Boston holiday lettings

We found 3,071 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Boston by choosing from 665 houses, 1470 apartments and other holiday rentals. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Boston (and vicinity)

Showing deals for:13 Mar - 20 Mar

Image gallery for Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

Living Room
10 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)

Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

Boston, MA

8% off
Price is £4,242
for 7 nights, 1 apartment
£606 per night
includes taxes & fees
Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

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Why visit Boston

  • Rich historical heritage: Explore Boston's iconic sites, including the Freedom Trail and historic colleges like Harvard.
  • Charming neighbourhoods: Wander through picturesque areas like Beacon Hill, filled with cobblestone streets and period architecture.
  • Beautiful parks and beaches: Enjoy the natural beauty at Boston Common and Carson Beach for outdoor activities.
  • Cultural vibrancy: Experience the lively arts scene, museums, and diverse culinary offerings throughout the city.
  • Convenient accommodation: Choose from a variety of options, including private homes, apartments, and stylish condos.

Popular types of accommodation in Boston

If you're contemplating a stay in Boston, you needn't worry about accommodation options. Our most popular choices include private holiday homes, inviting apartments, and stylish condos. Whether you're searching for a spacious bedroom apartment, convenient house rentals, or various lettings, we offer a range of rental options in Boston to suit your needs. Enjoy your stay with the comfort and flexibility that our diverse offerings provide.

  • Houses: The top choice for visitors to Boston, these homes offer spacious and comfortable living, perfect for families or groups.
  • Apartments: A popular option, apartments provide a convenient and self-sufficient stay, ideal for those wanting to explore the city.
  • Condos: These modern dwellings rank third and often feature amenities like pools and gyms for a relaxing experience.
  • Cottages: Quaint and charming, cottages offer a cosy atmosphere for a peaceful retreat.
  • House Boats: A unique stay on the water, house boats provide an adventurous twist to your accommodation.**

Top attractions in Boston

Boston offers a delightful blend of city and cultural experiences, making it perfect for family holidays. Visitors can explore a variety of attractions, including historic colleges, urban parks, and beautiful beaches, which cater to those seeking outdoor adventures and cultural enrichment. Whether travelling alone, as a couple, or with family, Boston promises a memorable getaway filled with diverse points of interest.

  • Fenway Park: A historic sports stadium, Fenway Park is a must-visit for sports enthusiasts. Known for its charming old-world atmosphere, it offers an immersive experience into American baseball culture.
  • TD Garden: This premier event venue hosts a variety of events, from concerts to sports. Its modern facilities and vibrant energy make it a hub for entertainment and business gatherings.
  • Harvard University: Renowned for its academic excellence, Harvard offers stunning architecture and rich history. A walk through its campus provides a glimpse into the legacy of one of the world's most prestigious institutions.

Things to do recommended for couples

Seeking a romantic getaway in Boston? Enjoy a lively evening at the House of Blues, embrace the thrill of skiing at Blue Hills, or indulge in luxury at the Country Club of Billerica. Each experience promises to create unforgettable memories for you and your partner.

Things to do recommended for families

Your family will have a splendid time at Gillette Stadium, soaking in the sports atmosphere. The Water Park of New England offers thrilling aquatic adventures, while LEGOLAND® Discovery Center promises fun-filled experiences for all ages. Enjoy a memorable holiday in vibrant Boston!

Things to do recommended for groups

Explore the vibrant atmosphere of Harvard Square for shopping and dining, experience thrilling motorsport at F1 Boston, or enjoy a captivating performance at the historic Wilbur Theatre. These activities promise a blend of culture, adventure, and entertainment for your group in Boston.

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

If you're planning a trip with friends, family, pets, or are considering an extended stay, it's essential to prioritise your preferences when searching. Here are some helpful booking tips for using Vrbo.

  • Traveling to Boston with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Boston with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Boston: For many, a family holiday wouldn’t be the same without their beloved pet by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Boston: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to consider adding amenities such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Boston

Boston offers a captivating blend of history and urban life, perfect for families and culture enthusiasts alike. Explore the charming streets of Beacon Hill, soak up the natural beauty at Carson Beach, and immerse yourself in the vibrant atmosphere of the city's diverse neighbourhoods. With its rich heritage and friendly locals, Boston is a delightful destination that promises an unforgettable travel experience.

  • Downtown Boston: Located at the heart of the city, Downtown Boston is a vibrant neighbourhood that offers an array of experiences for visitors. Known for its rich history and modern amenities, it is a hub for education, shopping, and entertainment. Whether you're exploring the historic Freedom Trail or indulging in retail therapy at the renowned shopping malls, there’s something for everyone. You will find iconic landmarks such as Fenway Park and the Boston Convention and Exhibition Center nearby, making it an ideal spot for families and culture enthusiasts alike.
  • Salem: Famous for its witch trials and maritime history, Salem is a charming city just a short train ride from Boston. This culturally rich destination offers a unique blend of outdoor activities and educational experiences. Visitors can explore the numerous museums, including the Peabody Essex Museum, or relax on the picturesque beaches. Salem’s vibrant arts scene, including music concerts and local festivals, adds to its appeal, making it a delightful day trip for families and culture seekers alike.
  • Cambridge: Home to prestigious institutions like Harvard University and MIT, Cambridge is a city brimming with academic and cultural vibrancy. It’s an ideal location for those seeking a city-themed experience, with its historic colleges, eclectic shops, and lively atmosphere. Visitors can enjoy a leisurely stroll along the Charles River, visit the historic stadiums, or immerse themselves in local art and history at various galleries. Cambridge offers a perfect blend of family-friendly activities and cultural exploration, ensuring a memorable visit.

