Best apartment offers in Wellesley, MA

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Wellesley, MA apartments
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39 Holiday apartments Wellesley, MA

Best family friendly Wellesley, MA Holiday Apartments and Self Catering Accommodations

Among the 39 accommodations in Wellesley, MA, here are the 4 best family friendly holiday apartments

Beautiful 3br+office+parking+backyard Near Boston-cambridge. - Wellesley, MA
10 10 reviews
Wellesley, MA
09/07 – 11/07
SG$705/nighttotal: SG$1410 (2 )

Beautiful 3br+office+parking+backyard Near Boston-cambridge.

3 2
apartment , Medford
This family-friendly Medford apartment, located in the Wellington neighbourhood, is within walking distance of Wellington station, offering easy access to Boston, Cambridge, and Somerville, and is 8 minutes from Encore Boston Harbor casino and 13 minutes from Logan International Airport.
The 116-square-metre (1248 sq ft) property comprises three bedrooms, one bathroom, sleeps seven, and includes a fully equipped kitchen, in-unit laundry, private office with futon, garden, spa, parking, and family-friendly amenities such as a pack-and-play and high chair.
Quiet Entire House 2br/2ba Walk To Train/colleges - Wellesley, MA
9.3 15 reviews
Wellesley, MA
09/07 – 11/07
SG$706/nighttotal: SG$1412 (2 )

Quiet Entire House 2br/2ba Walk To Train/colleges

1 2
apartment , Wellesley
This train is situated in Wellesley Square, within a short walk of Wellesley and Babson Colleges, the train station connecting to Boston, and Whole Foods grocery. The property has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation has two bedrooms and one bathroom, comfortably accommodating up to five guests. The train offers a range of amenities, including a fully equipped kitchen, a spacious garden, and a Jacuzzi, ensuring a comfortable and enjoyable stay.
Bostonian 2br2bth / 8 Minutes To Boston - Wellesley, MA
Wellesley, MA
09/07 – 11/07
SG$858/nighttotal: SG$1716 (2 )

Bostonian 2br2bth / 8 Minutes To Boston

2 2
apartment , Somerville
This two-bedroom flat in East Somerville offers prime access, being a 10-15 minute walk to Gilman Square, East Somerville, and Union Square T-stations, and just a 7-minute walk to Stop & Shop, with Foss Park nearby and convenient access to Boston.
This 121 square metre property accommodates up to six guests, featuring a fully equipped kitchen, in-unit laundry, central air conditioning, a private balcony, and generous free parking for up to four vehicles.
Cambridge/boston 3br2bth Parking, W/d, Subway,a/c - Wellesley, MA
9.6 15 reviews
Wellesley, MA
09/07 – 11/07
SG$1050/nighttotal: SG$2100 (2 )

Cambridge/boston 3br2bth Parking, W/d, Subway,a/c

3 2
apartment , Somerville
This Somerville apartment, situated in Ward Two, is less than 1.6km from the Cambridgeside Galleria and Museum of Science, and under 3.2km from MIT and Harvard University.
This three-bedroom, two-bathroom property offers 102 square metres of living space, sleeping up to eight guests and boasting amenities including free Wi-Fi, a Smart TV, in-unit laundry, parking and a garden.

Best Wellesley, MA holiday apartments with a kitchen

Spacious, Beautifully Appointed Historic Home. - Wellesley, MA
Wellesley, MA
20/07 – 27/10
SG$412/nighttotal: SG$40788 (99 )

Spacious, Beautifully Appointed Historic Home.

1 1
apartment , Wellesley
This four-bedroom flat offers a prime central location in Wellesley, providing convenient access to the Main Street shopping district and Wellesley College, with easy onward travel to Boston via train or public transport, and is situated within 5 kilometres of routes Rt. 128 and the Mass Pike (Rt. 90).
This spacious residence, ideal for up to six guests, features air conditioning and a fully equipped kitchen including a fridge, freezer, microwave oven, and dishwasher, alongside a classic New England aesthetic for an authentic Wellesley stay.
Charming 3br Boston Stay Garage Ev, Pool Table - Wellesley, MA
Wellesley, MA
21/08 – 24/09
SG$548/nighttotal: SG$18632 (34 )

Charming 3br Boston Stay Garage Ev, Pool Table

1 1
apartment , Boston
This one-bedroom flat in Boston is located approximately 8.9 kilometres from the Museum of Fine Arts and 9.3 kilometres from Fenway Park.
This 121-square-metre residence offers accommodation for up to 11 guests, featuring a fully equipped kitchen, air conditioning, a balcony, and complimentary private parking with EV charging facilities.
Gorgeous, Peaceful Sanctuary On Lake Minutes From Boston & All Local Colleges. - Wellesley, MA
10 5 reviews
Wellesley, MA
21/08 – 24/09
SG$4982/nighttotal: SG$169388 (34 )

Gorgeous, Peaceful Sanctuary On Lake Minutes From Boston & All Local Colleges.

