Boston holiday rentals

We found 63 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. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include parking and a washer and dryer. You're sure to find 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

    Enjoy full kitchens, laundry, pools, gardens and more

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Book a 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. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Boston

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Boston a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kissing Bridge Ski Resort (4.7 mi / 7.6 km)
  • Holland International Speedway (9.5 mi / 15.2 km)
  • Buffalo Ski Club (4 mi / 6.4 km)
  • South Park Golf Course (14.6 mi / 23.5 km)
  • Cazenovia Golf Course (15.4 mi / 24.7 km)
  • Marilla Country Store (17.3 mi / 27.8 km)

Exploring the natural landscape of Boston

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Boston is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Eternal Flame Falls (5 mi / 8 km)
  • Chestnut Ridge Park (6.1 mi / 9.9 km)
  • Sprague Brook County Park (6.3 mi / 10.1 km)
  • Buffalo and Erie County Botanical Gardens (14.5 mi / 23.3 km)
  • Evangola State Park (18.6 mi / 29.9 km)
  • Orchard Acres Park (11.2 mi / 18 km)

Transport to and around Boston

Fly into Buffalo, NY (BUF-Buffalo Niagara Intl.), the closest airport, located 21.1 mi (33.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Olean, NY (OLE-Cattaraugus County), which is 32.6 mi (52.4 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, New York, the best area to stay in is the vibrant and historic neighbourhood known as Boston's West End. This area is not only rich in history but also boasts a charming blend of residential and commercial spaces. You'll find a delightful array of properties available, ranging from cosy apartments to more spacious rooms, making it suitable for various preferences and group sizes.One of the top attractions in the West End is the renowned TD Garden, which hosts a variety of events, including concerts and sporting events, making it a lively hub of activity. Additionally, the beautiful Boston Common is just a short distance away, offering expansive green spaces great for leisurely strolls, picnics, or simply enjoying the outdoors.Another appealing neighbourhood to consider is the North End, famous for its Italian heritage and delightful eateries. Here, you can immerse yourself in the culinary scene, with numerous restaurants and cafés offering authentic Italian cuisine. The North End is also home to the historic Paul Revere House and the stunning Old North Church, both of which are must-visit sites that provide insight into the area's rich past.
When is the best time to visit Boston for a holiday rental?
September is widely regarded as the best time to visit Boston for a holiday rental, as it marks the transition from the bustling summer months into a more pleasant autumn atmosphere. The peak season runs from July to September, when the city is alive with tourists eager to explore its rich history, vibrant culture, and stunning waterfront.During this time, visitors can enjoy comfortable temperatures ranging from 15 to 25 degrees Celsius, great for outdoor activities and sightseeing. With the summer crowds beginning to thin out in September, you'll find it easier to navigate popular attractions such as the Freedom Trail, Boston Common, and the historic North End.For those seeking a more budget-friendly option, November presents a wonderful opportunity to experience Boston's charm without the high tourist traffic. While the weather may be cooler, averaging around 5 to 12 degrees Celsius, the city offers a cozy atmosphere, and visitors can enjoy the beauty of the fall foliage in local parks and along the Charles River.Ultimately, the best time to visit Boston depends on your preferences—whether you crave the vibrant energy of summer or the tranquil beauty of autumn.
What are the top attractions in Boston?
In Boston, visitors can experience firsthand the rich history and vibrant culture of the city. The Freedom Trail is a must-see, guiding tourists through historic sites such as the Massachusetts State House and Paul Revere's House, all situated in the heart of downtown. The North End, renowned for its Italian heritage, offers a lot of delightful eateries and the beautiful Old North Church, adding to the area's charm.For those interested in the arts, the Museum of Fine Arts and the Isabella Stewart Gardner Museum in the Fenway-Kenmore neighbourhood showcase impressive collections and stunning architecture. The historic Boston Common, a large public park, provides a scenic space for leisurely strolls and picnics, while nearby Beacon Hill enchants with its cobblestone streets and gas-lit lamps.Sports enthusiasts can catch a game at Fenway Park, home of the Boston Red Sox, located in the Fenway-Kenmore area, where the energy of game days adds to the local atmosphere.
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.