Best apartment offers in Wellesley, MA

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Wellesley, MA apartments
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39 Best apartments in Wellesley, MA

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

Among the 39 accommodations in Wellesley, MA, here are the 4 best family friendly holiday apartments

Comfortable 3 Bed Apt In Quiet Neighborhood - Wellesley, MA
9.8 65 reviews
Wellesley, MA
09/07 – 11/07
₹39335/nighttotal: ₹78670 (2 )

Comfortable 3 Bed Apt In Quiet Neighborhood

1 2
apartment , Wayland
This apartment is situated in a peaceful, wooded neighbourhood in Wayland, just a short walk from Wayland Town Beach and a few kilometres from the Natick Mall area. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a spacious downstairs unit with a large backyard shared with the upstairs unit, comfortably accommodating up to six guests. It comes equipped with a modern kitchen, air conditioning, and a garden, making it ideal for a comfortable and enjoyable stay.
Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking - Wellesley, MA
9.2 60 reviews
Wellesley, MA
09/07 – 11/07
₹47603/nighttotal: ₹95206 (2 )

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

1 2
apartment , Boston
This one-bedroom apartment is situated in a peaceful neighbourhood in Boston, just 11km from the Hynes Convention Center and Back Bay, and 10km from the Boston Museum of Fine Arts. It has received excellent ratings for cleanliness and user experience, as well as a very good location rating.
The apartment offers 56 square metres of space, accommodating up to 5 guests. It features a fully equipped kitchen, air conditioning, a private garden, and free private parking, making it an ideal choice for families or groups of friends exploring Boston.
Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym. - Wellesley, MA
10 26 reviews
Wellesley, MA
09/07 – 11/07
₹256844/nighttotal: ₹513688 (2 )

Gorg 6ksf W Lrg Pool, Sleeps 12, 4.5 Baths, Rec Room W Bar, Pool Table & Gym.

4 2
apartment , Walpole
This Walpole house is situated in a peaceful rural setting, just a short drive from Medfield Rhododendrons, Legacy Place, and Moose Hill Wildlife Sanctuary. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious four-bedroom home, with a floor area of 567 square metres, comfortably accommodates up to 12 guests. The house offers a range of amenities to ensure a comfortable stay, including a private pool, a fitness centre, a tennis court, and a fully equipped kitchen.
Sunny Dog Friendly Union Sq 1brm - Wellesley, MA
9.4 131 reviews
Wellesley, MA
09/07 – 11/07
₹41216/nighttotal: ₹82432 (2 )

Sunny Dog Friendly Union Sq 1brm

2 2
apartment , Somerville
This Somerville flat is perfectly situated, just a short walk from both the Gilman Square and Union Square T stops, making it easy to explore the city. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable stay.
The flat has one bedroom and one bathroom, comfortably accommodating up to four guests. It offers a well-equipped kitchen, free parking, and a private outdoor space, perfect for relaxing after a day of exploring the local shops and restaurants.

Best Wellesley, MA holiday apartments with a kitchen

Modern 2 Bedroom With Parking - Wellesley, MA
9.4 155 reviews
Wellesley, MA
09/07 – 11/07
₹43108/nighttotal: ₹86216 (2 )

Modern 2 Bedroom With Parking

2 2
apartment , Waltham
This Waltham apartment, a short distance from Boston and major highways, offers easy access to Waltham town centre and the Charles River Reservation.
The two-bedroom, one-bathroom flat sleeps four guests and features two TVs, free on-site parking, and a recently renovated kitchen with fridge, freezer, and microwave; smart keypad entry provides secure 24/7 access.
Bright 2br In Brookline - Wellesley, MA
Wellesley, MA
21/08 – 24/09
₹41521/nighttotal: ₹1411714 (34 )

Bright 2br In Brookline

1 1
apartment , Brookline
This 2-bedroom flat in Brookline is located 4.5 kilometres from Fenway Park and offers convenient access to Boston's attractions.
This residence, covering 74 square metres and accommodating up to 7 guests, includes a fully equipped kitchen with a dishwasher and oven, air conditioning, free WiFi, and a washing machine.
Cozy 4br Home By Tufts W/ Subway Access To Downtown, Mit, Harvard + Free Parking - Wellesley, MA
9.6 5 reviews
Wellesley, MA
09/07 – 11/07
₹42563/nighttotal: ₹85126 (2 )

Cozy 4br Home By Tufts W/ Subway Access To Downtown, Mit, Harvard + Free Parking

4 2
apartment , Medford
This four-bedroom apartment rental in South Medford, Massachusetts offers convenient access to Harvard Square (11km), Assembly Row (6km), Boston Common (18km), and Revere Beach (43km) via car.
The property, sleeping up to eight, includes internet access, air conditioning, and essential amenities such as towels and hairdryer; nearby attractions include Tufts University and Faneuil Hall Marketplace.
Beautiful Historic House Near Boston - Wellesley, MA
10 1 review
Wellesley, MA
20/07 – 27/10
₹18425/nighttotal: ₹1824075 (99 )

Beautiful Historic House Near Boston

1 2
apartment , Dedham
This Dedham house rental, perfect for a family of four, offers two bedrooms, one bathroom, and access to the entire property (excluding one locked bedroom and the attic), with parking available.
The property includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, and benefits from air conditioning; further details regarding its precise location within Dedham and proximity to local landmarks are needed for a more comprehensive description.

