10 Best Airbnb Vacation Rentals In Wellesley, Massachusetts - Updated 2024

Jayric
Jayric 
Updated
| 5 min read

Although Wellesley, Massachusetts is part of Greater Boston, it boasts a small-town charm that sets it apart from the popular metropolis. This destination is home to Wellesley College, a liberal arts school for women, as well as attractions like Wellesley College Botanic Gardens, Davis Museum, and Elm Bank. As a rich community with highly educated people, Wellesley has become a premium town providing quality living and some of the best attractions to visit. If you are interested in visiting this area, you’ll probably want to find accommodation that fits your needs. Below is a list of recommendations for the best Airbnb vacation rentals in Wellesley, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.

1. Elegant 1900's house (from USD 2100)

A historic house built in the 1900s, this house has been renovated to provide modern interiors while still keeping the charms of the old building. The house is spacious, elegant, well-furnished with quality pieces of furniture, and well-ventilated, with several large windows around the house. The property also has a large backyard where guests will have access to the backyard patio, a well-kept lawn, sitting facilities, and a barbecue. The house can accommodate up to 9 guests with its 5 bedrooms, and 3.5 bathrooms. A few other amenities inside the house are the fireplace, cable TV, foosball, and a gaming console.

Stayed at this property?
Wellesley, Massachusetts, United States
2.37 km (1.5 mi) from Elm Bank
46 reviews   Wifi Available
ENTIRE HOME 6 Beds 9 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
bathrooms were beautiful kitchen fully stocked and nicely appointed
the house is impeccably decorated yet comfortable
the spacious living area and gourmet kitchen with adjacent family room accommodated all of us easily and comfortably
the house had ample room for all of us comfortable beds and a great kitchen
Cleanliness:
very clean and well stocked
it's clean and newly remodeled but yet has the charm of an older home
clean organized with everything you could possibly need
all the bedrooms were bright and clean with very comfortable beds and pillows
basically clean spacious well-appointed comfortable beautiful house to stay in with a wonderful host
Host:
esperanza was so helpful
our host esperanza made our experience most enjoyable
the owner was very accommodating and pleasant to deal with
actually i am so happy at this house and with the lovely host
the house was immaculate the host was friendly and so responsive
Location:
the location was perfect - walking distance to the college and the ville
location was great - close to downtown (walkable) close to boston etc
the location is extremely nice in that you can walk to many nearby restaurants and shops
this is a great house fantastic location (easy walk to brook path and to newton center)
the location is even better if we come back we will definetly rent this beautiful house again
Read more reviews

2. Beautiful historic rental (from USD 895)

The Scarab is a house that was built in the year 1907 for Katherine Lee Bates, author of “America the Beautiful”. Every important government facility and business establishment in the area is within walking distance from the house. The house has Instagram-worthy interiors, is spacious, vibrant, tastefully decorated with fine pieces of artwork, and well-ventilated. It can accommodate up to eight guests in its five bedrooms (each bedroom equipped with air-conditioning), three bathrooms, and a half bath. The house features what the owners call “Bohemia”, which is the third-floor loft, curated to be a creative space where guests get to work, play, and sleep.

Stayed at this property?
Wellesley, Massachusetts, United States
2.73 km (1.7 mi) from Elm Bank
66 reviews   Superhost Wifi Available
ENTIRE HOME 11 Beds 8 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
rent the bohemia room - it's not to be missed katie is the most gracious host
perfect for my parents to give them space and their own bathroom
the mid-century modern touches brought the room alive and the morning light was very welcome
very comfortable beds multiple screened porches huge kitchen and separate dining room and living rooms
spacious comfortable and with everything we needed
Cleanliness:
it's very clean and comfortable
" the place is beautiful unique and historic yet also spacious practical and very clean
Host:
a lovely home and a great host
katie was an amazing host as always
she was very responsive to all our questions throughout the time that we were planning things
she was very responsive and went out of her way to make us feel comfortable
amazing house with super gracious hosts
Location:
the house was beautiful roomy sunny and perfect location
excellent location-house was very comfortable and functional for our needs
the neighborhood is also lovely - quiet and perfect for children
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3. Budget-friendly unit near colleges (from USD 62)

