Sterling holiday lettings

We found 122 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.

Holiday rentals with weekly discounts - Sterling

Showing deals for:14 Nov - 21 Nov

Image gallery for Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Exterior
9.6 out of 10 rating
Exceptional
(26 reviews)

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster, MA

7% off
Price is £1,224
£175 per night
includes taxes & fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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Find out more about Sterling

Find out more about Sterling

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:

  • 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 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)
  • 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)

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 town centre. This location offers a delightful blend of convenience and rustic charm, making it ideal for visitors looking to immerse themselves in the local culture. The town centre features a selection of quaint shops and eateries, and you'll be just a short drive from stunning natural attractions like Wachusett Mountain State Reservation, superb for hiking and outdoor activities.

Another excellent choice is the area surrounding Lake Waushacum. This picturesque setting not only provides opportunities for swimming, fishing, and boating but also offers a relaxing atmosphere for leisurely strolls along the water's edge. The proximity to the lake enhances the appeal of this area, with several holiday rentals available that boast lovely views and easy access to outdoor recreation.
How much does it cost to rent a holiday home in Sterling?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sterling to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sterling holiday house rentals?
You can find great discounts on house rentals in Sterling on Vrbo, 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.
What is the most popular type of holiday rental accomodation in Sterling?
In Sterling, cottages and holiday houses are the most popular types of holiday rental accommodations, with several available throughout the area. These rentals are typically situated in tranquil neighbourhoods, providing a peaceful retreat for visitors. Most cottages come equipped with fully functional kitchens, comfortable living areas, and often outdoor spaces such as decks or gardens, great for enjoying the natural surroundings. Holiday houses tend to offer more spacious layouts, accommodating families or groups with multiple bedrooms and larger living spaces.
Are there any family house rentals in Sterling?
In Sterling, Massachusetts, there are several family-friendly house rentals available, making it an inviting destination for those travelling with children. The town is surrounded by natural beauty, with access to scenic parks and outdoor recreational areas. Many properties in this locale typically feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.
Can I find long-stay holiday rentals in Sterling?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Sterling?
In Sterling, Massachusetts, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated desks, and laptop workspaces, ensuring a productive environment. Some may even feature additional setups like computer stations and monitors for enhanced convenience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sterling holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Sterling?
In Sterling, popular holiday rental amenities include fully equipped kitchens, which often feature essential appliances such as refrigerators, microwaves, and dishwashers. Many rentals come with cookware, dishware, and utensils, allowing guests to prepare their own meals during their stay. These amenities provide a comfortable and convenient home-like experience for travellers exploring the local area.
When is the best time to visit Sterling for a holiday rental?
July is the most popular time to visit Sterling, Massachusetts, as the warm summer months bring a vibrant energy to the area. From July to September, visitors flock to enjoy the array of outdoor activities, local festivals, and charming community events that define this lively season. With temperatures typically hovering in the mid to high 20s Celsius, it's superb for exploring the scenic landscapes or enjoying leisurely picnics in one of the local parks.

During this peak season, Sterling offers plenty of opportunities for outdoor enthusiasts, whether you're hiking through the picturesque trails of nearby Wachusett Mountain or enjoying the local farmers' markets. The community spirit is palpable, making it an excellent time for families and friends to gather and create lasting memories.

If you're considering a visit that's easier on the wallet, December presents a unique charm as the low season. It's cooler, with temperatures dropping to around 0 to 5 degrees Celsius, the festive atmosphere and seasonal decorations offer a delightful experience. You can enjoy the beauty of Sterling's winter landscape and perhaps even partake in local holiday events.
How early should I book a Sterling holiday rental?
Book your Sterling holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Sterling home rental booking on Vrbo?
To find Sterling holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Sterling holiday rental prices shown on Vrbo?
Vrbo 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.

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