Best apartment offers in Wellesley, MA

53 available apartment offers

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

53 Holiday apartments Wellesley, MA

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

Among the 53 accommodations in Wellesley, MA, here are the 4 best family friendly holiday apartments

1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
9.2 7 reviews

1 Mi To Needham Center Square: Pet-friendly Apt!

apartment, Needham
This Needham, Massachusetts apartment is situated a 5-minute walk from Needham Heights train station, providing easy access to Boston, Fenway Park (a 22.5 km drive), and Copley Square (a 27.3 km drive).
The 74-square-metre (797 sq ft) property offers three bedrooms, one bathroom, on-site parking, in-unit laundry, and a fully equipped kitchen; nearby basketball facilities are also available.
Gorgeous, Peaceful Sanctuary On Lake Minutes From Boston & All Local Colleges. - Wellesley, MA
10 5 reviews

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

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.
79 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Wellesley, MA
No reviews

79 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, Waltham
This two-bedroom flat in Waltham, MA, is situated less than 1.6 kilometres from Route 128, offering convenient access to downtown Boston via commuter rail and MBTA bus lines, and is a short distance from attractions such as the Charles River Museum of Industry and Innovation and Gore Place.
This 79 square metre apartment accommodates up to three guests and features a resort-style swimming pool, a fitness centre, walking trails, a clubhouse with a lounge, and a playground, with air conditioning and a private balcony included.
Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna - Wellesley, MA
10 2 reviews

Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna

apartment, Wellesley
This charming Victorian house is located in a quiet and safe neighbourhood in Wellesley, just 16 kilometres from downtown Boston and conveniently situated halfway along the Boston Marathon route. The property is perfect for families or large groups, offering six bedrooms and four bathrooms, comfortably accommodating up to 14 guests.
The house has been thoughtfully renovated, blending modern amenities with traditional Victorian architecture. You can enjoy a fully equipped kitchen, a spacious backyard with a fire pit and a farmer's porch, as well as a fitness centre and parking.

Best Wellesley, MA holiday apartments with a kitchen

Boston College Graduation, Great Outdoor Space. - Wellesley, MA
No reviews

Boston College Graduation, Great Outdoor Space.

apartment, Newton
This centrally located house in Newton is within walking distance of Newton Centre and Boston College, and less than a 15-minute drive to downtown Boston, making it ideal for exploring the city and its surroundings. The house offers three bedrooms and two bathrooms, comfortably accommodating up to five guests.
The property features a spacious garden with a fire pit, perfect for relaxing evenings, as well as a fully equipped kitchen with a fridge, air conditioning, and parking.
The Rock - Wellesley, MA
10 2 reviews

The Rock

apartment, Natick
This spacious apartment is situated on the Weston/Wayland line, a short 15-minute drive from Boston and its major colleges, offering a peaceful and scenic setting. The property is conveniently located for exploring the city's attractions, shops, and restaurants.
This four-bedroom home comfortably accommodates eight guests and features a well-equipped kitchen, four bathrooms, a garden, a swimming pool, and a fitness centre. Guests can enjoy a range of amenities, including a fireplace, a theatre room, a games room, a playground, a pizza oven, and three fire pits.
Vintage Home With 
Modern Conveniences - Wellesley, MA
9.1 28 reviews

Vintage Home With Modern Conveniences

apartment, Wellesley
This four-bedroom apartment is located in a quiet suburban area near the centre of Greater Boston, just 10 kilometres from Wellesley College and 15 kilometres from Boston. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is spacious and can comfortably accommodate up to seven guests. It includes a fully equipped kitchen, a washing machine and dryer, air conditioning, and a private garden.
Charming Queen Bedroom - Wellesley, MA
9.7 99 reviews

Charming Queen Bedroom

apartment, Wellesley
This charming guest house is located in Wellesley, just a short walk from the tranquil Boulder Brook reservation and Morse Pond, and a mere two miles from Wellesley College, Lake Waban, and the bustling Wellesley Centre. It has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The guest house features a comfortable bedroom and a kitchen equipped with a microwave. Guests can enjoy a peaceful outdoor space in the spacious backyard, complete with mature trees and flowering plants. Free parking is available on-site, and Wi-Fi access is provided throughout the house and in the backyard.

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.

Popular destinations

Best Wellesley, MA holiday apartments with air conditioning

Modern Apt With Private Garage - Wellesley, MA
No reviews

Modern Apt With Private Garage

apartment, Waltham
This Waltham apartment, situated approximately 11-14 kilometres from Minute Man National Historical Park, Harvard Square, and Harvard University, offers convenient access to major attractions.
The 79-square-metre flat comprises one bedroom, one bathroom, and accommodates up to five guests, featuring a fully equipped kitchen, in-unit laundry, a private garage, free Wi-Fi, air conditioning, a swimming pool, and a fitness centre.
New Construction House - Wellesley, MA
No reviews

New Construction House

apartment, Needham
This 7-bedroom, 5-bathroom flat is located centrally in Needham, offering excellent access to the Charles River and Needham Centre, with public transport and major routes within easy reach.
This spacious residence accommodates up to 11 guests, featuring air conditioning, parking, and a kitchen, situated on a quiet street ideal for exploring local parks and recreational facilities.
Modern Apt With Private Garage - Wellesley, MA
No reviews

Modern Apt With Private Garage

apartment, Waltham
This Waltham flat, located in the Avalon Bear Hill community, is less than 1.6km from Route 128 and offers easy access to public transport, placing it conveniently close to Boston and local attractions such as the Charles River Museum of Industry and Innovation.
The 74-square-metre apartment features a modern layout with one bedroom, one bathroom, and a private balcony, accommodating up to three guests and including amenities such as a dishwasher, air conditioning, and access to a swimming pool and fitness centre.
Superhost Wellesley Historic District. Boston Area - Wellesley, MA
10 73 reviews

Superhost Wellesley Historic District. Boston Area

apartment, Wellesley
This spacious apartment is situated on a historic street in Wellesley, just 0.4km from Wellesley Center and 0.2km from Lake Waban, offering easy access to shops, restaurants, and scenic walks. The apartment has excellent user, location, and cleanliness ratings.
The home has five bedrooms and a total floor area of 330 square metres. It includes a fully equipped kitchen, a media room, a playroom, a gym area, a bar, a ping pong table, and a terrace or balcony.

Best pet-friendly Wellesley, MA holiday apartments

Among the 53 accommodations in Wellesley, MA, here are the 2 best pet friendly holiday apartments

1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
8.0 2 reviews

1 Mi To Needham Center Square: Pet-friendly Apt!

apartment, Needham
This two-bedroom flat in Needham Heights offers convenient access to local amenities, situated just 1.6 kilometres from Needham Centre Square.
This 74 square metre residence accommodates up to seven guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and an on-site spa, with private parking provided and Boston attractions like the Museum of Fine Arts and Fenway Park a short drive away.
1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
9.5 13 reviews

1 Mi To Needham Center Square: Pet-friendly Apt!

apartment, Needham
This Needham apartment, near Needham Heights Train Station (0.4 km), offers easy access to Boston via the commuter rail.
The two-bedroom flat sleeps five, features a fully equipped kitchen with dishwasher, private yard, work-friendly amenities including a printer, and a smart TV; self check-in is available.
©2026 cozycozy.com