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.

55 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests - Boston, MA
No reviews

55 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests

apartment, Boston
This two-bedroom flat is located in Boston's historic North End, a district known for its Italian heritage and culinary scene, offering proximity to the Freedom Trail and Paul Revere House.
This 55 square meter residence accommodates up to three guests and includes a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning and Wi-Fi, with pets welcome.
Beachside Condo Boston, Airport,train - Boston, MA
9.6 17 reviews

Beachside Condo Boston, Airport,train

apartment, Revere
This Revere apartment, a short 0.8 km walk from Revere Beach and a 10-minute drive from Encore Boston Harbor, offers easy access to the T subway.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi.
Boston Skyline Stay | 1br + City Views - Boston, MA
10 4 reviews

Boston Skyline Stay | 1br + City Views

apartment, Boston
This East Boston flat boasts sweeping city views from its waterfront position, a short stroll to Piers Park and the Harborwalk, with straightforward access to downtown Boston via the Blue Line T and ferry.
This spacious 60.4 square metre residence offers a fully equipped kitchen, air conditioning, parking, and a queen bed with a memory foam sleeper sofa, accommodating up to four guests, perfect for remote work with high-speed WiFi.
Waterfront Boston/island Views. Kayaks. July  Through Fall Dates Available - Boston, MA
9.4 145 reviews

Waterfront Boston/island Views. Kayaks. July Through Fall Dates Available

apartment, Quincy
This two-bedroom apartment in Quincy is conveniently located just nine miles from the South Shore Plaza, Granite Links Golf Club, and the John F. Kennedy Presidential Library and Museum, offering easy access to shopping, leisure activities, and historical attractions. This highly-rated property has received excellent reviews from previous guests.
The apartment is spacious, with a floor area of 93 square metres and a capacity of five guests. It offers a range of amenities, including a swimming pool, fitness centre, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

Best family friendly Boston, MA holiday rentals

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

Hingham Harbor Retreat ~ Sunsets ~ Family Gatherings ~ Trails At Worlds End - Boston, MA
9.8 48 reviews

Hingham Harbor Retreat ~ Sunsets ~ Family Gatherings ~ Trails At Worlds End

apartment, Hingham
This waterfront property is located in Hingham, just 5km from Massachusetts Bay, Nantasket Beach and Nantasket Beach Reservation, offering easy access to the beautiful surroundings. The property has received excellent reviews from previous guests.
This five-bedroom house can comfortably accommodate up to 12 guests. The property features a range of amenities, including a fitness centre, spa tub, arcade/game room, garden and barbecue grills, ensuring a relaxing and enjoyable stay for all.
3br3bth Entire House/steps To Downtown & Td Garden - Boston, MA
10 17 reviews

3br3bth Entire House/steps To Downtown & Td Garden

apartment, Boston
This Boston North End holiday home is situated minutes from the Freedom Trail and Old North Church, offering easy access to Haymarket and Bowdoin subway stations.
The three-bedroom, two-and-a-half-bathroom property includes a fully equipped kitchen, in-unit laundry, Wi-Fi, and air conditioning, sleeping up to six guests and is close to Faneuil Hall Marketplace and other Boston attractions.
New! Lux 1br W/ 400 Mbps Wifi | Roku Tv & Games! - Boston, MA
9.8 10 reviews

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

apartment, Chelsea
This Chelsea flat offers a convenient city location, just 7 kilometres from Downtown Boston, with direct public transport links to Fenway Park, TD Garden, Harvard University, the North End, and Boston's historic waterfront.
This one-bedroom flat, suitable for up to six guests, features high-speed Wi-Fi, Smart TVs in all rooms, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, and air conditioning, with a fitness centre available on-site.
Modern Apt With City Views And Gym - Boston, MA
No reviews

Modern Apt With City Views And Gym

apartment, Boston
This Seaport District flat is conveniently located a short walk from the Seaport World Trade Centre, Boston Children's Museum, and the Boston Tea Party Ships, with South Station approximately 1.2km away for easy public transport access.
The 59 square metre apartment features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, and access to a building fitness centre and swimming pool.

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 | Revere, Lounge, Games, W/d, A/c - Boston, MA
No reviews

Blueground | Revere, Lounge, Games, W/d, A/c

apartment, Revere
This Revere studio flat is ideally situated in Revere, offering easy access to local amenities and attractions.
The Blueground apartment boasts a fully equipped kitchen, in-apartment laundry, a swimming pool, fitness centre and parking (charges may apply), comfortably accommodating two guests.
Central 2br Apt W Pool & Gym Sleep 7 - Boston, MA
10 2 reviews

Central 2br Apt W Pool & Gym Sleep 7

apartment, Somerville
This two-bedroom flat is centrally located in Somerville, offering convenient access to local attractions and amenities, with precise location details available upon booking.
This modern flat sleeps up to eight guests and features a fully equipped kitchen, air conditioning, a swimming pool, a gym, and on-site parking, making it ideal for families and groups visiting Somerville.
Central Serene Condo King Bed By Mit Harvard Gym - Boston, MA
8.7 13 reviews

Central Serene Condo King Bed By Mit Harvard Gym

apartment, Cambridge
This two-bedroom Cambridge apartment, situated near Central Square, is a 0.8km walk from Central Square Theatre and within walking distance of the Massachusetts Institute of Technology (MIT) and Harvard University.
The 102 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, in-unit laundry, a fireplace, plus access to a swimming pool, jacuzzi, fitness centre and garden; comfortably sleeping up to nine guests.
Central 1-br Condo Assembly Row Gym & Pool Sleep 5 - Boston, MA
No reviews

Central 1-br Condo Assembly Row Gym & Pool Sleep 5

apartment, Somerville
This one-bedroom flat in Somerville's Assembly Row offers direct access to shopping, dining, and entertainment, with LEGOLAND and the AMC Cinema within 500 meters, and Encore Casino, TD Garden, Harvard, and Central Boston a few minutes' drive away.
This modern apartment, suitable for up to five guests, features a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, a dedicated workspace, and access to communal amenities including a seasonal swimming pool and fitness centre.