Best time to go to Boston

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnyLowSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyLowSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyHighSlightly High
July73.6°F (23.1°C)Light RainMostly SunnyHighSlightly High
August72.7°F (22.6°C)Light RainMostly SunnyHighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area where you can effortlessly plan new trips, continue from where you last stopped, or manage your travel arrangements. You’ll discover your saved or booked properties neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical city of Boston awaits you

Come and experience Boston and its history, museums and architecture. Travellers to this cosmopolitan city praise the university setting, sporting events and local tours. Fenway Park and TD Garden are just a couple of the must-see attractions. 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 Boston

Do you want to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Boston a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (0.5 mi / 0.8 km)
  • Boston Marathon Finish Line (1.2 mi / 1.9 km)
  • Harpoon Brewery (1.5 mi / 2.4 km)
  • The Fens (2.5 mi / 3.9 km)
  • Encore Boston Harbor (2.5 mi / 4.1 km)
  • Samuel Adams Brewery (3.8 mi / 6.1 km)

Exploring the natural landscape of Boston

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Boston. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (0.4 mi / 0.7 km)
  • Copley Square (1.1 mi / 1.7 km)
  • Rose Fitzgerald Kennedy Greenway (0.4 mi / 0.6 km)
  • Washington Monument (0.5 mi / 0.8 km)
  • Boston Harbor (0.6 mi / 0.9 km)
  • Boston Public Garden (0.6 mi / 1 km)

Transport to and around Boston

Fly into Boston, MA (BNH-Boston Harbor Seaplane Base), the closest airport, located 1.6 mi (2.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Logan International Airport (BOS), which is 2.2 mi (3.5 km) away.

If you're travelling by train, North Station, South Station and Back Bay Station are the main stations in the city. You can see more of Boston by jumping on the metro at Government Center Station, State St. Station or Bowdoin Station.

Frequently asked questions

What is the best area to stay in Boston when booking a holiday rental?
When considering a holiday rental in Boston, the Back Bay area stands out as an exceptional choice. This vibrant neighbourhood is renowned for its stunning Victorian brownstones, tree-lined streets, and an abundance of shopping and dining options. One of the top attractions in Back Bay is the iconic Prudential Tower, which offers breathtaking views of the city from its observation deck. Additionally, the Boston Public Library, an architectural gem, provides a serene atmosphere for book lovers and history enthusiasts alike.

Another excellent option is the North End, famous for its rich Italian heritage and delightful culinary scene. Here, visitors can indulge in authentic Italian cuisine while exploring narrow streets that echo with history. The North End is home to the historic Paul Revere House and the beautiful Old North Church, both of which are must-visit sites for anyone interested in America's revolutionary past.

For those who prefer a more contemporary urban vibe, the Seaport District is ideal. This waterfront area has seen substantial development and offers a mix of modern architecture, trendy restaurants, and cultural attractions like the Institute of Contemporary Art. With its scenic waterfront views and proximity to the historic district, the Seaport provides a unique blend of the old and the new.
How much does it cost to rent a holiday home in Boston?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Boston 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 Boston holiday house rentals?
You can find great discounts on house rentals in Boston 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.
Where are the best areas for renting a beach house in Boston?
For renting a beach house in Boston, Massachusetts, travellers should consider the picturesque neighbourhood of South Boston, particularly along the waterfront at Carson Beach and M Street Beach. This area features a variety of holiday rentals, from modern condos to charming beach houses, many of which come equipped with amenities such as private balconies with ocean views, outdoor grilling areas, and easy access to nearby parks and walking paths.

