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.

Modern Coastal City Stay | Waterfront & Airport - Boston, MA
No reviews

Modern Coastal City Stay | Waterfront & Airport

apartment, Boston
This East Boston flat offers skyline views and is a short journey from Logan Airport, Seaport, and downtown Boston by public transport, with Piers Park, the Harborwalk, and the Mary Ellen Welch Greenway within walking distance.
This one-bedroom flat accommodates up to four guests with a queen bed and a memory foam sleeper sofa, featuring a fully equipped kitchen, in-unit laundry, air conditioning, and high-speed WiFi for a comfortable stay.
Waterfront House Minutes From The Boston Downtown, Airport, Encore Casino - Boston, MA
9.5 270 reviews

Waterfront House Minutes From The Boston Downtown, Airport, Encore Casino

apartment, Chelsea
This waterfront property in Chelsea is conveniently located within easy reach of major Boston attractions, including Encore Boston Harbor, Suffolk University, and Long Wharf, all within a 3-mile radius. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house is spacious, offering 170 square metres of living space, with three bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a fully equipped kitchen, a private garden, and a terrace or balcony, perfect for relaxing and enjoying the outdoors.
Oceanfront Penthouse Retreat - Boston, MA
9.7 81 reviews

Oceanfront Penthouse Retreat

apartment, Winthrop Town
This Winthrop beachfront penthouse offers breathtaking panoramic ocean views and direct beach access, situated steps from local restaurants.
The three-bedroom, one-bathroom apartment sleeps seven guests and boasts a private terrace, Wi-Fi, a smart TV, and air conditioning.
Downtown Jr 1br W Concierge Wd Gym Bos-943 - Boston, MA
No reviews

Downtown Jr 1br W Concierge Wd Gym Bos-943

apartment, Boston
This Boston city centre apartment is ideally located less than 1 km from King's Chapel and Burying Ground, and within 1.1 km of the Freedom Trail and Boston South Station.
The 42 square metre flat offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and access to a fitness centre and shared lounge.

Best family friendly Boston, MA holiday rentals

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

New Lux Boston Stay | Fenway|longwood|downtown|gym - Boston, MA
No reviews

New Lux Boston Stay | Fenway|longwood|downtown|gym

apartment, Boston
This Mission Hill flat in Boston offers a quiet residential setting, approximately 1 kilometre from Boston Medical Centre and Northeastern University, and 1.3 kilometres from Brigham and Women's Hospital and Harvard Medical School, with Fenway Park a 13-minute drive away.
This spacious accommodation for up to 16 guests features four bedrooms, two bathrooms, a chef's kitchen, two living rooms, a home gym, and a game area with a pool table and arcade machine, including complimentary parking for two vehicles.
39 - 3br Quincy - Stunning Townhouse Near Adams - Boston, MA
9.7 251 reviews

39 - 3br Quincy - Stunning Townhouse Near Adams

apartment, Quincy
This newly built townhouse is located in Quincy, just 15 kilometres from Boston South Station and Back Bay, and 11 kilometres from the JFK Presidential Library & Museum. The apartment has received excellent ratings for location, cleanliness and user experience.
This three-bedroom apartment offers 177 square metres of space and can comfortably accommodate up to 13 guests. The apartment includes modern amenities such as a fully equipped kitchen with a dishwasher, air conditioning, free parking, and Wi-Fi.
Comfy 1br, Minutes To Boston Common, 99 Walk Score - Boston, MA
No reviews

Comfy 1br, Minutes To Boston Common, 99 Walk Score

apartment, Boston
This one-bedroom flat is located on a quiet side street between Boston's Theatre District and Bay Village, offering exceptional walkability to neighbourhoods such as the South End, Beacon Hill, Back Bay, and North End within 1 to 1.6 kilometres, and is a short walk to Green and Orange Line MBTA stations.
This fully furnished flat, suitable for two guests, includes a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, fast WiFi, a workspace, and is accessible via a walk-up to the fourth floor.
Comfortable House W 3 Cars Parking, Close To T - Boston, MA
9.7 266 reviews

Comfortable House W 3 Cars Parking, Close To T

apartment, Boston
This Boston property, ideal for families or groups, enjoys a convenient location near public transport links, with a short taxi ride (approx. 24-32 km) to both downtown Boston and Logan International Airport.
Sleeping seven, this four-bedroom, two-bathroom house boasts ample off-street parking, a fully equipped kitchen including a dishwasher and microwave, high-speed internet, laundry facilities, a garden, and is pet-friendly.

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.

Blueground West End Rooftop Pool Nr Td Garden Bos-1347 - Boston, MA
No reviews

Blueground West End Rooftop Pool Nr Td Garden Bos-1347

apartment, Boston
This two-bedroom flat is located in Boston's West End, a stone's throw from TD Garden and less than 1 kilometre (approximately 965 metres) from the Old North Church.
This 86 square metre dwelling accommodates up to seven guests and features a fully equipped kitchen, air conditioning, a rooftop swimming pool, a fitness centre, and an on-site games room.
Blueground | Revere, Spa, Gym, Pool, W/d & Lounge - Boston, MA
No reviews

Blueground | Revere, Spa, Gym, Pool, W/d & Lounge

apartment, Revere
This Revere apartment is conveniently located near Revere Beach, although precise distances to specific landmarks aren't provided.
The fully furnished one-bedroom flat offers a comfortable stay for two guests, boasting a fully equipped kitchen, in-apartment laundry, and access to building amenities including a swimming pool, fitness centre, and BBQ area.
Nantasket Beach Resort - Boston, MA
8.6 106 reviews

