Boston, MA Holiday Rentals & Airbnb

10 3 reviews

Boston, MA

2 1

SG$514/nightfor 1 night

Polished South End Studio

apartment - Boston

This studio flat is situated in Boston's South End, a prime location offering convenient walking access to its well-regarded restaurants, independent shops, and local parks, with the nearest park being approximately 350 metres away.
This property allows pets, features air conditioning, a kitchenette equipped with a fridge and freezer, and accommodates two guests with a queen-size bed, all supported by a 24/7 guest messaging team.

9.4 159 reviews

Boston, MA

4 2

SG$1260/nighttotal: SG$5040 (4 )

(5g1) 2 Bedroom, Backbay, Newbury Street, Location

apartment - Boston

This two-bedroom flat is situated on Newbury Street in the Back Bay neighbourhood, a short walk from Boston's Public Garden and Charles River Esplanade. The apartment enjoys excellent ratings for location, cleanliness and user experience.
The flat comfortably accommodates four guests with two queen-sized bedrooms and one and a half bathrooms. Guests can enjoy a fully equipped kitchen, in-unit laundry facilities, a Roku TV, and central air conditioning.

Boston, MA

1 1

SG$386/nighttotal: SG$11580 (30 )

Dreamy Financial District 1br W/ W/d & Gym, Nr Greenway, By Blueground

apartment - Boston

This contemporary one-bedroom flat in Boston's Chinatown offers city views and is conveniently located within 500 meters of Boston Common and TD Garden.
This 62 square meter apartment accommodates two guests and features a fully equipped kitchen, in-apartment laundry, and on-site building amenities including a dryer, elevator, and lounge, with flexible lease options available.

9.4 116 reviews

Boston, MA

2 2

SG$523/nighttotal: SG$3661 (7 )

Beautiful 2bd/2ba In Southend Boston 0457

apartment - Boston

This South End, Boston flat is conveniently located a 0.8 km walk from Boston Medical Centre and a 3.2 km walk from the Massachusetts Avenue subway station (Orange Line), offering easy access to other parts of the city.
The two-bedroom, two-bathroom apartment sleeps six guests, features a fully equipped kitchen with dishwasher, in-unit laundry (fees apply), and air conditioning; pet-friendly (fees apply).

Boston, MA

4 1

SG$1271/nighttotal: SG$2542 (2 )

Splendid One-bedroom Sanctuary In Boston Central

apartment - Boston

This Boston flat is located 1.77 kilometres from the Boston Tea Party Ship & Museum and an 18-minute walk from Boston Common.
This 70 square metre flat accommodates up to 7 guests and includes a kitchen with a fridge, microwave and dishwasher, air conditioning, WiFi, a fitness centre, and a garden, with check-out at 11:00 AM.

9.6 51 reviews

Boston, MA

3 1

SG$813/nightfor 1 night

The Attia: Elevated Cozy Amenities!

apartment - Boston

This Boston studio apartment is conveniently located near Boston's 'T' public transport system, a five-minute walk away, offering easy access to Boston College and Harvard University.
The self-contained apartment, sleeping up to four guests, boasts a fully equipped kitchen, a 65" SmartTV, in-unit laundry facilities, and access to a shared complex with a swimming pool, gym, and games rooms.

9.8 293 reviews

Boston, MA

2 1

SG$428/nightfor 1 night

Super Location! 1st Floor! Walk Everywhere!

apartment - Boston

This Boston studio apartment is ideally located near the Symphony and Hynes Convention Centre Tube stations, within a 1.4km walk of Fenway Park and Boston University, offering easy access to downtown Boston, Cambridge, and the Longwood Medical Area.
The ground-floor, pet-friendly flat sleeps two guests and features a fully equipped kitchen, including a dishwasher, high-speed internet, and fresh linens; nearby amenities include Whole Foods and various restaurants and bars.

9.9 365 reviews

Boston, MA

3 1

SG$562/nighttotal: SG$1686 (3 )

Boston Rooftop Retreat

apartment - Boston

This Boston studio apartment is situated in the Fort Hill neighbourhood, a short walk from public transport links, universities, medical facilities, museums, and approximately 3.5km from Fenway Park and the MGM Music Hall.
The fully renovated, one-bedroom apartment, sleeping up to four guests, boasts a private rooftop deck with city views, a well-equipped kitchen, in-unit laundry, and amenities including Netflix, HBO, and Wi-Fi.

9.8 59 reviews

Boston, MA

2 1

SG$424/nighttotal: SG$2544 (6 )

Fenway Park! 1st Floor! Small Bedroom Walkable

apartment - Boston

This Boston flat is situated in the Fenway-Kenmore neighbourhood, within easy walking distance (less than 1.6km) of Fenway Park and the Isabella Stewart Gardner Museum.
The one-bedroom apartment sleeps four, features a fully equipped kitchen, in-building laundry, and a smart TV, plus proximity to numerous restaurants and cultural institutions including the Museum of Fine Arts.

