Find Holiday Homes & Rentals in Boston

Highlights in Boston

  • Cultural city
  • Wide range of cultural options
  • Lovely outdoors
  • Exquisite bites around the city
  • Beautiful skyline

Best Holiday Homes & Rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness, and more.
Boston, Massachusetts
Holiday Rental • 97 m² • 2 Bedrooms
(176 reviews)
A beautiful, upscale apartment awaits you. Located in Boston's Premier Back Bay District and close to South End too, this outstanding apartment offers you an elevated experience. Please note the photos are representative, I am currently refurbishing the apartment. Layout and photos may be different when you arrive but the photos give you a feel for the place. This apartment can only be booked by guests 25 years or over. Quiet hours form 22:00 to 08:00.Absolutely no extra guests without approval and a max of 6 guests occupancy. No parties, drugs, smoking or loud noises under any circumstance...
from €447 / night
Boston, Massachusetts
Holiday Rental • 125 m² • 2 Bedrooms
A beautiful, upscale apartment awaits you. Located in Boston's Premier Back Bay District and close to South End too, this outstanding apartment offers you an elevated experience. Please note the photos are representative, I am currently refurbishing the apartment. Layout and photos may be different when you arrive but the photos give you a feel for the place. The apartment sleeps 6 comfortably with 2 full bedrooms both with Queen Size beds and then a sofa bed in the open plan living area. This apartment can only be booked by guests 25 years or over. Quiet hours form 22:00 to 08:00.Absolutel...
from €463 / night
Boston, Massachusetts
Holiday Rental • 97 m² • 2 Bedrooms
Stay in the heart of Boston’s historic and popular South End Neighborhood in an amazing studio with everything you need! The historic location will allow you to truly live like a Bostonian and have an authentic Boston experience! Plus, there’s a full kitchen downstairs (with oven, large fridge/freezer and dishwasher) and laundry facilities.Booking a premier studio will see you benefit from great Wi-Fi, a very comfy bed and modern kitchen appliances. There’s an ensuite bathroom with plenty of towels and toiletries provided. The studio is large enough for a dining room table and offers you sp...
from €503 / night

Prices and availability

Current Holiday letting prices Boston

€401for 1 Apr - 8 Apr
€460 annual average
Average price per week

Current holiday letting availability Boston

10%for 1 Apr - 8 Apr
23% annual average
Percentage of available rentals

Holiday homes and rentals in Boston

Elegant and exclusive rentals in the city

Going to Boston and need to decide where to stay? Let’s keep it simple. If you travel on a budget, choose rentals in South Boston, Bay Village, Back Bay and South End. The area is quiet and cheaper then the centre but still well connected via a great network of transports. For a very touristic stay, Back Bay is the best example of the American 19th-century architecture. If you are looking for exclusive rentals, luxury properties are available in North End. Maybe you are in town for business, then you definitely need to stay Downtown.

Fabulous rentals with incredible amenities

The city boasts a wide array of beautiful homes of colonial style with spacious and comfortable rooms and spaces to spend time together. The lounges are arranged in resting areas, dining and relaxing corners. The kids will have great fun in the back gardens and all of you will enjoy the privilege of having a private pool to take a dip whenever you please. Amongst many modern central rentals is very common to find accommodation for 6 people. As you can see, space is not a problem. Beautiful deco, great amenities and perfect locations. What else do you need?

Holidays in Boston

The area and getting around

A mix of traditional and modern flair

Boston, Massachussets’ capital city is one of the oldest cities in the USA. Home to many universities and is considered the hub of Biotech. The city is known for a great life quality, innovation galore, cultural attractions and green and blue spaces. A city of firsts where everything is about learning. The baked beans are also quite famous as well as Fenway Park or the Boston Marathon.

Contrasting architectural beauties

In and around there is a lot to do and many places to visit. Take a day to go to Vermont, the Berkshires, Cape or Maine or jump on the train for a ride to New York City. Tradition and modernity is a great mix that you will notice wandering the streets. Traditional houses in some neighbourhoods and modern buildings in contrast with the previous ones. Explore the city and discover its markets, great shopping areas and have a panoramic view of the skyline. Boston has so much to offer. Take your time and start your urban adventure!

