Best apartment offers in Wellesley, MA

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Wellesley, MA apartments
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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

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.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Wellesley, MA
9.6 40 reviews

Norwood Luxe Suite- Pet Friendly & Commuter Friendly

apartment, Norwood
This family-friendly Norwood house, situated 14.5km from Legacy Place and within easy walking distance of Norwood Depot and Norwood Central stations, offers a convenient base for exploring the area.
This 227 square metre property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a private pool, spa, fully equipped kitchen, and outdoor barbecue facilities.
Newton Family Home! Furnished! Family Friendly! - Wellesley, MA
10 1 review

Newton Family Home! Furnished! Family Friendly!

apartment, Newton
This furnished four-bedroom, two-bathroom Cape house in Newton offers a prime location with a convenient 32-kilometre commute to Boston, featuring a manicured, fenced garden with a swing set and a deck. This family-friendly property accommodates up to six guests and includes a modern kitchen with Subzero appliances, air conditioning, and laundry facilities, making it suitable for short-term 30-day rentals.
Spacious Retreat Near Boston With Ac, Roku, Deck, Bbq Grill + Pet Friendly! - Wellesley, MA
10 3 reviews

Spacious Retreat Near Boston With Ac, Roku, Deck, Bbq Grill + Pet Friendly!

apartment, Framingham
This four-bedroom, two-and-a-half-bathroom flat in Framingham offers convenient access to Boston, approximately 32 kilometres away via the I-90, and is within walking distance of local shops and fitness centres.
This family-friendly property, suitable for up to eleven guests, features a private garden, a deck, and a finished lower level with a TV/play area, alongside ultra-fast 2GB WiFi and air conditioning for a comfortable stay.

Best Wellesley, MA holiday apartments with a kitchen

Spacious Family Home| Perfect For Relocation - Wellesley, MA
10 5 reviews

Spacious Family Home| Perfect For Relocation

apartment, Natick
This four-bedroom, three-bathroom residence in Natick offers excellent access to Boston via the I-90, located just 300 meters from Route 9's amenities, and is situated in a quiet residential area.
This fully furnished flat accommodates up to eight guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, complimentary WiFi, on-site laundry, free parking, and a dedicated workspace, all complemented by a spacious backyard with a fire pit and patio seating.
107 Adams Street Studio #21 - Wellesley, MA
9.4 41 reviews

107 Adams Street Studio #21

apartment, Waltham
This Waltham studio apartment is conveniently located in the downtown area, at the corner of Adams & Cherry Streets, less than 0.8 km from Moody Street's restaurants and 0.8 km from the Waltham Children's Hospital.
The self-catering unit sleeps two guests and includes a fridge, microwave, air conditioning, parking, and excellent internet access; it is close to the MBTA commuter rail (0.8 km) and major roadways, offering easy access to Boston and nearby universities.
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.
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.

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

Unique Modern Midcentury - Wellesley, MA
10 1 review

Unique Modern Midcentury

apartment, Newton
This contemporary Newton home, situated on a peaceful cul-de-sac, offers stunning golf course views and convenient access to local amenities.
The four-bedroom, two-bathroom property sleeps six guests and boasts a multi-level design including a private deck, home gym, and fireplace, alongside a microwave, dishwasher, and air conditioning.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Wellesley, MA
No reviews

Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Boston
This Boston apartment rental is situated in the Washington Square neighbourhood of Brookline, a 0.8 km walk from the Green Line D train providing easy access to Longwood Medical Area and Boston city centre.
The two-bedroom flat, sleeping up to six guests, features a fully equipped kitchen, off-street parking (evenings and weekends), and is close to Whole Foods and Trader Joe's.
46 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Wellesley, MA
No reviews

46 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Boston
Apartment listing for up to 4 guests. You will be located in Boston.
Services and facilities include an iron, a dish washer and a washing machine.
World Cup!!! House For Rent Norwood. 8 Miles From Gillette Stadium.walk To Train - Wellesley, MA
No reviews

World Cup!!! House For Rent Norwood. 8 Miles From Gillette Stadium.walk To Train

apartment, Norwood
This three-bedroom flat in Norwood offers a prime location, just 500 metres from Norwood Central Train Station for direct travel to Gillette Stadium and Boston, and within a 500-metre walk of Downtown Norwood's shops and restaurants.
This property accommodates up to six guests and includes WiFi, air conditioning, and four large screen televisions, with the Boston Museum of Fine Arts and Patriot Place shopping centre also nearby.

Best pet-friendly Wellesley, MA holiday apartments

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

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.
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.
42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Wellesley, MA
No reviews

42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Boston
Apartment rental listing for 2 people. Your accommodation will be based in Boston.
Services and facilities include a dish washer, a washing machine and free parking. Take advantage of the air conditioning in this apartment in Boston.
Quarter Finals Paradise With Theatre And Gym - Wellesley, MA
10 2 reviews

Quarter Finals Paradise With Theatre And Gym

apartment, Newton
This 836 square meter residence in Newton's Waban district offers excellent access to the D line for commutes to Boston and is a short drive from Boston College.
This property, ideal for up to nine guests, boasts three bedrooms, five bathrooms, a microwave oven, dishwasher, air conditioning, parking, and a private gym, alongside proximity to Waban Centre and Boston's cultural attractions.
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