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Wellesley, MA apartments
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39 Apartments or condos in Wellesley, MA

Search Family-Friendly Vacation Apartments in Wellesley, MA

Getting the vacation apartment right makes all the difference for a family trip to Wellesley, MA, ensuring city attractions are within easy reach for everyone.

Majestic Lakefront 3-bedroom With Pool, Hot Tub, Water Sports And Birdwatching - Wellesley, MA
10 13 reviews
Wellesley, MA
07/09 – 07/11
$2003/nighttotal: $4006 (2 )

Majestic Lakefront 3-bedroom With Pool, Hot Tub, Water Sports And Birdwatching

3 2
apartment , Arlington
This Arlington vacation rental, near Lower Mystic Lake, offers easy biking access to Harvard, Tufts, and Boston.
The three-bedroom, three-bathroom home sleeps nine, boasts a gourmet kitchen with two refrigerators and outdoor grills, provides cargo e-bikes, and features lakefront access with kayaking, paddleboarding, swimming, a heated pool, and hot tub.
3br2bth Td Garden/mit/harvard/bos/3 Parking Spaces - Wellesley, MA
10 23 reviews
Wellesley, MA
07/09 – 07/11
$782/nighttotal: $1564 (2 )

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

3 2
apartment , Somerville
This East Somerville rental is conveniently located near the Sullivan Square T station (a 7-minute walk), Assembly Row (a 10-minute walk), and offers easy access to Kendall Square, MIT, and Harvard.
The four-bedroom, two-bathroom apartment sleeps eight guests, features a fully equipped kitchen with dishwasher, in-unit laundry, free parking for two vehicles, and family-friendly amenities like a high chair and crib available upon request.
Spacious & Clean 2 Br- 15 Min To Boston - Wellesley, MA
9.9 384 reviews
Wellesley, MA
08/21 – 09/24
$243/nighttotal: $8262 (34 )

Spacious & Clean 2 Br- 15 Min To Boston

1 1
apartment , Waltham
This Waltham apartment is conveniently located just 15 minutes from Boston, near Moody Street, offering easy access to restaurants, shops, and a movie theater. The apartment has consistently received excellent ratings for location, cleanliness, and user experience.
This 2-bedroom rental can comfortably sleep up to 8 guests and features a fully equipped kitchen with stainless steel appliances, a spacious living area, and comfortable bedrooms with flat-screen TVs. The apartment also includes free parking, high-speed internet, a washer and dryer, and a private garden.
Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking - Wellesley, MA
9.4 79 reviews
Wellesley, MA
07/09 – 07/11
$900/nighttotal: $1800 (2 )

Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking

2 2
apartment , Boston
This Boston apartment is located in a peaceful area, just 6.3 miles from the Boston Museum of Fine Arts and 6.9 miles from Fenway Park. The apartment consistently receives excellent ratings for cleanliness, location, and overall user experience. The two-bedroom rental comfortably accommodates up to five guests within its 950 square feet. Guests can enjoy a private garden, free parking, and convenient amenities such as a dishwasher, oven, and washer, as well as a terrace, bike parking, and private check-in and check-out.

Best Wellesley, MA apartment rentals with a kitchen

Beautiful New Apartment 2bed/2bath Waltham - Wellesley, MA
9.4 31 reviews
Wellesley, MA
08/21 – 09/24
$262/nighttotal: $8908 (34 )

Beautiful New Apartment 2bed/2bath Waltham

2 1
apartment , Waltham
This two-bedroom apartment is located in a central Waltham neighborhood, just a block from Moody Street, known for its diverse dining options, and a short walk from the Commuter Rail station, providing easy access to Boston.
This 1,000 square foot apartment features two full bathrooms, on-site parking for two cars, and can comfortably accommodate up to five guests.
Relax & Recharge: Modern 1br W/ac, W/d & Parking - Wellesley, MA
9.7 7 reviews
Wellesley, MA
08/21 – 09/24
$432/nighttotal: $14688 (34 )

Relax & Recharge: Modern 1br W/ac, W/d & Parking

1 1
apartment , Waltham
This Waltham studio apartment offers a private, peaceful retreat with convenient access to I-90 and I-95, placing you within a 25-minute drive of Downtown Boston and close to Brandeis University, Bentley University, Regis College, and Lasell University. The fully equipped eat-in kitchen seats four, and the unit includes an in-unit washer/dryer, air conditioning, and a dedicated parking space (#10), with contactless self check-in available for up to four guests.
A Stylish Stay W/ A Queen Bed, Heated Floors.. #18 - Wellesley, MA
9.2 190 reviews
Wellesley, MA
07/09 – 07/11
$315/nighttotal: $630 (2 )