9.7 72 reviews

Boston, MA

5 4

SG$634/nighttotal: SG$1268 (2 )

4-bed / 2-bath Modern Condo Minutes From Downtown

apartment - Boston

This four-bedroom apartment is situated in a Boston suburb, a 1.6km walk from the commuter rail offering easy access to Boston city centre, approximately 24km away.
Sleeping up to six guests, this self-catering property boasts a full kitchen, two bathrooms, four balconies, internet access, FireTV, and is within easy walking distance of local shops.

9.5 25 reviews

Boston, MA

4 2

SG$399/nighttotal: SG$1596 (4 )

Superb 2brm/1bath Heart Of North End Boston

apartment - Boston

This two-bedroom flat is located in Boston's historic North End, providing direct access to Italian and city centre districts.
This dwelling accommodates four guests and features a kitchen equipped with a fridge and microwave, air conditioning, and on-site laundry facilities.

Boston, MA

1 1

SG$224/nighttotal: SG$19488 (87 )

Open & Bright Beacon Hill 1br, Near The State House By Blueground

apartment - Boston

This Blueground flat is located in Boston's West End, 300 meters from TD Garden and Massachusetts General Hospital, with North Station and the Charles River waterfront nearby.
This 87 square meter, one-bedroom flat accommodates two guests and features a fully equipped kitchen, king-size bed, smart TV, and building amenities including a doorman, elevator, and on-site laundry, with pets welcome and flexible lease terms.

Best family friendly Boston, MA holiday rentals

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

9.9 104 reviews

Boston, MA

6 3

SG$416/nighttotal: SG$832 (2 )

Forever Boston-5 Mil Fenway, Freeprkg

apartment - Boston

This three-bedroom Jamaica Plain/Roslindale flat is ideally located near the Arnold Arboretum (a 1.6km walk), Bellevue commuter rail (1.6km), and Roslindale Village, providing easy access to Boston city centre (9.6km) and Fenway Park (8km).
The fully renovated ground-floor property sleeps six guests comfortably, boasting a king-size, queen-size, and bunk bed, plus a sofa bed, a fully equipped kitchen with dishwasher, and keyless entry; nearby attractions include Jamaica Pond (3.2km).

9.8 7 reviews

Boston, MA

2 2

SG$533/nighttotal: SG$1066 (2 )

Charming 2-bedroom Apartment With Ac, Wifi In Marvelous Boston, Close Downtown

apartment - Boston

This Dorchester, Boston apartment offers a family-friendly base for exploring the city, conveniently located near the Boston Museum of Fine Arts and Berklee College of Music, though precise distances aren't specified.
The 93-square-metre (1000 sq ft) property sleeps six guests comfortably in two bedrooms with two double beds and a living area with a further double bed and sofa bed, boasting amenities including Wi-Fi, air conditioning, a washing machine, and a private terrace/balcony, plus access to a shared garden and spa.

Boston, MA

1 1

SG$451/nighttotal: SG$14883 (33 )

66 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment - Boston

This 66 square metre, two-bedroom flat is situated in Boston's Back Bay district, offering convenient access to Boylston and Newbury Streets, Prudential Center, Copley Place, and cultural sites like the Museum of Fine Arts, located within 1.5 kilometres.
This pet-friendly residence provides accommodation for up to three guests and features modern amenities including air conditioning, a fitness centre, and keyless entry, with the added benefit of city and Charles River views from its floor-to-ceiling windows.

9.4 168 reviews

Boston, MA

2 1

SG$356/nighttotal: SG$1780 (5 )

Cozy Fenway 1br/1ba | Close To Fenway Park!

apartment - Boston

This one-bedroom flat is located on a quiet side street in Boston's Fenway district, just a short walk from Fenway Park.
This practical accommodation, ideal for up to two guests, offers a fully stocked kitchen with a microwave, fast WiFi, and air conditioning, situated on the second floor of a walk-up building, perfect for both short and long stays.

Best Boston, MA holiday rentals with a pool

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

9.5 51 reviews

Boston, MA

2 2

SG$416/nighttotal: SG$832 (2 )

The Galen: Luxe Leisure Elevated Amenities!

apartment - Boston

This two-bedroom Boston apartment, ideally situated near Boston College and Harvard University, is a 0.8-kilometre walk from the 'T' subway, providing easy access to the city.
The self-catering flat offers a fully equipped kitchen, in-unit laundry, two Roku TVs, a swimming pool, fitness centre, and parking, accommodating up to five guests and boasting access to extensive communal facilities within a large complex.