4 1
apartment , Natick
This waterfront holiday home is situated in Natick, on the border of Weston and Wayland, close to both local and Boston universities and colleges. It has received excellent user ratings, making it a popular choice for travellers. This spacious property has four bedrooms and five bathrooms, accommodating up to eight guests comfortably. It offers a range of amenities and activities, including a swimming pool, Jacuzzi, tennis court, a playground, a trampoline, a theatre room, a game room, a gym, and a meditation room, ensuring a memorable stay for all.
Fully Private 1bed Apt Brookline - Wellesley, MA
Wellesley, MA
20/07 – 27/10
SG$438/nighttotal: SG$43362 (99 )

Fully Private 1bed Apt Brookline

1 2
apartment , Brookline
This one-bedroom flat in North Brookline offers a local experience, situated within 3.5 kilometres of Harvard Square and Newbury Street, and 5.2 kilometres from Boston Common and Boston Harbour.
This pet-friendly apartment accommodates up to six guests and includes air conditioning, heating, a hairdryer, and an iron, with check-out at 11:00.

Frequently asked questions about apartment rentals in Wellesley, MA

  • What makes Wellesley, MA unique or famous?

    Wellesley is known for its beautiful natural landscapes, its strong sense of community, and its excellent schools. It's also home to Wellesley College, one of the top women's colleges in the United States. It's a great place to live and visit, with lots of green spaces and a charming downtown area.
  • What are the best apartments in Wellesley, MA?

  • Where can you find the best local markets and street food in Wellesley, MA?

    Wellesley doesn't really have street food stalls or bustling markets, but the Wellesley Farmers Market is a great place to find local produce and crafts during the summer months. You can find a variety of restaurants in the Wellesley Square, offering everything from pizza to Thai food.
  • What are the best apartments with a jacuzzi in Wellesley, MA?

    The best apartment with a jacuzzi in Wellesley, MA is Near Colleges + Train 2bd 2ba Quiet Entire Home.

  • How is the public transportation system in Wellesley, MA?

    Wellesley is well-connected to Boston by the MBTA Commuter Rail, with stations in Wellesley Hills and Wellesley Square. The system is reliable and easy to use, but you'll need to plan your journey in advance, as trains aren't as frequent as buses in Boston.
  • What are the best apartments for families and kids in Wellesley, MA?

  • Which seasonal events or festivals should apartment renters look forward to in Wellesley, MA?

    Wellesley hosts a number of events throughout the year, like the Wellesley Farmers Market in the summer, and the Wellesley Holiday Stroll in December. The town also has an annual Fourth of July celebration with a parade and fireworks.
  • What are the best pet friendly apartments in Wellesley, MA?

    The best pet friendly apartment in Wellesley, MA is The Wellesley Nest.

  • What amenities are typically included in apartments in Wellesley, MA?

    Most apartments in Wellesley come with basic amenities like central heating and air conditioning, and some might have in-building laundry facilities. You'll often find off-street parking as well. It's best to check with the landlord for specific details.
  • What are the best apartments with parking in Wellesley, MA?

  • What leisure activities are available for relaxation in Wellesley, MA?

    Wellesley has a lot to offer for relaxation. You can enjoy a walk or bike ride along the Charles River, take a dip in Morses Pond, or visit the beautiful Wellesley College campus. There are also several parks and gardens in the area, perfect for a picnic or a quiet afternoon.