The rental is perfect for students looking for a long-term stay or visitors looking for budget-friendly accommodation. This accommodation is located close to Bobson College, Wellesley Colledge, and Olin College. It can accommodate two people in a room equipped with a bathroom and a kitchenette stocked with kitchen utensils, a toaster, an oven, a blender, a microwave, and a coffee maker. The accommodation is well-maintained, cozy, equipped with air conditioning, WiFi, and it provides parking for those visiting with their vehicle.

Stayed at this property?
Wellesley, Massachusetts, United States
2.71 km (1.7 mi) from Elm Bank
150 reviews   Wifi Available
Entire guest suite 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Amenities & Room:
the space serves pretty well as a sleeping/leisure space with a nice bed and private bathroom
the space was pretty private quiet and cozy
Cleanliness:
quick communication very clean quiet and comfortable
the space was very clean
very clean and very nice
it was clean and the bed was comfortable
had a great stay at christina's place which was clean cozy and in a great neighborhood
Host:
host is fabulous and the neighborhood offers plenty
super convenient communicative host and space was accurately represented in the pictures
kind people and good location
terrific space great host i highly recommend staying with christina
Location:
the location was excellent for walking to wellesley square and wellesley college
great house good location but prepare for the hills
a great location in wellesley which is a beautiful town
great location easy access all we needed to have a great stay in wellesley
it's a great space (neat and well-equipped) in a great location (close to wellesley and the commuter rail)
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4. Spacious studio unit in central Wellesley (from USD 97)

Another budget-friendly option for visitors, this unit is centrally located at the heart of Wellesley, where places such as Whole Foods, Starbucks, Roche Brothers, CVS, and a variety of attractions are within half a mile (0.8 km) from the property. The unit can accommodate two people in a spacious studio unit with one bed, a lounge area, and a bathroom. Guests will also have access to several amenities such as a refrigerator, a microwave, hot water, WiFi, and air-conditioning. The house is located in a serene neighborhood where people get to enjoy a quiet environment with little distraction.

Stayed at this property?
Wellesley, Massachusetts, United States
3.65 km (2.3 mi) from Elm Bank
199 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
very nice spacious room with microwave small refrigerator and keurig coffee machine
the only things that would’ve made or stay better would be new pillows and softer toilet paper
nice hot shower and double sink
there is no television but excellent wifi
stylish and comfortable space with a wonderful bed nice sitting area and plenty of thoughtful amenities
Cleanliness:
clean and reasonably priced
lovely clean bathroom with nice towels
very clean and just as described
bathroom & bedroom were both clean and spacious
the room was clean and spacious
Host:
a wonderful host
they’re perfect hosts would definitely stay here again
julia was very responsive attentive and a great host
great spot huge room comfy bed awesome bathroom great host
julia is a perfect host there if you need her not there if you don't
Location:
location is great easily walkable to many restaurants shops the train station and wellesley college
and it’s so easy to walk into linden square and wellesley square very convenient
perfect location and perfect experience
nice location beautiful suite to stay in
perfect place super location convenient to everything with great highway access
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5. Vibrant room near downtown Wellesley (from USD 140)

This accommodation offers a room for two guests with access to house facilities and amenities. The property is located close to Babson College, Wellesley College, and downtown Wellesley, where guests can visit an assortment of restaurants and shops. The house, overall, is spacious, well-ventilated, vibrant, and furnished with beautiful pieces of art and quality furniture. Guests enjoy access to an indoor fireplace, cable TV, washing facilities, free parking, and a modern kitchen with a microwave, stove, and refrigerator. Outside the house, there is a large backyard where guests have access to the garden that has outdoor seating.

