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

Browse Waterfront Holiday Rentals in Boston, MA

Plan a relaxing coastal holiday at seaside holiday rentals in Boston, MA, situated just a short journey from local shores.

Charming North End Retreat With Cozy Living Space - Stylish Escape - Boston, MA
No reviews

Charming North End Retreat With Cozy Living Space - Stylish Escape

apartment, Boston
This two-bedroom flat is situated in Boston's historic North End, a short walk from the Old North Church, Paul Revere's House, and TD Garden, placing it within 500 meters of major landmarks and dining.
This family-friendly flat offers comfortable accommodation for four guests, with a king bed in one bedroom and a queen in the other, and includes in-unit laundry and seasonal air conditioning.
Beautiful Apt With Balcony In The Heart Of Seaport - Boston, MA
No reviews

Beautiful Apt With Balcony In The Heart Of Seaport

apartment, Boston
This one-bedroom flat is located in Boston's Seaport district, a mere 5-minute walk from the Financial District and offering proximity to waterfront dining and running paths.
This property provides accommodation for up to three guests and includes amenities such as air conditioning, internet, a kitchen, and access to a swimming pool and fitness centre.
2 Bedroom Apartment With Ocean Views - Boston, MA
9.9 141 reviews

2 Bedroom Apartment With Ocean Views

apartment, Revere
This Revere apartment, a short 1.6 to 2.4 kilometre walk from the Revere Beach subway station, offers easy access to Boston's attractions including Government Centre, Massachusetts General Hospital, the New England Aquarium, the North End, and TD Garden.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, in-unit laundry, private deck and balcony, and boasts stunning 180-degree ocean views.
Beachfront Escape - Boston, MA
No reviews

Beachfront Escape

apartment, Winthrop Town
This second-floor flat in Winthrop Town offers direct beachfront access with panoramic ocean views.
This apartment accommodates up to four guests and features two bedrooms, one bathroom, air conditioning, a fridge, parking, and high-speed WiFi, with the added benefit of a garden and pet-friendly policies.

Best family friendly Boston, MA holiday rentals

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

6br3ba W Parking Near T I Foosball & Family Space - Boston, MA
8.4 6 reviews

6br3ba W Parking Near T I Foosball & Family Space

apartment, Boston
This spacious six-bedroom flat in Dorchester, Boston, is a 5-minute walk from Field Corner station, providing a 15-minute drive to downtown Boston and proximity to attractions like Town Field & Doherty-Gibson Playground.
This family-friendly accommodation for up to 18 guests offers a foosball table, a bar area, three bathrooms, and parking for three vehicles off-street, with additional free street parking available.
Perfect For Family 5br Near Beach & Boston 555/2 - Boston, MA
9.7 20 reviews

Perfect For Family 5br Near Beach & Boston 555/2

apartment, Quincy
This five-bedroom, three-bathroom apartment in Quincy, Massachusetts is situated at the end of a quiet road, approximately 4.8km from Quincy Centre and offering easy access to Quincy Beach via a 4.8km nature trail.
The 186-square-metre property boasts two living rooms, on-site parking for four cars, a fully equipped kitchen, and accommodates up to 16 guests, making it ideal for large groups exploring Boston and the surrounding area.
New! Lux 1br W/ 400 Mbps Wifi | Roku Tv & Games! - Boston, MA
9.8 19 reviews

New! Lux 1br W/ 400 Mbps Wifi | Roku Tv & Games!

apartment, Chelsea
This one-bedroom flat is situated in Chelsea, offering convenient access to numerous galleries, boutiques, and restaurants, with the High Line elevated park and Chelsea Market just a short walk away.
This family-friendly accommodation for up to six guests includes air conditioning, Wi-Fi, a fully equipped kitchen, and on-site parking, providing a comfortable base for exploring Manhattan.
Spacious 3br, Free 2-car Parking, Kids Play Area - Boston, MA
9.9 54 reviews

Spacious 3br, Free 2-car Parking, Kids Play Area

apartment, Somerville
This Somerville apartment, situated on a quiet residential street minutes from Union Square and easily accessible by the Green and Orange lines, offers quick access to Boston and Cambridge.
The three-bedroom property, sleeping eight guests, boasts a fully equipped kitchen with dishwasher, in-unit laundry, two bathrooms, free parking for two cars, and a self check-in smart lock; nearby attractions include Assembly Row and Broadway for shopping and dining.

Frequently asked questions about holiday rentals in Boston, MA

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

    You've got to see the Freedom Trail, it's a 4km walking route that takes you past 16 historical sites. You'll get a real feel for Boston's history. And no trip to Boston is complete without a visit to the Boston Public Garden, a beautiful park with a swan boat ride. It's a lovely spot to relax and enjoy the city.
  • What are the best Airbnb and holiday 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. It's close to the Public Garden, Newbury Street, and lots of restaurants. If you prefer a quieter neighbourhood, try Beacon Hill. It's charming with cobbled streets and historic houses, and it's close to the State House.
  • 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-see for kids. They have a great variety of marine life, including penguins and sharks. The Boston Children's Museum is also a popular choice, with interactive exhibits that are fun for all ages. And for a bit of history, take a trip to the USS Constitution, a historic warship.
  • What are the best holiday 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?