9.5 53 reviews

Boston, MA

4 2

SG$781/nighttotal: SG$3124 (4 )

The Cushing: Lofty Ceilings Historic Property

apartment - Boston

This Boston apartment, ideally situated near Boston College and Harvard University, is a short 0.8 km walk from the T subway, providing easy access to the city.
The two-bedroom, one-bathroom flat sleeps five guests, boasting a fully equipped kitchen, in-unit laundry, two Roku TVs, and access to a complex with a swimming pool, fitness centre, and shared amenities.

Boston, MA

2 1

SG$388/nighttotal: SG$13580 (35 )

Luxury Apt In The Heart Of Seaport

apartment - Boston

This Seaport District flat is situated a short walk from the Boston Tea Party Ships & Museum, less than 1km from the Boston Convention and Exhibition Centre and 6km from Logan International Airport.
The 61 square metre one-bedroom apartment sleeps five, includes a fully equipped kitchen with dishwasher, and offers access to a swimming pool and fitness centre; towels and linen are provided.

Boston, MA

1 2

SG$786/nighttotal: SG$25938 (33 )

98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

apartment - Boston

Apartment listing for up to 5 people. This accommodation is located in Boston.
Facilities and services: a freeze, a swimming pool and a kitchen. This apartment in Boston also has a terrace!

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?
*Excellent Hotel Alternative** 1 -5 Miles To Center - Fort Hill Inn - Boston, Charming 1br Flat Downtown Boston | Walk Anywhere and The Boiler Room - Close To Subway & Downtown are the most popular Airbnb and vacation rentals in Boston, MA among travelers.
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?
Among the Airbnbs in Boston, MA, N1 Little Italy - Td Garden - Historic Freedom Trail, Charming 1br Flat Downtown Boston | Walk Anywhere and *Excellent Hotel Alternative** 1 -5 Miles To Center - Fort Hill Inn - Boston are the most popular ones.
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?
The Boiler Room - Close To Subway & Downtown, Panoramic View - Large Deck - Ground Floor Apartment - Walk To Subway And Beach and Modern 2-bedroom Loft Condo Near Bc - Bu - Hospitals & Train W/ Parking Available 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?
The best rentals for families and kids in Boston, MA are The Boiler Room - Close To Subway & Downtown, 2 Bedroom 1st Floor Apartment In Savin Hill and The Boston Rental - Multiple Floorplans.
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?
The best vacation rentals or Airbnb with a jacuzzi in Boston, MA are Location - Location Location - 2 Bed - 2 Bath Luxury Condo, Victorian Condo and Modern - Spacious 1br For 4 - Easy Marathon Access.
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

Boston, MA

2 1

SG$327/nighttotal: SG$654 (2 )

3 Mi To Blue Hills Skiing & Hiking! Couple’s Apt

apartment - Milton

This Milton flat provides convenient access to Blue Hills Skiing and Hiking, located 4.8 kilometres away, and is within 11.3 kilometres of Boston landmarks such as the John F. Kennedy Presidential Library and Museum and Back Bay.
This 46-square-metre apartment accommodates up to three guests, featuring a fully equipped kitchen, air conditioning, a balcony, free Wi-Fi, and private parking, with a check-out time of 10:00 AM.

9.1 3 reviews

Boston, MA

2 1

SG$365/nightfor 1 night

A Stylish Stay W/ A Queen Bed, Heated Floors.. #34

apartment - Brookline

Apartment rental with an excellent rating of 91% based on 3 reviews. This accommodation is located in Brookline.
Facilities and services: an elevator, air conditioning and a kitchen. This apartment also has a terrace!

10 41 reviews

Boston, MA

1 3

SG$394/nighttotal: SG$3940 (10 )

15 Minutes To Fenway Park! Family-sized Unit Offers Free Parking.

apartment - Boston

This Boston apartment, situated on the Jamaica Plain/Roslindale border, is a two-minute walk from the bus line and a ten-minute walk from Bellevue commuter rail, offering easy access to attractions such as the Arnold Arboretum (approximately 3.2km away) and Fenway Park (approximately 8km away).
This family-friendly dwelling boasts 102 square metres of space, comprising three bedrooms, one bathroom, and amenities including a fridge, microwave, dishwasher, and parking, comfortably accommodating up to seven guests.

9.0 7 reviews

Boston, MA

2 3

SG$558/nighttotal: SG$1116 (2 )

New! Boston Condo Near Mbta, 3mi To Fenway ! (U3)

apartment - Boston

This Roxbury flat offers easy access to Boston's South Station and city centre via the MBTA commuter rail, situated approximately 5km from Fenway Park and 6km from Quincy Market.
The 102-square-metre property features three bedrooms sleeping up to eight guests, a fully equipped kitchen with dishwasher, free on-street parking, and a rear balcony overlooking a community garden with views of the John Hancock Tower.

