Vacation Rentals in Boston, MA

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Boston, MA vacation rentals
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10420 Vacation rentals and Airbnb in Boston, MA

Best family friendly Boston, MA vacation rentals

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

Stylish Studio With Functional Kitchen - Cozy Urban Escape - Boston, MA
No reviews

Stylish Studio With Functional Kitchen - Cozy Urban Escape

apartment, Boston
This studio flat is situated on the southeastern edge of Back Bay, bordering the South End and directly opposite Northeastern University on Massachusetts Avenue, offering easy access to the area's restaurants, boutiques, and the Southwest Corridor Park, located just 400 meters away.
This well-equipped studio accommodates up to two guests, featuring a kitchen with a fridge, freezer, and microwave, air conditioning, and 24/7 guest support, with optional pack-n-plays available for families with young children.
Quaint Studio Apartment! Back Bay Area - Boston, MA
No reviews

Quaint Studio Apartment! Back Bay Area

apartment, Boston
This studio flat is situated on the southeastern edge of Back Bay, Boston, bordering the South End and directly opposite Northeastern University on Massachusetts Avenue, offering excellent access to Longwood Medical, Children's Hospital, and Mass General Hospital, all within 3 kilometres.
This historic lodging house provides private studio accommodation for two guests, featuring a private bathroom, mini fridge, oven, and direct access to Southwest Corridor Park, with numerous restaurants, coffee shops, and live music venues just a short walk away.
Brownstone Luxury Penthouse Condo - Boston, MA
9.8 136 reviews

Brownstone Luxury Penthouse Condo

apartment, Boston
This recently renovated penthouse flat is situated in a Boston district, offering convenient walking access to Fenway Park, shops, dining, entertainment, and immediate proximity to the Green Line subway.
This family-friendly apartment accommodates four guests across two bedrooms and two bathrooms, featuring a king-size bed in the primary suite, a private balcony, a fireplace, and a fully equipped kitchen with a dining area.
Dazzling Oceanview-4 Train Stop Logan Airport - Boston, MA
9.7 31 reviews

Dazzling Oceanview-4 Train Stop Logan Airport

apartment, Revere
This Revere apartment, a short 0.64 km walk from Beachmont station on the Blue Line, offers easy access to Boston and Logan Airport.
The two-bedroom, one-bathroom flat sleeps six, features a well-equipped kitchen with stainless steel appliances, three air conditioners, multiple outdoor spaces including porches and a patio, and stunning partial ocean and city views.

Best Boston, MA vacation rentals with a pool

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

Stunning Modern 2br 2ba|kind Bed| Assembly Square - Boston, MA
10 1 review

Stunning Modern 2br 2ba|kind Bed| Assembly Square

apartment, Somerville
This modern flat is located in Assembly Row, Somerville, offering direct access to dining, cafes, and a cinema, with the nearest amenities within a few hundred metres.
This spacious two-bedroom, two-bathroom apartment accommodates up to six guests and features a fully equipped kitchen, in-unit laundry, air conditioning, a swimming pool, fitness centre, and parking.
1 Bdrm Retreat | King Bed, Pool, Gym, Parking+ Bus - Boston, MA
9.9 72 reviews

1 Bdrm Retreat | King Bed, Pool, Gym, Parking+ Bus

apartment, Chelsea
This Chelsea flat is conveniently located near Boston, offering easy access to Logan Airport (under 8km away) and Encore Boston Harbor casino.
Sleeping up to nine guests, this one-bedroom apartment boasts a king-size and queen-size bed, bunk beds, a sofa bed, a full kitchen, and access to an on-site swimming pool, fitness centre, and parking.
Luxury Apt Seaport With Gym And Pool - Boston, MA
No reviews