    You'll want to book your vacation rental well in advance, especially if you're travelling during peak season, which is from May to October. If you're looking for a bargain, try booking outside of these months, but be aware that the weather may be less predictable.
  • 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 is a huge event in April, and the Boston Calling Music Festival in May is always popular. If you're visiting in the summer, check out the Boston Harborfest, a festival celebrating the city's maritime history. And in the autumn, the Boston Oktoberfest is a great way to celebrate the season.
  • 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?

    The Boston Public Library is a beautiful building and it's free to enter. You can wander around the reading rooms and admire the architecture. The Boston Common is a great place to relax and enjoy the outdoors, and it's completely free. And for a unique experience, take a walk along the Charles River Esplanade, a scenic walkway with views of the city.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route, taking you through the city's historical heart. For a more scenic walk, try the Charles River Esplanade. It's a 5.6km walkway along the Charles River, with views of the city and the Boston University Bridge. If you're feeling energetic, you can cycle the Minuteman Bikeway, a 25km path that follows the route of the British troops during the Battle of Lexington and Concord.
  • Are there pet-friendly attractions in Boston, MA?

    Yes, there are plenty of pet-friendly attractions in Boston. The Boston Public Garden is dog-friendly, and there are dog parks throughout the city. Many restaurants and shops welcome dogs, so you can bring your furry friend along for the day.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space than a hotel room, and you'll have access to a kitchen, so you can save money on meals. You'll also have more privacy and flexibility, as you can come and go as you please. And some rentals offer unique features, like a balcony or a fireplace, which you wouldn't find in a hotel.
  • What are the top sports attractions and facilities in Boston, MA?

    Boston is a huge sports city, home to the Boston Red Sox (baseball), the Boston Celtics (basketball), the Boston Bruins (ice hockey), and the New England Patriots (American football). You can catch a game at Fenway Park, TD Garden, or Gillette Stadium. There's also the Boston Marathon, which is held every year in April.

Popular destinations

Find the Best Holiday Rentals with a Pool in Boston, MA

Our holiday rentals near the water in Boston, MA include a pool, so a relaxing swim is always on the cards.

Impeccable Revere Studio W/ Firepit, Spa, W/d, A/c & Gym, By Blueground - Boston, MA
No reviews

Impeccable Revere Studio W/ Firepit, Spa, W/d, A/c & Gym, By Blueground

studio, Revere
This Revere apartment, near Revere Beach (1.3km) and Beachmont Station, offers easy access to public transport and the seaside.
The 48-square-metre flat features a fully equipped kitchen, in-unit laundry, a fitness centre, swimming pool, parking, and accommodates two guests, with housekeeping available on request.
Blueground | Shawmut, Rooftop Pool, Nr Boston Common - Boston, MA
No reviews

Blueground | Shawmut, Rooftop Pool, Nr Boston Common

apartment, Boston
This studio flat in Boston's South End is within 1 kilometre of Boston Common and Boston Harbour, and provides easy access to the Museum of Fine Arts and TD Garden.
This 38 square metre flat accommodates two guests and features a fully equipped kitchen, living area, in-apartment laundry facilities, and building amenities including a swimming pool and lift.
One-bedroom With City Views In Boston - Boston, MA
No reviews

One-bedroom With City Views In Boston

apartment, Boston
This furnished flat offers a prime Boston location, placing you within easy reach of the city's key cultural institutions, shopping districts, dining establishments, and recreational areas.
This one-bedroom, one-bathroom unit accommodates up to three guests and features a kitchen with a fridge, microwave, and dishwasher, alongside building amenities including an indoor swimming pool, fitness centre, children's playroom, and on-site laundry.
Spacious 2 Bedroom Apartment. - Boston, MA
9.8 50 reviews

Spacious 2 Bedroom Apartment.

apartment, Chelsea
This Chelsea, Massachusetts apartment is conveniently located a short distance from downtown Boston, offering easy access to public transport and Chelsea's waterfront district.
The two-bedroom, two-bathroom flat sleeps four guests and boasts a resort-style pool, fitness centre, and free on-site parking; nearby amenities include a basketball court and pickleball court.

Neighborhoods and points of interest in Boston, MA

Our Favourite Holiday Rentals with Parking in Boston, MA

On-site parking takes one thing off your list when visiting Boston, MA, and these holiday rentals have it included.

