Best apartment offers in Wellesley, MA

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Wellesley, MA apartments
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53 Best apartments in 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.
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.
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.
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

The Charles Château Private Estate - Wellesley, MA
9.9 14 reviews

The Charles Château Private Estate

apartment, Dedham
This French chateau-inspired residence in Dedham offers a luxurious stay just 24 kilometres from central Boston, with convenient access to attractions such as Gillette Stadium (24 kilometres) and TD Garden (40 kilometres), and is 32 kilometres from Logan International Airport.
This expansive 6-bedroom, 4-bathroom property accommodates up to 14 guests and boasts amenities including a jacuzzi, fitness centre, and a cinema, making it ideal for entertaining.
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.
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.
18 Mi To Boston - Stylish Unit In Upscale Enclave! - Wellesley, MA
No reviews

18 Mi To Boston - Stylish Unit In Upscale Enclave!

apartment, Weston
This Weston apartment, situated 29 kilometres from Boston and 21 kilometres from John F. Kennedy Park, Brattle Theatre, and the Peabody Museum, offers easy access to major attractions.
The 232-square-metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, Wi-Fi, in-unit laundry, air conditioning, and parking.

Frequently asked questions about apartment rentals in Wellesley, MA

  • What makes Wellesley, MA unique or famous?

    Wellesley is known for its excellent schools, particularly the renowned Wellesley College, a women's liberal arts college. It's also known for its beautiful natural scenery, including the Wellesley Hills and the Charles River. Additionally, the town is home to several notable residents, including politicians and business leaders.
  • Where can you find the best local markets and street food in Wellesley, MA?

    Wellesley doesn't really have a street food scene like you'd find in a bigger city, but you can find a good selection of local produce and artisanal goods at the Wellesley Farmers Market, held every Saturday during the summer months. There are also a few local cafes and restaurants that offer delicious food.
  • How is the public transportation system in Wellesley, MA?

    Wellesley has a good public transportation system, with the MBTA Commuter Rail providing connections to Boston and other nearby cities. You can also find several bus routes that connect Wellesley to neighbouring towns. It's generally easy to get around the town on foot or by bike, especially within the town centre.
  • Which seasonal events or festivals should apartment renters look forward to in Wellesley, MA?

    Wellesley has a few great seasonal events, like the Wellesley Apple Festival in the autumn, which features live music, food stalls, and apple-themed activities. The town also has a vibrant Christmas season, with festive decorations and events like the Holiday Stroll.
  • What amenities are typically included in apartments in Wellesley, MA?

    Most apartments in Wellesley will include basic amenities such as central heating and air conditioning, in-unit laundry facilities, and off-street parking. Some may also offer additional amenities like swimming pools, fitness centres, and outdoor spaces.
  • What leisure activities are available for relaxation in Wellesley, MA?

    Wellesley is a great place to relax and enjoy the outdoors. You can go for a walk or bike ride on the scenic trails around the town, or take a swim in Morses Pond. There are also several parks and gardens, like the Wellesley Community Center and the Hunnewell Estate, perfect for a peaceful afternoon.

Popular destinations

Best Wellesley, MA holiday apartments with air conditioning

Swan Manor Overlooking The Charles River - Wellesley, MA
9.6 48 reviews

Swan Manor Overlooking The Charles River

apartment, Natick
This private four-room apartment, part of a 1750 prerevolutionary historic home in Natick, offers a tranquil retreat near the Charles River, with walking trails on the property and organic farm views, just 400 metres from the Charles River Coffee House.
This self-contained unit accommodates up to three guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, garden access with a fire pit, parking, and a workspace with fast WiFi, plus the option of using a kayak or canoe.
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.
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.
Fifa: Enjoy You Stay, While They Play - Wellesley, MA
No reviews

Fifa: Enjoy You Stay, While They Play

apartment, Boston
This West Roxbury flat offers direct commuter rail access to both downtown Boston and Gillette Stadium, making it ideal for exploring the city or attending events.
This two-bedroom, two-bathroom condo accommodates up to six guests and features a fully equipped kitchen, in-unit laundry, central air conditioning, and a private covered deck.

Best pet-friendly Wellesley, MA holiday apartments

Among the 53 accommodations in Wellesley, MA, here are the 2 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.
Family Oasis Just 20 Min From Boston & World Cup - Wellesley, MA
No reviews

Family Oasis Just 20 Min From Boston & World Cup

apartment, Westwood
This three-bedroom, three-bathroom flat in Westwood offers 10 guests a serene setting adjacent to conservation land, with Buckmaster Pond and Hale Reservation a 5-minute walk away, and is located 35 minutes by car from Boston's Copley Place and 5.1 kilometres from Gillette Stadium.
This pet-friendly residence features a large garden and terrace with barbecue facilities, air conditioning, and internet, making it suitable for both comfortable visits and major events, with Westwood itself known as a family oasis.
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