Luxury Apt Seaport With Gym And Pool

apartment, Boston
This Boston Seaport flat offers proximity to the Institute of Contemporary Art, Boston Children's Museum, and Boston Tea Party Ships & Museum, with restaurants such as Ocean Prime and Tuscan Kitchen within easy reach, and the Harborwalk and Lawn on D a short walk away.
This 69 square metre, one-bedroom flat accommodates up to three guests and features a fridge, microwave, dishwasher, air conditioning, and on-site parking, with access to a swimming pool, fitness centre, and game room, all conveniently located near Silver Line Courthouse Station and South Station for travel.
61 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Boston, MA
No reviews

61 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, Boston
This Seaport district flat offers convenient access to Boston's downtown and waterfront, situated just a short walk from the Institute of Contemporary Art, Boston Children's Museum, and Boston Tea Party Ships & Museum, with proximity to dining at Ocean Prime and Tuscan Kitchen, and the Harborwalk for recreation.
This 61 square meter, one-bedroom apartment accommodates three guests and features on-site amenities including a swimming pool, fitness centre, and game room, alongside a complimentary lobby coffee bar and easy public transport links via the Silver Line Courthouse Station and South Station.

Frequently asked questions about holiday rentals in Boston, MA

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

    You simply must visit the Freedom Trail, a 4km red brick path winding through 16 historic sites. A must-see is the Boston Tea Party Ships & Museum, where you can experience the famous event firsthand. And don't forget to wander through the bustling Faneuil Hall Marketplace, a historic market with a wide range of shops and restaurants.
  • 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 vibrant atmosphere, consider the Back Bay, known for its elegant brownstones and proximity to shops and restaurants. For a more relaxed vibe, try the South End, with its charming Victorian architecture and trendy eateries. If you prefer a quieter stay, Beacon Hill offers a charming, historic setting with cobblestone streets and beautiful gardens.
  • 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 New England Aquarium is a must-visit for families, with its diverse marine life and interactive exhibits. The Boston Children's Museum is a great place for interactive learning, with hands-on exhibits and play areas. For a fun day out, head to the Boston Duck Tours, where you can tour the city by land and water.
  • 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 deals, book your vacation rental in the shoulder seasons, from April to May or September to October. However, if you're keen on experiencing the city's festive atmosphere, you might prefer to book during the peak season, from June to August.
  • 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, held annually in April, is a major sporting event. The Boston Calling Music Festival, held in May, features a diverse range of music acts. For a taste of local culture, visit the Boston Harborfest in July, a celebration of the city's maritime history.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Boston, MA are Victorian Condo, Modern - Spacious 1br For 4 - Easy Marathon Access and *Heart Of Boston* Downtown/south End/back Bay.

  • 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?

    Take a stroll through the Public Garden, a beautiful oasis in the heart of the city. Explore the free exhibits at the Museum of Fine Arts. Enjoy a picnic lunch at the Boston Common, a historic park with plenty of green space.
  • What are the best restaurants with local dishes in Boston, MA?

    For authentic New England seafood, try the Boston Chowda Company. For a taste of Italian-American cuisine, visit Mike's Pastry. For a truly Boston experience, head to Durgin-Park, a historic restaurant serving classic New England dishes.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, taking you past many historical landmarks. The Charles River Esplanade is a beautiful waterfront path perfect for cycling. For a scenic route, try the Minuteman Bikeway, a 25km paved path following the route of the first battle of the American Revolution.
  • Are there pet-friendly attractions in Boston, MA?

    Many parks in Boston are dog-friendly, including the Boston Common and the Public Garden. The Boston Harborwalk is also a great option for a walk with your furry friend. Some restaurants and cafes also welcome dogs on their patios.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy compared to hotels, often with amenities like kitchens and laundry facilities. They can also be more affordable, especially for families or groups travelling together.
  • What are the top sports attractions and facilities in Boston, MA?

    Fenway Park, home to the Boston Red Sox, is a must-visit for any sports fan. The TD Garden hosts the Boston Celtics and the Boston Bruins, while Gillette Stadium is home to the New England Patriots.