Another excellent option is the neighbourhood of Winthrop, located just across the harbour from downtown Boston. Here, visitors can find lovely seaside homes that often boast features like spacious decks, direct beach access, and fully equipped kitchens, great for enjoying meals while overlooking the water. The local beach at Winthrop is family-friendly and offers a relaxed atmosphere away from the hustle and bustle of the city. Find your rental near the beach in Boston.
Are there any houseboat rentals in Boston?
In Boston, houseboat rentals are quite unique, with about 14 options available along the picturesque waterfront. These rentals are primarily located in vibrant neighbourhoods such as the Seaport District and Charlestown, offering easy access to local attractions like the Boston Tea Party Ships and Museum and the historic USS Constitution. Most houseboats provide essential amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks for enjoying views of the harbour. See all houseboats in Boston.
What is the most popular type of holiday rental accomodation in Boston?
In Boston, apartments are the most popular type of holiday rental, with around 1,689 available throughout the city. These apartments are often situated in vibrant neighbourhoods such as Back Bay and the North End, allowing easy access to iconic landmarks like the Freedom Trail and Boston Common. Most apartments come equipped with modern amenities, including fully fitted kitchens, comfortable living areas, and some even offer in-unit laundry facilities.
Are there any family house rentals in Boston?
In Boston, there is a wealth of family-friendly house rentals available, with around 1,250 options scattered throughout the city. Neighbourhoods such as Beacon Hill and Back Bay offer charming homes that are great for families. Properties in Beacon Hill often feature spacious living rooms, well-equipped kitchens, and lovely outdoor spaces, ideal for both relaxation and play. The area is within walking distance to the Boston Common, where children can enjoy playgrounds and open green spaces.

Meanwhile, Back Bay boasts larger family homes that may include amenities such as multiple bedrooms, dining areas for family meals, and sometimes even private gardens. This neighbourhood is also close to attractions like the Boston Public Library and the picturesque Charles River Esplanade, great for family outings and leisurely strolls.
Can I rent a holiday home with a pool or hot tub in Boston?
In Boston, there are a considerable number of holiday homes available for rent featuring pools and hot tubs, with around 280 options to choose from. The city is rich in history and culture, making it a fascinating place to stay. Many of these properties can be found in popular neighbourhoods such as Back Bay, known for its picturesque brownstones and proximity to shopping and dining, as well as South End, which boasts a vibrant arts scene and beautiful parks.
Can I find long-stay holiday rentals in Boston?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Boston?
In Boston, travellers will find an abundance of pet-friendly house rentals available across various neighbourhoods, with approximately 1,491 options to choose from. The Back Bay area is particularly popular, offering elegant brownstone homes equipped with modern amenities such as fully stocked kitchens, spacious living areas, and often private outdoor spaces. This neighbourhood is not only close to many pet-friendly parks but also features tree-lined streets ideal for walks with your furry companions.

South Boston, known for its vibrant community, presents an array of rental homes that typically include features like in-unit laundry, high-speed internet, and outdoor patios or balconies. The nearby Castle Island Park is a great spot for pets, with scenic walking paths and open spaces for them to roam. See all pet-friendly rentals in Boston.
Are there any remote work holiday rentals in Boston?
In Boston, there is a substantial selection of remote work holiday rentals available, with around 2,059 options to choose from. The city boasts a variety of properties equipped with essential amenities for those working remotely, including high-speed Wi-Fi, dedicated office spaces, and ergonomic furniture such as desk chairs and desks. Many rentals also feature additional conveniences like laptop workspaces and meeting rooms, suiting professionals seeking a productive environment away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Boston holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 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 Boston?
In Boston, popular rental amenities often include fully equipped kitchens, which typically feature a refrigerator, cookware, dishware, and utensils for those who prefer self-catering. Many rooms also have microwaves and coffee makers, allowing guests to prepare meals and enjoy their morning coffee in the comfort of their holiday rental.
When is the best time to visit Boston for a holiday rental?
The most popular time to visit Boston for a holiday rental is during the peak season from May to July. This vibrant period attracts a mix of history enthusiasts, culture seekers, and outdoor adventurers, all eager to explore the city's rich heritage, beautiful parks, and lively waterfront. With pleasant temperatures typically ranging from 18 to 28 degrees Celsius, it's ideal for leisurely strolls along the Freedom Trail, picnicking in the Boston Common, or enjoying the city's renowned seafood.

July, in particular, stands out as a favourite month for visitors, bringing a lively atmosphere filled with festivals, outdoor events, and the chance to experience Boston's famous Fourth of July celebrations. The warm weather and extended daylight hours make it great for sightseeing and enjoying the many attractions the city has to offer.

For those considering a more budget-friendly option, October presents a lovely time to visit Boston. The autumn foliage transforms the city into a picturesque landscape, creating a wonderful backdrop for exploring historic sites and enjoying seasonal events. This quieter time allows you to experience the charm of Boston without the summer crowds, making it an ideal choice for a more relaxed getaway.
How early should I book a Boston holiday rental?
Book your Boston 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.
What are the top attractions in Boston?
In Boston, visitors can experience firsthand a rich tapestry of history and culture across various neighbourhoods. The Freedom Trail, a 2.5-mile path through downtown, leads to key historical sites including Boston Common, the Massachusetts State House, and the Paul Revere House, all of which are easily accessible from the surrounding areas like Beacon Hill, known for its picturesque streets and historic brownstones.

In the Waterfront district, travellers can enjoy attractions such as the New England Aquarium and the Boston Tea Party Ships and Museum, with many holiday rentals offering stunning views of the harbour. The North End, famed for its Italian heritage, boasts charming streets filled with restaurants and cafes, as well as the historic Old North Church.
Can I change or cancel my Boston home rental booking on Vrbo?
To find Boston 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Boston 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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