Stayed at this property?
Wellesley, Massachusetts, United States
3.29 km (2.1 mi) from Elm Bank
81 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
she has a nice cat as well that liked to lay on the bed where i slept
this bed was firm which i like and the pillows where firm as well
Cleanliness:
really a very clean nice space
her house is clean and cozy
beautiful comfortable and clean home
this home is neat clean and comfortable
beautiful home super clean comfortable and cozy - just like staying at a friend's house
Host:
the host was superb
marilyn is a very nice host
lovely home pretty area great host
her home is beautiful and she was a wonderfully hospitable host
she was very kind and made me feel at home in her home
Location:
location is ideal for wellesley college
the location of the house is great: right near the wellesley college and it's very peaceful
very close to wellseley college which was perfect
the location is super convenient immaculate stylish and very comfortable
we took the walk in the other direction and admired the swans
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6. Private room in Wellesley Square (from USD 47)

This private room is a good option for students and travelers looking for long-term accommodation. The place is located in the Wellesley Square area, where guests have convenient access to Wellesley College, the community library, the commuter rail, and several shops and restaurants. Two people can stay in the one-bedroom accommodation, with a shared bathroom and access to a kitchenette equipped with a refrigerator, coffee maker, and microwave. The room has been furnished with an air-conditioner, a table workspace, a TV, two beds, and a dresser.

Stayed at this property?
Wellesley, Massachusetts, United States
2.82 km (1.8 mi) from Elm Bank
109 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Cleanliness:
clean and tidy and quiet
my room was clean and comfortable
family was wonderful and the place was clean and roomy
the room was nice and clean
i found christina’s space to be clean and very comfortable
Host:
the hosts are very pleasant
hosts were very responsive and considerate
check-in was quick and easy and the hosts were very responsive to all questions
the host was very good at communicating and drew a map to where i needed to go
great hosts - friendly accomodating and responsive
Location:
great location within easy walking distance of town
great location to wellesley college - walking distance to almost everything
good location convenient to wellesley college
wonderful location for visiting anybody at wellesley college
very affordable amazing location and nice room
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7. Quality family home near the train (from USD 391)

Located in one of the best places in Wellesley, this accommodation is within walking distance to Wellesley College, Babson College, Wholefood, and a variety of restaurants. Far-away establishments and attractions can be conveniently accessed through the Commuter Rail or bus stop near the house. The place features a two-story contemporary colonial home, a piano, a fireplace, a large and well-maintained yard, and two patios. The house can accommodate five guests with its two bedrooms, a bathroom, and a half bath. Guests will also have access to a living room, dining area, and a full kitchen equipped with a microwave, refrigerator, and bread maker.

Stayed at this property?
Wellesley, Massachusetts, United States
3.5 km (2.2 mi) from Elm Bank
11 reviews   Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Location:
very responsive and great location
Read more reviews

8. Cozy private room

This room is in the only standing Boston triple-decker home in Wellesley. The house is located close to all major highways and transit systems, allowing guests easy access to the rest of Wellesley and all neighboring destinations. The room can accommodate one person in one bedroom and there’s also a shared bathroom. Guests will have access to certain property facilities such as the living room, a parking spot, and the kitchen equipped with a refrigerator, coffee maker, microwave, dishwasher, oven, and stove. The bathroom also has a bathtub that guests can use.