Travellers and activities

Boston for urban lovers

Boston is a city with varied places and activities. For a comfortable and pleasant tour around the city, get on the Hop-On Hop-Off bus that will take you to the highlights of the city while enjoying an explanation in your own language. Walking the streets, you discover little corners and cosy cafes to stop for breakfast or a quick coffee to get some energy to keep going. Visit the Old State House or Faneuil Hall & Quincy Marketplace or the best highlight of the city - The freedom Walk.

Boston for culture lovers

Some cultural visits are the Museum of Fine Arts and the Museum of science. The city boasts lots of museums specialised in different topics but if you wanted to see them all them maybe it would be the only thing in your trip. The Institute of Contemporary Art, the Salem Witch Museum, the Harvard Natural History Museum and the USS Constitution Museum, are also great institutions you can spend some time at. Although you will also find others very specific for those interested in the world of computer science, firefighters or the police.

In Boston the John Hancock tower tells the residents about the weather with coloured lights atop this iconic building. If the light flashes red, rain is on its way but also means that the Red Sox game is rained out!

Top 5 travel tips in Boston

1. Get stunning views from above

Get to the top of the Prudential Tower and get beautiful views of the city. You need to buy a ticket. The Skywalk observatory, on floor 50th is the highest lookout point in New England. You will not believe your eyes when you see the impressive skyline in the horizon.

2. Stroll around Boston Garden

The public gardens were built in 1634 and changed in the Victorian Age, introducing relevant species of plants from both local and the city surroundings. With the flowers, they created floral patterns using new techniques and importing exotic flora and trees. The park offers long walks, benches to take a rest, the beautiful lake, the fountains and the Swan Boats, one ot the popular attractions.

3. Get to know the Red Sox home

Take your family to Fenway Park, home to the Red Sox. According to history, this park is the oldest ball park In Major League Baseball. Many events take place in the park, not just baseball - campaigns, football matches and or the World Series.

4. Have a yummy walk!

Walking around a city always makes us a bit hungry and thirsty. Well, there is a simple way to solve that. Take a foodie walk with the family or your friends. We can assure they are the tastiest tours in town! Mouthwatering goodies and culinary delicacies. How good that sounds? A Yummy Walk takes up to three and a half hours. The tour takes you through the Italian district popping in different eateries where you will sample amazing cheese, pancetta and olive oil. After that, you will enjoy lunch where three different pasta dishes will be served. A good slice of pizza comes next! Baked in the oven and melting cheese that you will not resist. At the end, sweet treats will be the icing on the cake. Sample some chocolates and caramels and the best cannoli you have ever tasted!

5. Take the children to their museum

About a century ago, Boston Children’s Museum was an idea that took shape out of the brainstorming of some local science teachers that wanted to create a learning arena for children. This is a very popular place for locals and visitors alike. The exhibits are focused on children from all ages. They are always appealing as it is the giant sculpture in the centre of the first floor. Kids can climb it safely up to 4 floors approximately. Hands on activities are the main attraction for the kiddos, who always run around with big smiles on their faces, enjoying their active participation in the museum.

FAQs: Holiday Homes & Rentals in Boston

How much do the holiday rentals in Boston cost on average?

By looking at its annual average price of €314.84, Boston is not a city that stands out for being the most expensive or the cheapest in the USA.

When can you get the best deals on holiday rentals in Boston?

According to our most recent historical data, the months that allow you to save the most in Boston are December, November, and January, with average prices of €227.94, €243.15 and €243.16, respectively.

When are holiday rentals more expensive in Boston?

It can be concluded, analysing the data for the year 2020, that the costs per night for accommodation is usually higher, on average, during the months of April (€442.33), May (€406.56), and August (€331.99).

Are there usually many holiday homes available in Boston?

When visiting Boston we recommend you to think ahead, as 85% of rentals are usually booked, according to last year's data.

Which months offer the highest availability?

In 2020, the months with the largest number of accommodations available in Boston were December, May, and January with average availabilities of 21.33%, 21% and 21%, respectively.

Which months is it more difficult to find available rentals?

The months with the lowest properties available in Boston are, in order, October, August and September, with respective average availability figures of 11%, 11.4%, and 13%, based on data collected in 2020.

How many homes are available in Boston?

In Boston we collaborate with 7 different partners to give you a choice of 510 properties, so you will not be short of options!

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