Holiday Rentals in Boston, MA

10420 available vacation rental offers

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Boston, MA holiday rentals
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Best Holiday rentals and Airbnb offers in Boston, MA

Best family friendly Boston, MA holiday rentals

Among the 10420 accommodations in Boston, MA, here are the 4 best family friendly rentals

Charming Studio With Historic Touch - Cozy Urban Retreat - Boston, MA
No reviews

Charming Studio With Historic Touch - Cozy Urban Retreat

apartment, Boston
This secluded studio flat, set within a historic 1900s Boston brownstone on the southeastern edge of Back Bay, offers direct access to the South End's culinary scene and Back Bay's shopping, situated just 1.5 kilometres from Northeastern University and within easy reach of Boston's major medical centres.
This private accommodation provides essential kitchen facilities including a fridge and microwave, air conditioning, and internet, with capacity for two guests, and is adjacent to the Southwest Corridor Park for outdoor activities.
Charming Condo With Private Backyard And Bbq - Inviting Urban Retreat - Boston, MA
No reviews

Charming Condo With Private Backyard And Bbq - Inviting Urban Retreat

apartment, Boston
This South Boston flat offers convenient access to local amenities, is approximately 1.6 kilometres from the beach, and provides easy public transport links to central Boston attractions including the Seaport district and Fenway Park via Broadway Station.
This two-level condo accommodates up to six guests with two bedrooms, one bathroom, and features a private garden-level backyard complete with a barbecue and outdoor fireplace, alongside essential amenities such as Wi-Fi, air conditioning, and a fully equipped kitchen.
Charming Apartment With Fast Wifi And Fully Stocked Kitchen - Cozy Retreat - Boston, MA
No reviews

Charming Apartment With Fast Wifi And Fully Stocked Kitchen - Cozy Retreat

apartment, Boston
This two-bedroom, two-bathroom flat offers a prime location in Boston's Fenway district, situated on a quiet side street just a stone's throw from the historic Fenway Park.
Ideal for families, this pet-friendly accommodation boasts a fully equipped kitchen, high-speed Wi-Fi, and in-unit laundry, with complimentary pack-n-plays available on request, and is conveniently located within 3 kilometers of downtown Boston.
Elegant Oasis With Pool And Gym - Boston, MA
9.6 15 reviews

Elegant Oasis With Pool And Gym

apartment, Everett
This Everett apartment, conveniently located near Encore Boston Harbour (a 4-minute drive) and Assembly Row (a 6-minute drive), offers easy access to Chelsea station (a 14-minute walk).
The 93-square-metre (1000 square foot) self-catering property features two bedrooms, one bathroom, sleeps six, and includes a swimming pool, spa, garden, parking, and in-unit amenities such as a dishwasher, microwave, and laundry facilities.

Best Boston, MA holiday rentals with a pool

Among the 10420 accommodations in Boston, MA, here are the 4 best rentals with a pool

Seaport Retreat - Rooftop Pool & Gym - Boston, MA
No reviews

Seaport Retreat - Rooftop Pool & Gym

apartment, Boston
This Boston Seaport district flat offers city views and is within walking distance of the Boston Tea Party Ships & Museum, Boston South Station, and the Custom House, located 6 kilometres from Logan Airport.
This 63-square-metre apartment accommodates up to five guests, featuring a fully equipped kitchen, complimentary WiFi, air conditioning, and access to a rooftop swimming pool and fitness centre.
Central 1br Apartment Assembly Square Pool Gym Parking Sleep 5 - Boston, MA
No reviews

Central 1br Apartment Assembly Square Pool Gym Parking Sleep 5

apartment, Somerville
This Somerville flat is situated in the Winter Hill district, offering a 1.4 kilometre walk to Cambridge College and is 4 kilometres from Inman Square and Boston's North Station and TD Garden.
This 65 square metre apartment accommodates up to seven guests and features a kitchen with a fridge, microwave and dishwasher, air conditioning, a swimming pool, garden, fitness centre, and complimentary on-site parking with free Wi-Fi.
Apt In Downtown Seaport With Pool And Gym - Boston, MA
No reviews

Apt In Downtown Seaport With Pool And Gym

apartment, Boston
This one-bedroom flat is located in Boston's Seaport district, a 10-minute walk from Boston Harbor and Flynn Cruiseport Boston, with Faneuil Hall Marketplace and Newbury Street approximately 1.6 kilometres away.
This 59 square metre apartment accommodates up to three guests and offers a fridge, microwave, dishwasher, air conditioning, and a communal swimming pool, with the MBTA Silver Line at Courthouse and South Station providing convenient access to downtown and Logan Airport.
Premium South End 1br W/ Gym, Nr Groceries & Shops, By Blueground - Boston, MA
No reviews

Premium South End 1br W/ Gym, Nr Groceries & Shops, By Blueground

apartment, Boston
This South End, Boston flat is conveniently located near the Prudential Center and Back Bay, with South Station a short 12-minute train journey away.
The 69 square metre (743 square feet) one-bedroom apartment sleeps two, offering a queen-size bed, in-unit laundry, and access to a swimming pool, sauna, and parking (fee applies), alongside a fully equipped kitchen and smart TV.