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.

(42l3) Celtics Bruins Td Garden Outside Your Door! - Boston, MA
9.4 144 reviews

(42l3) Celtics Bruins Td Garden Outside Your Door!

apartment, Boston
This Boston West End flat offers unparalleled access to North Station and TD Garden, being just a short distance from these key transport and entertainment hubs.
The one-bedroom apartment sleeps four, featuring a fully equipped kitchen with a blender and coffee maker, a queen bed with a twin trundle, and Celtics and Bruins themed décor; on-site parking is available via SpotHero.
Private Loft Style Townhouse. - Boston, MA
9.9 42 reviews

Private Loft Style Townhouse.

apartment, Boston
This loft-style residence, a unique former film archive, offers a private entrance just metres from the Boston Public Garden, a distinguished downtown landmark.
This 2-bedroom flat accommodates up to four guests and features a fully equipped kitchen, air conditioning, and parking, all within a sound-insulated, art-filled space boasting 14-foot ceilings and terrazzo floors.
Walking Distance To Beacon Hill, Back Bay + All Tourist Spots.  Great For Work Trip Too, Mbta Nearby - Boston, MA
No reviews

Walking Distance To Beacon Hill, Back Bay + All Tourist Spots. Great For Work Trip Too, Mbta Nearby

apartment, Boston
This professionally designed one-bedroom flat is located in Boston's Financial District, offering convenient access to Boston Common and Boston Harbour, and is less than 1.6 kilometres from the Museum of Science and TD Garden.
This apartment accommodates two guests, features a fully equipped kitchen with a fridge, microwave, and dishwasher, and provides amenities such as air conditioning, internet, and parking, with the option for an additional guest using an air mattress for a fee.
2 Bedroom Unit W Elevator & In-unit Laundry - Boston, MA
8.8 4 reviews

2 Bedroom Unit W Elevator & In-unit Laundry

apartment, Boston
This Boston apartment, situated in Back Bay, is less than 3.2km from Boston Common and the Public Garden, 2.9km from the Massachusetts Institute of Technology (MIT), and a 13-minute walk from the Museum of Fine Arts.
The 93 square metre flat sleeps seven, features two bathrooms, in-unit laundry, a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi and a spa, offering comfortable self-catering accommodation near many Boston attractions.

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.

Luxury At 2br 2ba 200mbps Internet - Boston, MA
9.7 3 reviews

Luxury At 2br 2ba 200mbps Internet

apartment, Boston

Best Boston, MA holiday rentals with a balcony

Large Luxury Condo/townhouse Center Of South Boston W/ Free Parking & Wifi - Boston, MA
9.8 200 reviews

Large Luxury Condo/townhouse Center Of South Boston W/ Free Parking & Wifi

apartment, Boston
Walk To Harvard Square: Apartment In Cambridge - Boston, MA
No reviews

Walk To Harvard Square: Apartment In Cambridge

apartment, Cambridge
4bed Boston - Central Location - Pets Ok - Boston, MA
No reviews

4bed Boston - Central Location - Pets Ok

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

Luxury Apartments By Hyatus At Boston Everett

apartment, Everett

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.

Upscale Penthouse With Gym Parking Near Mgh Tufts - Boston, MA
9.2 8 reviews

Upscale Penthouse With Gym Parking Near Mgh Tufts

apartment, Boston
Beacon Hill Charm - Boston, MA
No reviews

Beacon Hill Charm

apartment, Boston
Bright Fidi 1 Bedroom Centrally Located - Boston, MA
9.7 3 reviews

Bright Fidi 1 Bedroom Centrally Located

apartment, Boston
Charlestown Gem - Historic And Central Boston Location, Perfect For Walking - Boston, MA
10 19 reviews

Charlestown Gem - Historic And Central Boston Location, Perfect For Walking

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.

New Luxury 4br/3 Bath Apt W/ac & Ev Charger - Boston, MA
9.9 16 reviews

New Luxury 4br/3 Bath Apt W/ac & Ev Charger

apartment, Somerville
Central Square Upscale Penthouse Near Mit/harvard - Boston, MA
9.8 52 reviews

Central Square Upscale Penthouse Near Mit/harvard

apartment, Cambridge
Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available! - Boston, MA
8.7 98 reviews

Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!

apartment, Cambridge
Hot Tub And Backyard Oasis - Stunning South Boston Escape - Boston, MA
No reviews

Hot Tub And Backyard Oasis - Stunning South Boston Escape

house, 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.

Akbrownstone: Micro Studio By T - Boston, MA
9.9 3408 reviews

Akbrownstone: Micro Studio By T

apartment, Boston