featuring multiple bedrooms, full kitchens for preparing family meals, and inviting living rooms for relaxation after a day of exploring. Many properties also have outdoor spaces, where kids can play and families can enjoy barbecues or simply unwind in the fresh air.Located nearby, visitors can explore scenic spots such as the Wachusett Mountain State Reservation, superb for hiking and enjoying nature. Additionally, Sterling is conveniently situated close to attractions like the EcoTarium in Worcester, which provides interactive exhibits and educational experiences for children and adults alike.
Are there any remote work holiday rentals in Sterling?
In Sterling, Massachusetts, there are several remote work holiday rentals available, making it a great choice for those who need to balance work and leisure. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks, and additional features like computer monitors and printers to facilitate a productive environment.Visitors can expect a comfortable setting with spacious living areas that allow for both relaxation and focus. The town's picturesque surroundings provide a pleasant backdrop for breaks, with opportunities for outdoor activities in the nearby parks and nature reserves. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Sterling?
In Sterling, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, adding a homely touch to their stay. Many properties also feature fireplaces, providing a warm and inviting atmosphere, especially during the cooler months. For entertainment, some rentals offer an arcade game room, superb for both children and adults looking to unwind. Additionally, guests can find books available for leisurely reading, and many rentals come equipped with a desk, accommodating those who may need to catch up on work or enjoy some quiet time.
When is the best time to visit Sterling for a holiday rental?
The best time to visit Sterling for a holiday rental is during the peak season from July to September. This summer period attracts a bustling crowd of holidaymakers eager to immerse themselves in outdoor activities and local events. With warm temperatures averaging around 25 to 30 degrees Celsius, it's an ideal time for travellers to enjoy everything Sterling has to offer.July stands out as the most popular month, bringing with it vibrant community events and festivals, which create a lively option throughout the town. Visitors can partake in activities such as hiking in the nearby Wachusett Mountain State Reservation or enjoying leisurely afternoons by the local lakes.For those seeking more budget-friendly options, consider planning your visit in December. While this month may be less crowded, it offers a unique charm with festive decorations and winter activities, such as snowshoeing or enjoying the cosy ambiance of local cafés.Ultimately, your choice of when to visit Sterling will depend on whether you prefer the vibrant summer energy with its array of outdoor adventures or the quieter, festive spirit of winter.
What are the top attractions in Sterling?
In Sterling, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The town is home to the picturesque Wachusett Reservoir, which offers scenic views and opportunities for outdoor activities such as hiking, fishing, and birdwatching. Nearby, the Wachusett Mountain State Reservation features trails for hiking and mountain biking, along with seasonal skiing and snowboarding options during the winter months.For those interested in history, the Sterling Historical Society provides insights into the town's past, while the nearby Old Stone Church in West Boylston is a beautiful spot for photography and reflection, showcasing the ruins of a 19th-century church set against a tranquil backdrop. Additionally, the local farmers' market is a great place to experience the community's agricultural offerings and pick up fresh produce and handmade goods.
Are all fees included in the Sterling holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Sterling holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sterling with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Sterling holiday homes?
You can find great discounts on holiday homes in Sterling on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Sterling holiday home booking on Stayz?
To find Sterling holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Sterling?
A long-stay holiday home in Sterling is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Sterling holiday home?
Book your Sterling holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Sterling?
Prices for holiday homes in Sterling vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Sterling to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.