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

1 2
apartment , Brookline
This Brookline apartment is conveniently located near Fenway Park, Boston University, and the Museum of Fine Arts, offering easy access to Boston's attractions while maintaining a peaceful suburban atmosphere. Guests consistently rate the apartment as excellent for cleanliness, location, and overall experience.
The one-bedroom apartment comfortably accommodates two guests with a 300-square-foot layout. Amenities include air conditioning, free Wi-Fi, a fully equipped kitchen with a dishwasher and oven, a washing machine, a bathroom with a walk-in shower, heated floors, and a shared lounge.
Belmont Station - Wellesley, MA
Wellesley, MA
08/21 – 09/24
$137/nighttotal: $4658 (34 )

Belmont Station

2 1
apartment , Belmont
This Belmont apartment offers convenient access to Cambridge attractions, situated 3.6 miles from Harvard Square and Brattle Theatre, and within 4 miles of Harvard University and John F. Kennedy Park.
This 9690 sq ft residence features 2 bedrooms, 1 bathroom, a fully equipped kitchen with a dishwasher, a private balcony with garden views, complimentary WiFi, and private parking, accommodating up to 2 guests.

Frequently Asked Questions about apartment rentals in Wellesley, MA

  • What are the must-see attractions for a 2 days stay in Wellesley, MA?

    Wellesley is a charming town, but it's not known for big-name attractions. You could visit the beautiful Wellesley College campus, walk the trails at the Hunnewell Arboretum, or check out the historical exhibits at the Wellesley Free Library. If you want a bit more action, head into Boston, which is just a short train ride away.
  • What are the best apartments in Wellesley, MA?

  • Which neighborhoods in Wellesley, MA are best for renting an apartment?

    The most popular neighborhoods for rentals are usually around the Wellesley Square area, which has shops, restaurants, and easy access to public transportation. If you want a quieter option, the residential areas near the Arboretum or along the Charles River are nice, but you might need a car to get around.
  • 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.

  • What makes Wellesley, MA unique or famous?

    Wellesley is known for its beautiful residential neighborhoods, its excellent schools, and its close proximity to Boston. It's a very safe and family-friendly town, and it's a popular place for people who work in Boston but want a more peaceful suburban lifestyle.
  • What are the best apartments for families and kids in Wellesley, MA?

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

    Wellesley doesn't really have street food or open-air markets. You can find some local vendors at the Wellesley Farmers Market, which runs on Sundays during the summer. For a wider selection, you'd need to head into Boston.
  • What are the best pet friendly apartments in Wellesley, MA?

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

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

    Wellesley has a good public transportation system, with the MBTA Commuter Rail providing service into Boston. There are also several bus routes that connect different parts of town. However, if you plan on exploring the surrounding areas or relying on public transportation for everything, you might want to consider renting a car.
  • What are the best apartments with parking in Wellesley, MA?

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

    The Wellesley Farmers Market is a popular summer event, and the town also hosts a few festivals throughout the year, like the Wellesley Fall Festival and the Wellesley Holiday Stroll. You can find information about these events on the town's website.
  • What amenities are typically included in apartments in Wellesley, MA?

    Apartments in Wellesley usually include basic amenities like a refrigerator, oven, and stove. Some might have in-unit laundry, but it's not always standard. You'll likely find that most apartments have off-street parking, and some might have community amenities like a fitness center or a pool.
  • What leisure activities are available for relaxation in Wellesley, MA?

    Wellesley has plenty of options for relaxation. You can take a walk or bike ride along the Charles River, enjoy the peaceful atmosphere of the Hunnewell Arboretum, or visit the Wellesley Community Center for fitness classes or other activities. If you want something more active, there are several golf courses and tennis courts in town.

Destinations nearby

Best Wellesley, MA apartment rentals with air conditioning

Spacious, Beautifully Appointed Historic Home. - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$339/nighttotal: $33561 (99 )

Spacious, Beautifully Appointed Historic Home.