Frequently asked questions about holiday rentals in Boston, MA

  • What should a first-time visitor not miss in Boston, MA?

    You have to see the Freedom Trail, it's a 4km walking path that connects 16 historical sites, including the Boston Common and the Paul Revere House. You should also take a trip to the top of the State House dome for amazing views of the city.
  • What are the best Airbnb and vacation rentals in Boston, MA?

  • What kind of vacation rentals are on offer in Boston?

    Stay in a home by the beach, a house with a pool, a downtown condo, or an industrial-chic studio. You'll find all kinds of vacation rentals in Boston to choose from for your next visit.
  • Which neighborhood in Boston, MA should you consider for a vacation rental?

    For a lively atmosphere, consider the Back Bay, with its elegant brownstones and proximity to shops and restaurants. For a more relaxed vibe, try Beacon Hill, known for its cobblestone streets and charming houses.
  • What are the most popular Airbnbs in Boston, MA?

  • What's an unmissable itinerary for a trip to Boston?

    You need a few days to spend in Boston, but if you're short on time, we recommend these must-see stops in your itinerary. Spend the day following the Freedom Trail, a 2.5-mile trail marked with red brick taking you through downtown Boston and past important historical sites that played a significant role in American history. Then if you want to do some shopping, you might want to check out Faneuil Hall Market Place and grab something to eat at Quincy Market in the central building. Other stops on the Freedom Trail worth visiting include the Paul Revere House, a 17th-century home overlooking a pretty cobblestone-clad square, and North End, where you'll find the Old North Church and "Little Italy." Head over to Hanover Street for coffee and a pastry from one of the many cute cafes, and end the day at the Waterfront. If you want, you can also hop on a sunset cruise to give your feet a rest and watch Boston from the water.
  • What are the top family-friendly attractions in Boston, MA?

    The Boston Children's Museum is a must-visit, and the New England Aquarium is always a hit with kids of all ages. For a bit of history, the Boston Tea Party Ships & Museum is a great option, with interactive exhibits and even a replica ship to explore.
  • What are the best vacation rentals with a pool in Boston, MA?

  • What are the best activities to do in Boston?

    Once you're done with the Freedom Trail and the museums, there are few other cool things to do in Boston. Head over to Boston's hottest neighborhood: Seaport District, a hub for young innovators. You can also enjoy the outdoors in the Public Garden and the Charles River Esplanade. Head out to Cambridge and wander around the famous Harvard Campus, quirky museums, and boutiques in the area. If you're a beer lover, Boston is famous for its brews, microbreweries, distilleries, and cider houses, so why not sign up for a tipsy tour around the city?
  • When is the best time to book a vacation rental in Boston, MA?

    To avoid the crowds and get the best prices, book your vacation rental during the shoulder seasons, spring (April-May) or autumn (September-October). You'll still have plenty of sunshine and milder temperatures.
  • What are the best rentals for families and kids in Boston, MA?

  • What must-see sites are there in Boston?

    Definitely the Freedom Trail; make this your number one must-see site on your sight-seeing agenda. Also, pay a visit to Fenway Park, the Museum of Fine Arts, and the Boston Tea Party Ship & Museum.
  • What events or festivals should visitors check out in and around Boston, MA?

    The Boston Marathon in April is a huge event, and the Boston Calling Music Festival in May brings in big-name acts. For something more unique, check out the Boston Harborfest in July, a week-long celebration of the city's maritime history.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

  • What should you eat in Boston?

    Seafood, seafood, seafood: Boston is the place to come if you want to eat excellent seafood. We recommend one of the local specialties, the "sacred cod," along with other delicious dishes like thick and creamy chowder, freshly steamed lobster, and fresh oysters. If seafood is not to your taste, then don't worry. Head to Chinatown for excellent Asian food or grab a bowl of fresh pasta in the North End.
  • What are the best budget-friendly activities in Boston, MA?

    A walk along the Charles River Esplanade is a great way to enjoy the city's natural beauty without spending a penny. You can also visit the Boston Public Garden, a beautiful park with swan boats and a walking path.
  • What are the best restaurants with local dishes in Boston, MA?

    For a taste of New England, try a classic clam chowder at the Union Oyster House, the oldest restaurant in the US. If you're looking for something more modern, check out the Boston Public Market, which features local vendors selling fresh produce and artisan food.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, and the Emerald Necklace is a network of parks and gardens that stretches across the city. For cycling, the Charles River Esplanade is a popular choice, with dedicated bike paths.
  • Are there pet-friendly attractions in Boston, MA?