Destinations nearby

Best Wellesley, MA holiday apartments with air conditioning

Apartment ∙ 1 Bedroom ∙ 2 Guests - Wellesley, MA
Wellesley, MA
20/07 – 27/10
SG$205/nighttotal: SG$20295 (99 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Boston
This furnished one-bedroom flat on prestigious Commonwealth Avenue in Boston offers a prime location, placing you within easy reach of numerous landmarks and academic institutions.
This residence comfortably accommodates two guests, featuring a dedicated workspace, a spacious living area with an oversized television, and a complete kitchen, all fully furnished with designer interiors and including Wi-Fi and utilities.
Prudential Area Loft Retreat - Wellesley, MA
Wellesley, MA
09/07 – 11/07
SG$597/nighttotal: SG$1194 (2 )

Prudential Area Loft Retreat

1 2
apartment , Boston
This studio flat is located in Boston's Back Bay district, bordering the South End and opposite Northeastern University, providing convenient access to Boston's medical centres and downtown.
This 19.8 square metre private studio offers accommodation for two guests and includes a kitchen, air conditioning, and Wi-Fi, with the Southwest Corridor Park nearby for recreation.
Spacious 4 Bedroom Home With Large Yard - Wellesley, MA
9.8 127 reviews
Wellesley, MA
09/07 – 11/07
SG$795/nighttotal: SG$1590 (2 )

Spacious 4 Bedroom Home With Large Yard

4 2
apartment , Wayland
This spacious home is situated in Wayland, a safe town just 40 kilometres west of Boston, with easy access to major highways. The property has received excellent ratings for cleanliness, location, and overall user experience.
This four-bedroom house is perfect for families or groups of friends, comfortably accommodating up to eight guests. The well-equipped property features a fully equipped kitchen, a private garden, and a large backyard, making it ideal for relaxing or enjoying outdoor activities.
Spacious & Clean 2 Br- 15 Min To Boston - Wellesley, MA
9.9 384 reviews
Wellesley, MA
20/07 – 27/10
SG$285/nighttotal: SG$28215 (99 )

Spacious & Clean 2 Br- 15 Min To Boston

1 1
apartment , Waltham
This Waltham apartment is conveniently located just 15 kilometres from Boston, in a quiet residential area on the edge of Newton, offering easy access to Moody Street's restaurants, shops and entertainment options. The apartment has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious two-bedroom flat can comfortably accommodate up to eight guests. It comes with a fully equipped kitchen, free parking, high-speed internet, cable TV and a washer and dryer in the basement. Guests can also enjoy the private garden and proximity to the Charles River for scenic walks and bike rides.

Best pet-friendly Wellesley, MA holiday apartments

Among the 39 accommodations in Wellesley, MA, here are the 4 best pet friendly holiday apartments

Cozy & Modern 2br In Prime Belmont Spot - Wellesley, MA
Wellesley, MA
21/08 – 24/09
SG$341/nighttotal: SG$11594 (34 )

Cozy & Modern 2br In Prime Belmont Spot

2 1
apartment , Belmont
This two-bedroom flat in Belmont offers excellent public transport links and is within a short walk of the town centre, parks, and the lake.
Accommodating up to seven guests, this residence provides a hair dryer, bathtub, and shower, with easy access to Boston attractions such as Fenway Park and Harvard Square.
Entire Private 1 Bedroom Apartment In Brookline - Wellesley, MA
Wellesley, MA
20/07 – 27/10
SG$381/nighttotal: SG$37719 (99 )

Entire Private 1 Bedroom Apartment In Brookline

1 2
apartment , Brookline
This one-bedroom flat is located in Coolidge Corner, Brookline, a short walk from the Green Line, offering convenient travel to Fenway Park, Longwood Medical, and downtown Boston.
This accommodation for two guests features a fully equipped kitchen, a comfortable queen bed, high-speed Wi-Fi, a smart TV, and a dedicated workspace, with numerous cafes and restaurants nearby.
Cozy 1br Private Unit W/ Patio & Parking - Wellesley, MA
10 2 reviews
Wellesley, MA
20/07 – 27/10
SG$554/nighttotal: SG$54846 (99 )

Cozy 1br Private Unit W/ Patio & Parking

1 2
apartment , Brookline
This Brookline apartment, located in the High Street Hill neighbourhood, offers convenient access to Boston attractions such as Fenway Park and Faneuil Hall Marketplace, though precise distances aren't specified.
The one-bedroom flat sleeps two guests and includes amenities such as Wi-Fi, air conditioning, heating, and a washing machine.
Sunny Dog Friendly Union Sq 1brm - Wellesley, MA
9.4 131 reviews
Wellesley, MA
09/07 – 11/07
SG$555/nighttotal: SG$1110 (2 )

Sunny Dog Friendly Union Sq 1brm

2 2
apartment , Somerville
This Somerville flat is perfectly situated, just a short walk from both the Gilman Square and Union Square T stops, making it easy to explore the city. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable stay.
The flat has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a well-equipped kitchen, free parking, and a private outdoor space, perfect for relaxing after a day of exploring the local shops and restaurants.
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