Popular destinations

Best Boston, MA holiday rentals with a balcony

Sunny Convenient Home W/ Private Patio! Easy Walk To Everything! - Boston, MA
No reviews

Sunny Convenient Home W/ Private Patio! Easy Walk To Everything!

apartment, Boston
Vacation rental. You will stay in Boston.
Services and facilities: a fridge, a dish washer and an iron. Take advantage of the air conditioning in this apartment in Boston.
Ocean View Cozy Stay 4 - Boston, MA
10 2 reviews

Ocean View Cozy Stay 4

apartment, Hull
Ocean View Cozy Stay 4 is a one-bedroom flat located in Hull, offering direct access to Nantasket Beach and situated approximately 26 kilometres from the JFK Presidential Library & Museum and 29 kilometres from the Freedom Trail in Boston.
This air-conditioned apartment, covering 70 square metres and accommodating up to seven guests, features a fully equipped kitchen, free WiFi, complimentary private parking, and a private balcony and terrace.
Walking To Fenway Sunny Perfect Home - Boston, MA
9.4 24 reviews

Walking To Fenway Sunny Perfect Home

apartment, Brookline
This one-bedroom apartment is located in Longwood, a short walk from Boston University, Fenway Park, and Longwood Medical Area, offering easy access to major attractions and amenities. Guests consistently rate this property as excellent, highlighting its comfortable and convenient features.
The apartment comfortably accommodates up to four guests and boasts a range of modern amenities including a fully equipped kitchen, a spa tub, a fireplace, and a patio. Guests can enjoy the on-site spa, relax in the garden, or explore the nearby attractions.
Open-concept 5br Condo | Jamaica Plain & T Walk - Boston, MA
9.4 13 reviews

Open-concept 5br Condo | Jamaica Plain & T Walk

apartment, Boston
This five-bedroom apartment is located in Jamaica Plain, a lively neighbourhood in Boston, just 5 kilometres from the scenic Franklin Park Arboretum. The property has received excellent guest ratings, highlighting its appeal to travellers.
The apartment is ideal for large groups, accommodating up to 12 guests comfortably. It features a fully equipped kitchen, a private terrace, a garden, and a Jacuzzi, alongside other amenities like streaming services and secure keyless entry.

Best Boston, MA holiday rentals with parking

Boston Apartment Near T - Boston, MA
9.5 2 reviews

Boston Apartment Near T

house, Boston
This Boston townhouse is located 1.8 kilometres from the Museum of Fine Arts, placing it 3.5 kilometres from Back Bay and 3.2 kilometres from Fenway Park.
This spacious residence offers 186 square metres of living space, accommodating up to 13 guests across 4 bedrooms, with 3 bathrooms, a fully equipped kitchen, and on-site parking.
1 Free Parking Spot - Nice 2 Bedroom - First Floor - Boston, MA
9.8 57 reviews

1 Free Parking Spot - Nice 2 Bedroom - First Floor

apartment, Boston
This two-bedroom Brighton flat, a short drive (approximately 6-8 km) from Harvard Business School and Boston University, offers convenient access to Boston's public transport network and is within walking distance of the Vegan Gastronomic Square.
The self-catering apartment sleeps six guests comfortably, boasting two queen-size beds and a sofa bed, a fully equipped kitchen, free on-site parking, and amenities including smart TV, free Wi-Fi, and keyless entry.
Luxury 3br | Free Parking | Harvard/bu | Roku Tv - Boston, MA
9.8 74 reviews

Luxury 3br | Free Parking | Harvard/bu | Roku Tv

apartment, Boston
This Lower Allston flat is situated a 24km drive from central Boston, close to Harvard University, Fenway Park, and the Charles River.
The 120 square metre property offers three bedrooms sleeping six, two bathrooms, a fully equipped kitchen, four 4K Smart TVs, free parking, and a washer/dryer; numerous restaurants are within a 10-minute radius.
209 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Boston, MA
No reviews

209 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Boston
Apartment rental for 4 people. You will be in Boston.
Services and facilities include a terrace, a fridge and a dish washer.
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