Nantasket Beach Resort

resort, Hull
The Nantasket Beach Resort is situated on Nantasket Beach, a short drive from Plymouth and within easy reach of Boston via the commuter ferry. It has received very good ratings for its location, cleanliness, and overall experience.
The hotel has 33 square metres of floor space, offering a comfortable and well-equipped one-bedroom suite with a spa bath, fireplace, and all the amenities you need. The resort offers a range of facilities, including an indoor-outdoor pool, a restaurant, a bar, a fitness centre, and live music on weekends.
The Barton: Luxe  Comfortable  W/d - Boston, MA
9.7 84 reviews

The Barton: Luxe Comfortable W/d

apartment, Boston
This two-bedroom apartment, sleeping five, is situated near Boston College and Harvard University, a five-minute walk from the 'T' subway providing easy access to Boston's neighbourhoods.
The self-catering flat boasts a fully equipped kitchen, in-unit laundry, two Roku TVs, and access to a complex with shared lounges, gyms, and games areas; monthly discounts are available.

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.

Well Scituated - Boston, MA
10 90 reviews

Well Scituated

apartment, Scituate
This pond-front house is located in a quiet cul-de-sac in Scituate, just a short walk from the popular Minot Beach and a few kilometres from the centre of town. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This five-bedroom house can comfortably accommodate up to 10 guests, making it ideal for families or groups of friends. The house boasts a range of amenities, including a private beach, a fire pit, an outdoor shower, and a modern kitchen, providing everything you need for a relaxing and enjoyable stay.
Modern 2br With W/d In Unit, Parking, Central Air - Boston, MA
9.8 76 reviews

Modern 2br With W/d In Unit, Parking, Central Air

apartment, Boston
This Roslindale condo, situated 4.8km from Franklin Park Zoo and 9.7km from Northeastern University and Fenway Park, offers a peaceful retreat from Boston's city centre.
The two-bedroom, two-bathroom apartment sleeps four, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, on-site parking, and a spa, making it ideal for families or groups exploring Boston.
Blueground N Station Gym Wd Nr T Shops Bos-1004 - Boston, MA
No reviews

Blueground N Station Gym Wd Nr T Shops Bos-1004

apartment, Boston
This Blueground apartment in Boston's North End is situated near North Station, providing easy access to public transport and within 1.6km of attractions such as the Old North Church and the Old State House.
The 100 square metre flat offers two bedrooms, two bathrooms, and sleeps seven, featuring a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and free Wi-Fi; a fitness centre is also available.
Upscale Boston 2 Br W/ Off Street Parking - Boston, MA
10 98 reviews

Upscale Boston 2 Br W/ Off Street Parking

house, Boston
This West Roxbury apartment, minutes from Brookline and the Longwood Medical Area, offers easy access to Boston city centre via public transport.
The two-bedroom, one-bathroom flat sleeps four, boasting a fully equipped kitchen with air fryer and coffee maker, in-unit laundry, a private deck, and a dedicated workspace with printer and shredder.

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.

(Mlb5) Bright Big Studio, Open Concept, Back Bay! - Boston, MA
9.5 17 reviews

(Mlb5) Bright Big Studio, Open Concept, Back Bay!

apartment, Boston

Best Boston, MA holiday rentals with a balcony

Luxury Apartments By Hyatus At Boston Everett - Boston, MA
No reviews

Luxury Apartments By Hyatus At Boston Everett

apartment, Everett
Roslindale Village Condos - Boston, MA
8.7 195 reviews

Roslindale Village Condos

apartment, Boston
A Stylish Stay W/ A Queen Bed, Heated Floors.. #24 - Boston, MA
No reviews

A Stylish Stay W/ A Queen Bed, Heated Floors.. #24

apartment, Brookline
Modern 3br Walk To Subway 2 Min To Logan Airport - Boston, MA
8.4 18 reviews

Modern 3br Walk To Subway 2 Min To Logan Airport

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.

(Southie3) South Boston Gem W/ Ac + Laundryw/d - Boston, MA
9.5 51 reviews

(Southie3) South Boston Gem W/ Ac + Laundryw/d

apartment, Boston
Luxury 1br | Full Kitchen | Work Desk & Wifi | By Gls - Boston, MA
10 1 review

Luxury 1br | Full Kitchen | Work Desk & Wifi | By Gls

apartment, Boston
Blueground Fenway–kenmore Fitness Nr Fenway Park Bos-1077 - Boston, MA
No reviews

Blueground Fenway–kenmore Fitness Nr Fenway Park Bos-1077

apartment, Boston
Beautiful 2br In Savin Hill Boston 9914 - Boston, MA
9.2 58 reviews

Beautiful 2br In Savin Hill Boston 9914

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.

Charming 3br Boston Stay Garage Ev, Pool Table - Boston, MA
No reviews

Charming 3br Boston Stay Garage Ev, Pool Table

apartment, Boston
Brand-new Over Tatte Bakery, Pool + Prime Location - Boston, MA
10 1 review

Brand-new Over Tatte Bakery, Pool + Prime Location

apartment, Boston
Beachside Condo Boston, Airport,train - Boston, MA
9.6 17 reviews

Beachside Condo Boston, Airport,train

apartment, Revere
Hot Tub 3br Somerville: Parking, Fire Pit, Near T - Boston, MA
10 2 reviews

Hot Tub 3br Somerville: Parking, Fire Pit, Near T

apartment, Somerville

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.

Lovely Two Bedroom Condo In South Boston - Boston, MA
8.1 77 reviews

Lovely Two Bedroom Condo In South Boston

apartment, Boston
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