1 2
apartment , Wellesley
This 4-bedroom, 2-bathroom house in Wellesley offers prime central access to Wellesley Main Street's shopping and dining, is within walking distance of Wellesley College, and provides easy commutes to downtown Boston via train and public transport. This spacious colonial residence accommodates up to 6 guests, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, plus air conditioning and internet for longer stays.
74 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Wellesley, MA
Wellesley, MA
08/21 – 09/24
$263/nighttotal: $8942 (34 )

74 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 1
apartment , Brookline
Accommodation for 4 guests. Your accommodation will be based in Brookline.
Services and facilities: a fridge, a freeze and a washing machine. Pets are allowed in this apartment.
Great For Couples, Academics, Near Harvard - Wellesley, MA
10 1 review
Wellesley, MA
07/09 – 07/11
$350/nighttotal: $700 (2 )

Great For Couples, Academics, Near Harvard

1 2
apartment , Cambridge
This Cambridge apartment is located 1.2 miles from Harvard Square and Brattle Theatre, offering convenient access to academic institutions and local attractions.
This 700 square foot unit offers one bedroom and one bathroom, accommodating up to three guests with amenities including WiFi, air conditioning, a kitchen with a fridge and microwave, a private terrace, and an in-unit washing machine.
Newton Studio With Parking, 4 Minutes Walk To T - Wellesley, MA
8.7 6 reviews
Wellesley, MA
07/20 – 10/27
$97/nighttotal: $9603 (99 )

Newton Studio With Parking, 4 Minutes Walk To T

1 1
apartment , Newton
This Newton Highlands studio is a four-minute walk from the Green Line D Newton Highlands station, offering easy access to Boston's Longwood Medical Area and downtown via public transportation.
The newly renovated unit, perfect for two guests, includes a fridge, microwave, air conditioning, parking, and is near shops and restaurants in Newton Highlands.

Compare Pet-Friendly Apartments in Wellesley, MA

No need to leave your dog behind; each vacation apartment in Wellesley, MA on this list offers nearby dog parks and city walks.

Apartment ∙ 2 Bedrooms ∙ 4 Guests - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$311/nighttotal: $30789 (99 )

Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Boston
This furnished 2-bedroom condo in The Vera is located in Boston Landing, Allston–Brighton, offering direct access to New Balance HQ, Warrior Ice Arena, and Roadrunner Boston, with quick MBTA connections to Longwood Medical, Fenway Park, Back Bay, and Downtown Boston.
This apartment features central air conditioning, in-unit laundry, a spa-inspired bathroom with heated floors, a fully equipped kitchen, and a rooftop deck with BBQ grills and skyline views, accommodating up to 4 guests with garage parking available.
Broadway Vibes Only 1br  2 Beds  Best Location - Wellesley, MA
Wellesley, MA
07/09 – 07/11
$540/nighttotal: $1080 (2 )

Broadway Vibes Only 1br 2 Beds Best Location

1 2
apartment , Somerville
This Somerville apartment rental in Winter Hill offers easy access to public transportation, a one-minute walk from a bus stop, and is conveniently located near Encore Casino (10 minutes), Charlestown (5 minutes), Assembly Row (10 minutes), Downtown Boston (12 minutes), and Cambridge (12 minutes).
The one-bedroom unit sleeps three guests comfortably with a sofa bed, a fully equipped kitchen including a dishwasher and Keurig coffee maker, a 55" smart TV with Netflix, high-speed internet, and air conditioning.
Wonderful 1br In Mission Hill - Wellesley, MA
8.3 3 reviews
Wellesley, MA
07/09 – 07/11
$417/nighttotal: $834 (2 )

Wonderful 1br In Mission Hill

1 2
apartment , Boston
This 1-bedroom condo in Boston's Mission Hill is located 1.6 miles from Fenway Park and a 14-minute walk from the Museum of Fine Arts.
This 540 sq ft rental accommodates up to 3 guests and includes a fully equipped kitchen with a dishwasher and oven, in-unit laundry, air conditioning, and free WiFi.
Apartment ∙ 3 Bedrooms ∙ 7 Guests - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$493/nighttotal: $48807 (99 )

Apartment ∙ 3 Bedrooms ∙ 7 Guests

3 2
apartment , Brookline
This Brookline apartment rental is a first-floor brownstone unit, a five-minute walk from Washington Square and close to Whole Foods, Trader Joe's, and Star Market.
The three-bedroom unit sleeps up to nine guests, offering two full bathrooms, a fully equipped kitchen, a private patio with a barbecue grill, and easy access to the Green Line C train at Washington Square station.
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