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.

Destinations nearby

Best Wellesley, MA holiday apartments with air conditioning

Newton Studio With Parking, 4 Minutes Walk To T - Wellesley, MA
8.7 6 reviews
Wellesley, MA
20/07 – 27/10
₹9695/nighttotal: ₹959805 (99 )

Newton Studio With Parking, 4 Minutes Walk To T

1 2
apartment , Newton
This Newton Highland studio flat, a 4-minute walk from the Green Line D Newton Highland station, offers easy access to Boston's Longwood Medical Area (an 18-minute train journey) and the city centre.
The self-contained apartment sleeps two, features a newly renovated bathroom, parking, and is well-equipped with a fridge and microwave, plus internet access; local shops and restaurants are nearby.
Charming Newly Furnished 2-bedroom House In Beautiful Watertown With Ac - Wellesley, MA
Wellesley, MA
20/07 – 27/10
₹25525/nighttotal: ₹2526975 (99 )

Charming Newly Furnished 2-bedroom House In Beautiful Watertown With Ac

2 1
apartment , Watertown Town
This two-bedroom flat in Watertown offers a convenient base, situated approximately 8 kilometres from Boston's Encore Boston Harbor and 5 kilometres from Harvard Square, with easy access to Fenway Park and TD Garden.
This property accommodates up to five guests with two bathrooms, air conditioning, and Wi-Fi, providing a comfortable retreat close to shopping and entertainment venues.
6 Mi To Boston Common: Apt In Medford! - Wellesley, MA
Wellesley, MA
09/07 – 11/07
₹41552/nighttotal: ₹83104 (2 )

6 Mi To Boston Common: Apt In Medford!

2 2
apartment , Medford
This Medford apartment, a short 6.4km drive from Assembly Row and an 8km drive from LEGOLAND® Discovery Centre, offers convenient access to local attractions.
The 139 square metre property comprises two bedrooms, one bathroom, and accommodates up to five guests, featuring amenities such as a fully equipped kitchen, air conditioning, a fireplace, and on-site parking.
Modern Studio In Historic Boston - Unit #403 - Wellesley, MA
8.4 12 reviews
Wellesley, MA
09/07 – 11/07
₹44829/nighttotal: ₹89658 (2 )

Modern Studio In Historic Boston - Unit #403

1 2
studio , Boston (MA)
Apartment with a good rating of 84% based on 12 reviews. This accommodation is located in Boston (MA).
Facilities and services include an elevator, air conditioning and a washing machine.

Best pet-friendly Wellesley, MA holiday apartments

Among the 39 accommodations in Wellesley, MA, here are the 4 best pet friendly holiday apartments

Renovated 1bed, Steps To Mbta, Shops & Restaurants - Wellesley, MA
Wellesley, MA
21/08 – 24/09
₹17955/nighttotal: ₹610470 (34 )

Renovated 1bed, Steps To Mbta, Shops & Restaurants

1 1
apartment , Brookline
This renovated one-bedroom apartment in Brookline is conveniently located near the MBTA Green Line, offering easy access to Boston and is 3.5km from Fenway Park.
The 74-square-metre flat sleeps five, features a fully equipped kitchen with dishwasher, free Wi-Fi, and a spa, making it ideal for a comfortable Brookline stay.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Wellesley, MA
Wellesley, MA
20/07 – 27/10
₹19391/nighttotal: ₹1919709 (99 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Brookline
This Brookline Village apartment boasts a superb location, less than 1.6km from the Longwood Medical Area and a 7-minute walk from Coolidge Corner, offering easy access to the D Line and Boston (under 3.2km).
The self-catering flat comprises a queen-sized bedroom, a living room with a sofa bed and 55" TV, a fully equipped eat-in kitchen with granite worktops, a private deck, and free on-site laundry facilities, comfortably sleeping two guests.
Cozy 1br Private Unit W/ Patio & Parking - Wellesley, MA
10 2 reviews
Wellesley, MA
20/07 – 27/10
₹41129/nighttotal: ₹4071771 (99 )

Cozy 1br Private Unit W/ Patio & Parking

1 2
apartment , Brookline
This Brookline apartment, located in the High Street Hill neighbourhood, offers convenient access to Boston attractions such as Fenway Park and Faneuil Hall Marketplace, though precise distances aren't specified.
The one-bedroom flat sleeps two guests and includes amenities such as Wi-Fi, air conditioning, heating, and a washing machine.
Stunning 1br | Steps To Fenway! - Wellesley, MA
Wellesley, MA
09/07 – 11/07
₹50756/nighttotal: ₹101512 (2 )

Stunning 1br | Steps To Fenway!

1 2
apartment , Boston
This one-bedroom flat is situated in Boston's Fenway-Kenmore district, offering convenient access within 2 kilometres of Back Bay and Coolidge Corner, and a short distance across the bridge to Cambridge.
This property accommodates two guests and features air conditioning, internet, and keyless entry, with its location providing easy access to public transport for exploring attractions such as Newbury Street and the Museum of Science, as well as being close to Fenway Park for sporting events.
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