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

9.9 150 reviews

Boston, MA

6 4

SG$591/nighttotal: SG$1182 (2 )

Beautiful Single Family Victorian In Hyde Park!

apartment - Boston

This Victorian house, situated in Boston's Hyde Park neighbourhood, is 12 kilometres from Copley Square and offers easy access to the city centre via public transport.
This spacious 186-square-metre property sleeps eight guests in four bedrooms and one bathroom, boasting a fully equipped kitchen, private garden with barbecue, off-street parking for four cars, and proximity to attractions such as the Blue Hills Reservation and Ron's Gourmet Ice Cream & Bowling.

Boston, MA

1 3

SG$253/nighttotal: SG$7590 (30 )

Fancy Stay - 14 Devon Street, Boston Ma, 02121 -No Pets Units

apartment - Boston

This Roxbury flat offers convenient access to Boston's cultural attractions, being a 0.8 kilometre walk from Franklin Park Zoo and a 3.2 kilometre drive to the Museum of Fine Arts, with public transit accessible nearby.
This three-bedroom flat accommodates three guests and features on-site parking, a kitchen with a microwave, air conditioning, and an in-unit washer and dryer, with the Four Corners/Geneva Avenue underground station 1.1 kilometres away.

9.0 4 reviews

Boston, MA

3 3

SG$894/nighttotal: SG$3576 (4 )

Luxury 3br 2ba Boston Penthouse

apartment - Boston

This luxury 3-bedroom, 2-bathroom Boston penthouse boasts a prime location, situated 3.2 kilometres from Fenway Park and a 18-minute walk to the Boston Museum of Fine Arts.
This spacious 148 square metre apartment sleeps up to 11 guests and offers a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and air conditioning.

9.6 71 reviews

Boston, MA

2 1

SG$678/nighttotal: SG$1356 (2 )

(F22) Charming Boho-inspired Studio In Fenway!

apartment - Boston

This recently renovated studio flat is conveniently located in Boston's Fenway neighbourhood, close to Fenway Park and Newbury Street, offering easy access to Back Bay and major hospitals such as Brigham and Women's and Beth Israel Deaconess.
The fully furnished one-bedroom apartment sleeps two, features a well-equipped kitchenette with appliances including a dishwasher and microwave, a shared laundry, and includes a 10% discount for medical stays with charitable donations for other guests; a travel cot is available for a fee (advance notice required).

Holiday Rentals in Boston, MA

Best Holiday rentals and Airbnb offers in Boston, MA

Polished South End Studio

(5g1) 2 Bedroom, Backbay, Newbury Street, Location

Dreamy Financial District 1br W/ W/d & Gym, Nr Greenway, By Blueground

Beautiful 2bd/2ba In Southend Boston 0457

Splendid One-bedroom Sanctuary In Boston Central

The Attia: Elevated Cozy Amenities!

Super Location! 1st Floor! Walk Everywhere!

Boston Rooftop Retreat

Fenway Park! 1st Floor! Small Bedroom Walkable

4-bed / 2-bath Modern Condo Minutes From Downtown

Superb 2brm/1bath Heart Of North End Boston

Open & Bright Beacon Hill 1br, Near The State House By Blueground

Best family friendly Boston, MA holiday rentals

Forever Boston-5 Mil Fenway, Freeprkg

Charming 2-bedroom Apartment With Ac, Wifi In Marvelous Boston, Close Downtown

66 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

Cozy Fenway 1br/1ba | Close To Fenway Park!

Best Boston, MA holiday rentals with a pool

The Galen: Luxe Leisure Elevated Amenities!

The Cushing: Lofty Ceilings Historic Property

Luxury Apt In The Heart Of Seaport

98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests

Frequently asked questions about holiday rentals in Boston, MA

Popular destinations

Best Boston, MA holiday rentals with a balcony

3 Mi To Blue Hills Skiing & Hiking! Couple’s Apt

A Stylish Stay W/ A Queen Bed, Heated Floors.. #34

15 Minutes To Fenway Park! Family-sized Unit Offers Free Parking.

New! Boston Condo Near Mbta, 3mi To Fenway ! (U3)

Neighborhoods and points of interest in Boston, MA

Best Boston, MA holiday rentals with parking

Beautiful Single Family Victorian In Hyde Park!

Fancy Stay - 14 Devon Street, Boston Ma, 02121 -No Pets Units

Luxury 3br 2ba Boston Penthouse

(F22) Charming Boho-inspired Studio In Fenway!