Best apartment offers in Wellesley, MA

39 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Wellesley, MA apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

39 Best apartments in Wellesley, MA

Search Family-Friendly Self-Catering Apartments in Wellesley, MA

Travelling to Wellesley, MA with children? A quality family holiday apartment makes everything easier, keeping city attractions within easy reach.

74 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Wellesley, MA
Wellesley, MA
21/08 – 24/09
£196/nighttotal: £6664 (34 )

74 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 1
apartment , Brookline
Apartment listing for up to 4 people. You will be based in Brookline.
Facilities and services include air conditioning, free parking and a freeze. This apartment is ideal for families.
Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym. - Wellesley, MA
10 26 reviews
Wellesley, MA
09/07 – 11/07
£2008/nighttotal: £4016 (2 )

Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym.

4 2
apartment , Walpole
This Walpole house is situated in a peaceful rural setting, just a short drive from Medfield Rhododendrons, Legacy Place, and Moose Hill Wildlife Sanctuary. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious four-bedroom home, with a floor area of 567 square metres, comfortably accommodates up to 12 guests. The house offers a range of amenities to ensure a comfortable stay, including a private pool, a fitness centre, a tennis court, and a fully equipped kitchen.
3br2bth Td Garden/mit/harvard/bos/3 Parking Spaces - Wellesley, MA
10 24 reviews
Wellesley, MA
09/07 – 11/07
£584/nighttotal: £1168 (2 )

3br2bth Td Garden/mit/harvard/bos/3 Parking Spaces

3 2
apartment , Somerville
This East Somerville flat is situated near the Sullivan Square tube station (a 0.4km walk), Assembly Row (0.6km walk), offering easy access to Kendall Square, MIT, and Boston city centre.
The four-bedroom property, sleeping up to eight guests, includes a fully equipped kitchen, in-unit laundry, free parking for two cars, and family-friendly amenities such as a high chair and cot (available on request).
Spacious & Clean 2 Br- 15 Min To Boston - Wellesley, MA
9.9 386 reviews
Wellesley, MA
21/08 – 24/09
£182/nighttotal: £6188 (34 )

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 Wellesley, MA holiday apartments with a kitchen

Beautiful Historic House Near Boston - Wellesley, MA
10 1 review
Wellesley, MA
20/07 – 27/10
£144/nighttotal: £14256 (99 )

Beautiful Historic House Near Boston

1 2
apartment , Dedham
This Dedham house rental, perfect for a family of four, offers two bedrooms, one bathroom, and access to the entire property (excluding one locked bedroom and the attic), with parking available.
The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, and benefits from air conditioning; further details regarding its precise location within Dedham and proximity to local landmarks are needed for a more comprehensive description.
Charming 3br Boston Stay Garage Ev, Pool Table - Wellesley, MA
Wellesley, MA
21/08 – 24/09
£318/nighttotal: £10812 (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.
Fifa World Cup Stay! Luxury 6,000 Sq Ft Home Near Boston - Wellesley, MA
9.4 81 reviews
Wellesley, MA
21/08 – 24/09
£754/nighttotal: £25636 (34 )

Fifa World Cup Stay! Luxury 6,000 Sq Ft Home Near Boston

3 1
apartment , Newton
This colonial/contemporary residence is located in Newton, offering a secluded 0.2-hectare private lot, approximately 10 kilometres from Boston's city centre, with convenient access to attractions such as Encore Boston Harbor and the Port of Boston.
This spacious 557 square metre apartment, suitable for up to 9 guests, features 3 bedrooms, 4 bathrooms, a gourmet kitchen with Miele appliances, air conditioning, a Jacuzzi, a garden, a tennis court, and parking, providing a luxurious stay.
A Stylish Stay W/ A Queen Bed, Heated Floors.. #21 - Wellesley, MA
9.2 533 reviews
Wellesley, MA
09/07 – 11/07
£233/nighttotal: £466 (2 )

A Stylish Stay W/ A Queen Bed, Heated Floors.. #21

1 2
apartment , Brookline
This one-bedroom apartment is conveniently located in Brookline, just a short distance from both Fenway Park and Boston University, offering easy access to the vibrant city attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment is perfect for a couple, with its 28 square metres of space and a comfortable queen-sized bed. Guests can enjoy amenities such as a fully equipped kitchen, a washing machine, free Wi-Fi, and heated floors, making for a pleasant and convenient stay.

Frequently asked questions about apartment rentals in Wellesley, MA

  • What are the top cultural and historical sites in Wellesley, MA?

    Wellesley is home to the historic Wellesley College, founded in 1870. You can visit the beautiful campus and learn about its history. The town also has several historic churches, like the First Parish in Wellesley, built in 1831.
  • What are the best apartments in Wellesley, MA?

  • What makes Wellesley, MA unique or famous?

    Wellesley is known for its beautiful residential areas and its high quality of life. It's also home to several prestigious educational institutions, including Wellesley College and Babson College. The town is known for its strong sense of community and its commitment to education and the arts.
  • What are the best apartments with a jacuzzi in Wellesley, MA?

    Near Colleges + Train 2bd 2ba Quiet Entire Home and Us Open Hse are the best apartments with a jacuzzi in Wellesley, MA.

