Boston holiday rentals

We found 111 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Boston to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home

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Find the perfect holiday rental for your Boston getaway

Learn about the unique charm of Boston with a stay in a holiday home rental. This city has something for everyone. PPG Paints Arena and PNC Park are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Boston

Are you hoping to find things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Boston a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kennywood (5.7 mi / 9.1 km)
  • Sandcastle Water Park (8.1 mi / 13.1 km)
  • National Aviary (13.8 mi / 22.3 km)
  • Frick Park (9.3 mi / 15 km)
  • Boyce Park Ski Area (11 mi / 17.6 km)
  • Northeast Paddleboard Company (0.4 mi / 0.7 km)

Exploring the natural features in Boston

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Boston is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • PNC Park (13.4 mi / 21.6 km)
  • Schenley Park (10.6 mi / 17.1 km)
  • Phipps Conservatory (11 mi / 17.6 km)
  • Point State Park (13.3 mi / 21.3 km)
  • Round Hill Park (4.8 mi / 7.7 km)
  • Frick Park (9.3 mi / 15 km)

Transport options to and around Boston

Fly into Latrobe, PA (LBE-Arnold Palmer Regional), the closest airport, located 22.2 mi (35.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Pittsburgh International Airport (PIT), which is 26.1 mi (42 km) away.

Frequently asked questions

What is the best area to stay in Boston when booking a holiday rental?
When considering a holiday rental in Boston, Pennsylvania, the most appealing area to stay in is the charming vicinity around the town centre. This area is not only conveniently located but also offers a quaint atmosphere with easy access to local attractions. You'll find a delightful array of properties available, ranging from cosy cottages to more spacious family homes, ensuring a variety of options to suit different preferences.One of the highlights of staying in this neighbourhood is its proximity to the scenic Montour Trail, which is great for outdoor enthusiasts looking to enjoy walking, cycling, or simply soaking in the natural beauty of the region. Additionally, the historic Washington County Courthouse, with its stunning architecture, is a short distance away and adds a touch of local heritage to your visit.The town centre also boasts a number of charming shops and eateries, making it easy to explore the local culture and cuisine.
When is the best time to visit Boston for a holiday rental?
The best time to visit Boston for a holiday rental is during March, when the city begins to shake off the chill of winter and welcomes the first signs of spring. This month presents a delightful opportunity for travellers looking to explore the rich history and vibrant culture of Boston without the overwhelming crowds typical of the peak season, which runs from November to January.March offers mild temperatures, ranging from around 0 to 10 degrees Celsius, making it comfortable for outdoor activities such as walking tours along the Freedom Trail or enjoying the scenic views of Boston Common. As winter transitions into spring, the city's parks and gardens start to bloom, enhancing the picturesque settings for sightseeing and leisurely strolls.For those considering a more budget-friendly option, October is an excellent choice. While it falls into the low season, it still showcases Boston's beautiful autumn foliage. This month allows for a quieter exploration of the city's landmarks and neighbourhoods, as well as opportunities to attend local events without the hustle and bustle of peak tourist traffic.
What are the top attractions in Boston?
In Boston, Pennsylvania, visitors can enjoy a quaint blend of natural beauty and local charm. One of the main attractions is the picturesque Boston Park, which offers lovely walking trails and a serene atmosphere great for picnics. The nearby Yough River is ideal for those who enjoy outdoor activities such as fishing and kayaking, providing a scenic backdrop for a day out.Additionally, the town's historic downtown area features charming shops and local eateries that reflect the community's character. For those interested in history, the nearby Homestead Grays Bridge is top for its historical significance and offers picturesque views.
Are all fees included in the Boston 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 Boston holiday homes with parking?
Stayz offers a wide selection of holiday homes in Boston 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 Boston holiday homes?
You can find great discounts on holiday homes in Boston 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 Boston holiday home booking on Stayz?
To find Boston 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 Boston?
A long-stay holiday home in Boston 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 Boston holiday home?
Book your Boston 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 Boston?
Prices for holiday homes in Boston 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 Boston 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.

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