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53 Best apartments in Wellesley, MA

Beautiful Home In Wellesley's Historic District - Wellesley, MA
10 73 reviews
Wellesley, MA
2 5
£2160/nighttotal: £34560 (16 )

Beautiful Home In Wellesley's Historic District

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
Wellesley, MA
2 6
£2311/nighttotal: £36976 (16 )

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.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Wellesley, MA
9.6 40 reviews
Wellesley, MA
2 4
£358/nighttotal: £5728 (16 )

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.
Vintage Home With 
Modern Conveniences - Wellesley, MA
9.1 28 reviews
Wellesley, MA
2 4
£323/nighttotal: £5168 (16 )

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.
Swan Manor Overlooking The Charles River - Wellesley, MA
9.6 48 reviews
Wellesley, MA
2 1
£302/nighttotal: £4832 (16 )

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.
18 Mi To Boston - Stylish Unit In Upscale Enclave! - Wellesley, MA
Wellesley, MA
2 3
£625/nighttotal: £10000 (16 )

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.
Quarter Finals Paradise With Theatre And Gym - Wellesley, MA
10 2 reviews
Wellesley, MA
2 3
£2067/nighttotal: £33072 (16 )

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.
Modern Apt With Private Garage - Wellesley, MA
Wellesley, MA
2 1
£230/nighttotal: £3680 (16 )

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.
79 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Wellesley, MA
Wellesley, MA
2 1
£217/nighttotal: £3472 (16 )

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.
Spacious Family Home| Perfect For Relocation - Wellesley, MA
10 5 reviews
Wellesley, MA
2 4
£370/nighttotal: £5920 (16 )

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.
World Cup!!! House For Rent Norwood. 8 Miles From Gillette Stadium.walk To Train - Wellesley, MA
Wellesley, MA
2 3
£604/nighttotal: £9664 (16 )

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.
1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
9.5 13 reviews
Wellesley, MA
2 2
£150/nighttotal: £2400 (16 )

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.

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.

Gorgeous, Peaceful Sanctuary On Lake Minutes From Boston & All Local Colleges. - Wellesley, MA
10 5 reviews
Wellesley, MA
2 4
£3569/nighttotal: £57104 (16 )

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.
The Rock - Wellesley, MA
10 2 reviews
Wellesley, MA
2 4
£3251/nighttotal: £52016 (16 )

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.
1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
9.2 7 reviews
Wellesley, MA
2 2
£154/nighttotal: £2464 (16 )

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.

Best Wellesley, MA holiday apartments with a kitchen

Modern Apt With Private Garage - Wellesley, MA
Wellesley, MA
2 1
£232/nighttotal: £3712 (16 )

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
Wellesley, MA
2 7
£2625/nighttotal: £42000 (16 )

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.
Unique Modern Midcentury - Wellesley, MA
10 1 review
Wellesley, MA
2 4
£574/nighttotal: £9184 (16 )

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.
The Charles Château Private Estate - Wellesley, MA
9.9 14 reviews
Wellesley, MA
2 6
£2344/nighttotal: £37504 (16 )

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.

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.

Popular destinations

Best Wellesley, MA holiday apartments with air conditioning

1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
8.0 2 reviews
Wellesley, MA
2 2
£164/nighttotal: £2624 (16 )

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.
Spacious 4-bedroom, 3.5-bath Luxury Home In Beautiful Wayland, Ma - Wellesley, MA
Wellesley, MA
2 4
£1427/nighttotal: £22832 (16 )

Spacious 4-bedroom, 3.5-bath Luxury Home In Beautiful Wayland, Ma

apartment - Natick
This four-bedroom, three-bathroom flat in Wayland, MA, offers a peaceful retreat on a quiet cul-de-sac, just a short drive from Natick Mall and close to major routes such as the MassPike, Rt. 30, and 27.
This spacious residence boasts two living rooms, a fully equipped kitchen, two dining areas, and a private, fenced garden with a deck, along with a basement gym featuring an elliptical, weight machine, and treadmill, and is conveniently situated for access to Lake Cochituate and Boston attractions.
Family Oasis Just 20 Min From Boston & World Cup - Wellesley, MA
Wellesley, MA
2 3
£795/nighttotal: £12720 (16 )

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.
Fifa: Enjoy You Stay, While They Play - Wellesley, MA
Wellesley, MA
2 2
£657/nighttotal: £10512 (16 )

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.

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.

1 Mi To Needham Center Square: Pet-friendly Apt! - Wellesley, MA
9.2 7 reviews
Wellesley, MA
2 2
£154/nighttotal: £2464 (16 )

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.
Swan Manor Overlooking The Charles River - Wellesley, MA
9.6 48 reviews
Wellesley, MA
2 1
£302/nighttotal: £4832 (16 )

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.
The Rock - Wellesley, MA
10 2 reviews
Wellesley, MA
2 4
£3251/nighttotal: £52016 (16 )

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.
Norwood Luxe Suite-  Pet Friendly & Commuter Friendly - Wellesley, MA
9.6 40 reviews
Wellesley, MA
2 4
£358/nighttotal: £5728 (16 )

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.
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