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

    Wellesley doesn't have a bustling street food scene, but you can find local produce and artisanal goods at the Wellesley Farmers Market, held every Saturday from June to October. It's a great place to experience the local culture and find unique gifts.
  • 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 has a few annual events, like the Wellesley Fall Festival in October, which features live music, food stalls, and family-friendly activities. The town also holds a summer concert series at the Wellesley Town Hall.
  • 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?

    Apartments in Wellesley often include basic amenities like central heating and air conditioning, laundry facilities, and parking. Some apartments may also have additional amenities like a fitness centre or a swimming pool. You can find more details about specific apartments when you contact the landlord.
  • What are the best apartments with parking in Wellesley, MA?

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

    Wellesley has plenty of parks and green spaces where you can relax and enjoy the outdoors. The Morses Pond Recreation Area is a popular spot for swimming, boating, and picnicking. You can also find walking trails and bike paths throughout the town.

Destinations nearby

Best Wellesley, MA holiday apartments with air conditioning

Cozy Boston Getaway Apartment! Free Parking - Wellesley, MA
9.2 60 reviews
Wellesley, MA
09/07 – 11/07
£372/nighttotal: £744 (2 )

Cozy Boston Getaway Apartment! Free Parking

1 2
apartment , Boston
This one-bedroom apartment is situated in a peaceful neighbourhood in Boston, just 11km from the Hynes Convention Center and Back Bay, and 10km from the Boston Museum of Fine Arts. It has received excellent ratings for cleanliness and user experience, as well as a very good location rating.
The apartment offers 56 square metres of space, accommodating up to 5 guests. It features a fully equipped kitchen, air conditioning, a private garden, and free private parking, making it an ideal choice for families or groups of friends exploring Boston.
Sunny Dog Friendly Union Sq 1brm - Wellesley, MA
9.4 131 reviews
Wellesley, MA
09/07 – 11/07
£322/nighttotal: £644 (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.
A Stylish Stay W/ A Queen Bed, Heated Floors.. #18 - Wellesley, MA
9.2 192 reviews
Wellesley, MA
09/07 – 11/07
£235/nighttotal: £470 (2 )

A Stylish Stay W/ A Queen Bed, Heated Floors.. #18

1 2
apartment , Brookline
This Brookline apartment is conveniently located just a short distance from Fenway Park and Boston University, offering easy access to both the excitement of the city and the academic atmosphere of the area. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is a one-bedroom flat with a floor area of 28 square metres, comfortably accommodating two guests. It features a fully equipped kitchen with a dishwasher, a modern bathroom with a walk-in shower, and a shared lounge, providing a comfortable and well-equipped space for your stay.
Wonderful 1br In Mission Hill - Wellesley, MA
8.3 3 reviews
Wellesley, MA
09/07 – 11/07
£311/nighttotal: £622 (2 )

Wonderful 1br In Mission Hill

1 2
apartment , Boston
This one-bedroom flat in Mission Hill, Boston, is situated 2.6 kilometres from Fenway Park, 3.5 kilometres from Back Bay's shops and restaurants, and 3.7 kilometres from MIT.
This 50-square-metre apartment accommodates up to three guests and features a fully equipped kitchen with a dishwasher, complimentary WiFi, and on-site laundry facilities.

Discover Pet-Friendly Holiday Apartments in Wellesley, MA

Your ideal pet-friendly holiday apartment in Wellesley, MA is right here. Take your time to explore the collection and find the best.

Bright 4bd/1ba Near Tufts & T- 15 Min To Boston - Wellesley, MA
Wellesley, MA
09/07 – 11/07
£385/nighttotal: £770 (2 )

Bright 4bd/1ba Near Tufts & T- 15 Min To Boston

3 2
apartment , Medford
This South Medford flat is situated just 700 meters from Tufts University, with convenient access to the Green Line Extension for travel to Harvard, MIT, and central Boston, and is close to the A193 motorway.
This three-bedroom flat accommodates up to eight guests with four beds, featuring a fully equipped kitchen, a 65-inch television, and free on-street parking, making it ideal for families and groups visiting Medford.
3br W Parking - 15m Drive To Cambridge/boston - Wellesley, MA
9.2 194 reviews
Wellesley, MA
09/07 – 11/07
£318/nighttotal: £636 (2 )

3br W Parking - 15m Drive To Cambridge/boston

3 2
apartment , Watertown Town
This three-bedroom apartment is situated in a peaceful Watertown neighbourhood, just a short walk from Watertown Square and Arsenal Mall, and a 1.6km walk from the Charles River. The property boasts excellent ratings for location, cleanliness, and user experience.
The apartment comfortably accommodates seven guests with two queen bedrooms, two single beds, and an additional air mattress. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, along with air conditioning, parking, and access to a laundry in the basement.
Comfortable House In Newton - Wellesley, MA
9.3 71 reviews
Wellesley, MA
21/08 – 24/09
£282/nighttotal: £9588 (34 )

Comfortable House In Newton

1 1
apartment , Newton
This apartment is located in Newton, just a short walk from the Green Line T, offering easy access to Boston and Cambridge. It has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, a fitness centre, and parking.
Entire Private 1 Bedroom Apartment In Brookline - Wellesley, MA
Wellesley, MA
20/07 – 27/10
£221/nighttotal: £21879 (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.
©2026 cozycozy.com