Prime Location 5 Min Walk Metro - 15 Min Boston - Boston, MA
9.6 43 reviews

Prime Location 5 Min Walk Metro - 15 Min Boston

apartment, Quincy
This Quincy apartment, ideally located near Quincy Centre station (a 0.8km walk) offering easy access to Boston and a 2.4km stroll from Wollaston Beach, provides convenient access to both city and coast.
The self-contained flat features two double beds sleeping four, a fully equipped kitchen with dishwasher and microwave, central air conditioning, private parking (a rarity in Quincy), and self check-in.
Private Studio Near Harvard/mit - Boston, MA
9.9 420 reviews

Private Studio Near Harvard/mit

apartment, Cambridge
This Cambridge studio apartment is ideally located near Kendal Square, Central Square, and Harvard Square, within easy walking distance of each, placing you close to many of Cambridge's key attractions.
The self-contained apartment sleeps two, features a queen-sized bed, microwave, fridge, coffee maker, streaming TV, and a desk, and includes keyless entry, on-street parking (visitor's pass provided), and fresh linens and essentials.
Copley House - Boston, MA
9.0 6003 reviews

Copley House

hotel, Boston
Copley House is situated in Boston's historic Back Bay district, a short walk from Copley Square and the Prudential Center. This 2-star hotel has received very good user ratings.
The Copley House offers studio apartments with fully equipped kitchens, perfect for longer stays. Guests can enjoy free WiFi, cable TV, local and long-distance calls, plus a garden, restaurant, and parking.
Boston Duplex W/ Foosball Table: 11 Mi To Downtown - Boston, MA
No reviews

Boston Duplex W/ Foosball Table: 11 Mi To Downtown

apartment, Boston
This Hyde Park flat is situated within a 9-10 minute walk of Hyde Park and Fairmont stations, and within 15km of attractions including Fenway Park, Northeastern University, and the Samuel Adams Brewery.
The self-catering apartment offers free on-site parking, Wi-Fi in communal areas, a fully equipped kitchen with a dishwasher, and air conditioning.

Discover 5-Star Self-Catering Rentals in Boston, MA

Comfort, quality and a prime location; each luxury holiday rental or Airbnb in Boston, MA is selected with your relaxation in mind.

High End Apt Seaport - Boston, MA
No reviews

High End Apt Seaport

apartment, Boston

Best Boston, MA holiday rentals with a balcony

Luxury Furnished 2 Bed Apartment In Quincy - Boston, MA
8.2 10 reviews

Luxury Furnished 2 Bed Apartment In Quincy

apartment, Quincy
Cozy 3b Near Beach/boston - Boston, MA
9.4 3 reviews

Cozy 3b Near Beach/boston

apartment, Revere
98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests - Boston, MA
No reviews

98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

apartment, Boston
Classic 2bed 2bath Apartment W Patio In Back Bay - Boston, MA
8.6 6 reviews

Classic 2bed 2bath Apartment W Patio In Back Bay

apartment, Boston

Best Pet-Friendly Holiday Rentals in Boston, MA

These dog-friendly holiday rentals and Airbnbs in Boston, MA guarantee a holiday your pet will enjoy as much as you.

85a Charming, Cozy 3br, 2ba Home Near Downtown Boston - Boston, MA
9.6 8 reviews

85a Charming, Cozy 3br, 2ba Home Near Downtown Boston

apartment, Boston
Fully Private 1bed Apt Brookline - Boston, MA
9.9 32 reviews

Fully Private 1bed Apt Brookline

apartment, Brookline
Gorgeous Apt With Kitchen - Boston, MA
No reviews

Gorgeous Apt With Kitchen

apartment, Boston
Blueground Prudential St Botolph Gym Nr Boston Common Bos-629 - Boston, MA
No reviews

Blueground Prudential St Botolph Gym Nr Boston Common Bos-629

apartment, Boston

Search Holiday Rentals with a Hot Tub in Boston, MA

Coming home to a hot tub after a day by the water changes the whole feel of a stay. These holiday rentals are ready for you.

Brand New Luxury Retreat W/ Pool & Fitness Center - Boston, MA
9.8 12 reviews

Brand New Luxury Retreat W/ Pool & Fitness Center

apartment, Boston
7br5bth3 Parking Spots  Near Metromitboston - Boston, MA
No reviews

7br5bth3 Parking Spots Near Metromitboston

apartment, Somerville
Elegant 4br Boston Stay Free Garage, Ev Charger - Boston, MA
No reviews

Elegant 4br Boston Stay Free Garage, Ev Charger

apartment, Boston
Amazing Location In Little Italy With Roof Deck - Boston, MA
10 84 reviews

Amazing Location In Little Italy With Roof Deck

apartment, Boston

Top-Rated Holiday Rentals with a Spa in Boston, MA

After enjoying everything Boston, MA has to offer, a spa session at your holiday rental is the ideal way to finish the day.

Blueground Downtown Pool Nr Boston Common Bos-1284 - Boston, MA
No reviews

Blueground Downtown Pool Nr Boston Common Bos-1284

apartment, Boston
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