    The Boston Common is a great place to walk your dog, and many of the city's parks are also pet-friendly. The Boston Public Garden even has a dog park.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than a hotel, and they often come with a kitchen, which allows you to save money on meals. You can also find rentals in different neighbourhoods, giving you a more local experience.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox, is a must-visit for baseball fans. The TD Garden is home to the Boston Celtics and the Boston Bruins, and the Gillette Stadium is home to the New England Patriots.

Popular destinations

Best Boston, MA holiday rentals with a balcony

Cozy 4bd2ba Near Boston-encore-t-station And Diners - Boston, MA
9.7 3 reviews

Cozy 4bd2ba Near Boston-encore-t-station And Diners

apartment, Somerville
This Somerville apartment is situated near Encore Boston Harbour, a 2.4km journey from Inman Square and within 3.2km of Boston North Station, offering easy access to public transport and local amenities.
The 130 square metre property features two bathrooms, accommodates fifteen guests, includes free Wi-Fi, parking, and a balcony, all within a short walk of Cambridge College.
Spacious And Comfortable 1 Bed 25 Km From Gillette - Boston, MA
No reviews

Spacious And Comfortable 1 Bed 25 Km From Gillette

apartment, Milton
This one-bedroom flat in Milton offers a tranquil base, situated on a quiet residential street just 25 kilometres from Gillette Stadium and within easy reach of Boston's Museum of Fine Arts and Fenway Park.
The 46 square metre accommodation includes a king-sized bed, an en-suite bathroom, a combined living and dining area, and private entrance with a lockbox, perfect for up to two guests seeking convenient access to local shopping and major event venues.
Spacious 6br Quincy Beach Near Boston  Family Vacation & Pet-friendly 555 - Boston, MA
9.8 37 reviews

Spacious 6br Quincy Beach Near Boston Family Vacation & Pet-friendly 555

apartment, Quincy
This six-bedroom Quincy apartment, ideal for large groups, is situated 3km from Boston Harbor Islands State Park, 10km from South Shore Plaza shopping centre, and 10km from F1 Boston.
The property offers free Wi-Fi, a fully equipped kitchen, a private patio, on-site parking, and accommodates up to 21 guests, making it perfect for families or large groups visiting the area.
The Only 4 Bedroom Apartment W/ Roofdeck In Boston!  8min From Fenway Park, Close To Universities! - Boston, MA
10 3 reviews

The Only 4 Bedroom Apartment W/ Roofdeck In Boston! 8min From Fenway Park, Close To Universities!

apartment, Boston
This four-bedroom flat is located in Boston's Fenway district, a 5-minute walk from Fenway Park, with Back Bay, Brookline, The Fens, and the Charles River Esplanade all within an 8-minute stroll.
This top-floor apartment in a historic 120-year-old building accommodates up to eight guests and features a furnished roof deck offering city views from May to October, alongside a kitchen with a fridge, microwave, and dishwasher, and air conditioning.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Historic House Modernized - Boston, MA
9.8 373 reviews

Historic House Modernized

apartment, Boston
This spacious four-bedroom apartment is located in the Brighton neighbourhood of Boston, just a short walk from Brighton Centre and a five-mile drive from the city centre. The property has received excellent ratings for its location, cleanliness and overall experience.
The apartment spans 205 square metres and comfortably accommodates up to 12 guests. The property offers a range of amenities including a private garden, a terrace, a spa, parking, and a fully equipped kitchen.
Five75 Lux Bos - Boho Chic - Boston, MA
No reviews

Five75 Lux Bos - Boho Chic

apartment, Boston
Vacation rental listing. You will be located in Boston.
Services and facilities include a dish washer, an iron and a kitchen.
4br Boston | In-unit Laundry | Fits 7 - Boston, MA
9.5 49 reviews

4br Boston | In-unit Laundry | Fits 7

apartment, Boston
This Boston apartment, offering convenient on-street free parking, is located in an unspecified area of the city but benefits from easy access to Boston's attractions.
The four-bedroom, two-bathroom dwelling sleeps seven guests comfortably and features a fully equipped kitchen with dishwasher, in-unit laundry, and a modern, minimalist interior.
Luxury Apt With Kitchen Gym And Lounge - Boston, MA
No reviews

Luxury Apt With Kitchen Gym And Lounge

apartment, Boston
This stylish one-bedroom Boston apartment, located in the Fenway neighbourhood, is a short walk from Fenway Park and the Back Bay Fens.
The 61-square-metre flat sleeps three, boasts a private balcony, modern kitchen with dishwasher, and access to a building with a fitness centre, yoga studio, and rooftop terrace; nearby attractions include the Museum of Fine Arts and Isabella Stewart Gardner Museum.
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