Stayed at this property?
Wellesley, Massachusetts, United States
6.65 km (4.2 mi) from Elm Bank
61 reviews  
Private room in apartment 0 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
sweet cozy room with ac made for a comfortable night's sleep
clean comfortable bed for a single guest everything as described good value for the area well organized no hassles
very charming stay with plenty of room
Cleanliness:
clean simple easy to find
a quiet clean and beautiful place
very sparkling clean and very welcoming atmosphere & pretty cozy
the room was clean and comfortable great value
the place was comfortable and always clean
Host:
she was very lovely and an incredibly gracious host
thank you for having me as a host
lau is a wonderful host very welcoming and communicative
host is responsive and very accommodating
lau’s a great host - very responsive and helpful
Location:
great location for wellesley
great location to get to all attractions in boston
place is in a perfect location
great place to stay near babson college
lau's place made making a last minute trip to boston easy
Read more reviews

9. Elegant colonial house near downtown Boston

Stay in an elegant colonial home, where guests get to enjoy a continental breakfast straight from the kitchen. Located near downtown Boston, you will have convenient access to all the premium shops, restaurants, and attractions, as well as Wellesley College and Bobson College. The accommodation is for four people in two bedrooms, with one bathroom and a half bath. Guests have access to house facilities (except for the kitchen) such as the living room, dining area, and parking lot. Amenities include cable TV, a balcony, and WiFi.

Stayed at this property?
Wellesley, Massachusetts, United States
3.54 km (2.2 mi) from Elm Bank
11 reviews   Superhost Wifi Available
Private room in bed and breakfast 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable accomodations with loads of amenities
staying there just like to stay in my grandma’s home it’s so warm and so comfortable
Cleanliness:
it’s clean quite and warm
very clean and comfortable beds and bathroom
alice's house was clean and beautifully furnished and decorated
accommodations were perfect and clean
Host:
gorgeous home and lovely host
thank marie’s house and her host
marie was such a wonderful host
very open and welcoming host
she was very kind and an excellent conversationalist
Location:
great location right in town
recommended for mature couples and individuals seeking quality location and accommodations
Read more reviews

10. Room in 1920s historic building

This room is in a historic building built in the 1920s. The place is located on a tree-lined street surrounded by other historical homes and establishments. Guests have easy access to the commuter train and several colleges in the area such as Wellesley College, Olin College, and Mass Bay Community College. The accommodation is for one bedroom and a shared bathroom for one person. A kitchenette equipped with a refrigerator, coffee maker, and microwave is also available for guests’ use. A few other amenities included in the rental are cable TV, WiFi access, and on-site parking.

Stayed at this property?
Wellesley, Massachusetts, United States
2.59 km (1.7 mi) from Elm Bank
40 reviews   Wifi Available
PRIVATE ROOM IN HOME 1 Bed 1 Guest 1 Bedroom 1 Bathroom

Accommodates: 1

Top guest reviews
Amenities & Room:
the room is exactly as described with lovely views of the backyard and the street
a few comments about this room and house: christina and her family are friendly and very busy
room and house are just as described nice neighborhood really quite
there was a kitchenette available to guests and the bathroom was neat and tidy
Cleanliness:
the towels and sheets are clean and comfortable
room was clean and neat
the bedroom and bed were clean and very comfortable
the room and bathroom were very clean & warm
the room and bed were clean and comfortable
Host:
awesome host and awesome place
it is a joyful happy home with wonderful kind and energetic hosts
absolutely lovely home with incredibly kind guests
her & her family are amazing host
you can even do your laundry free at their homevery friendly family :)
Location:
perfect location for wellesley college visits
great location with walking distance of grocery and good restaurants
great communication excellent location in a quiet neighborhood in easy walking distance to downtown wellesley
easily walkable to wellsley square train station and wellesley college and restaurants
so if you're more private this is the perfect place to go
Read more reviews

The perfect Wellesley accommodation

Wellesley is an upscale town filled with many well-preserved buildings, premium shops, restaurants, and attractions. When visiting an area, you’ll want to book the best accommodation that lets you have access to many local attractions. Choose from a variety of unique accommodations that differ in location, price, architecture, and amenities.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Jayric, a young man in his early twenties, possesses a passion for tech, philosophy, and the arts. He's currently engrossed in personal projects, occasionally indulging in writing on the side, and...Read more

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