Find short term rentals in Wellesley, MA at the best prices
39 available short term rental offers
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Best Short term and Weekly rentals in Wellesley, MA
9.5 35 reviews
Wellesley, MA
20/07 – 27/10
$146/nighttotal: $14454 (99 )
Private Room In Needham
1 2
apartment , Needham
This Needham guesthouse is conveniently located near Needham Centre, within walking distance of the Needham commuter rail station providing easy access to Boston. Offering a queen-sized bed, private bathroom, and access to a living room, this self-catering property sleeps two guests and is minutes from Babson, Olin, and Wellesley Colleges.
Wellesley, MA
20/07 – 27/10
$419/nighttotal: $41481 (99 )
Lovely 3 Bedroom - Close To Boston - 1 Month Stay Required
3 2
apartment , Sherborn
This Sherborn holiday apartment, situated 16km from the commuter rail and 24km from the Natick Mall, offers easy access to major transport links and shopping. Sleeping six guests across three queen-sized beds, the property features two bathrooms, a garage, basement storage, in-unit laundry, WiFi, and TVs in the living room and two bedrooms, making it ideal for families or groups visiting the Danforth Museum of Art in Framingham and The Center for Arts in Natick.
10 64 reviews
Wellesley, MA
09/07 – 11/07
$470/nighttotal: $940 (2 )
Elegant Brand New One Bedroom Unit With Skylight
1 2
B&B , Newton
This spacious Newton Upper Falls apartment, a one-bedroom unit with a private entrance and parking, is situated in a safe, historic district of Newton, close to a prestigious college (distance unspecified). The third-floor flat offers a modern kitchen with dishwasher and fridge-freezer, a 55” SmartTV, in-unit laundry, and a private balcony, accommodating up to three guests and featuring a shared backyard with playground.
10 2 reviews
Wellesley, MA
20/07 – 27/10
$161/nighttotal: $15939 (99 )
Comfortable Spacious Studio
1 2
apartment , Newton
This Newton studio apartment is conveniently located near Newton's town centre, offering easy access to local attractions (distances unspecified). The self-contained unit features a queen-size bed, fully equipped kitchen, large bathroom, and shared laundry facilities, comfortably accommodating two guests.
Wellesley, MA
20/07 – 27/10
$387/nighttotal: $38313 (99 )
2 Rooms Close To Medical
1 2
apartment , Brookline
This flat is located in Brookline's High Street Hill district, a 6-minute drive from Copley Square and a 4-minute drive from Fenway Park, with Brookline Hills and Brookline Village MBTA stations within an 8-minute and 13-minute walk respectively. This property offers a fireplace, air conditioning, and WiFi, with convenient on-site covered parking and proximity to attractions such as Faneuil Hall Marketplace and the Museum of Science.
Wellesley, MA
20/07 – 27/10
$162/nighttotal: $16038 (99 )
Studio In Newton With Parking
1 2
apartment , Newton
This Newton apartment, ideal for couples, is situated in [Insert Specific District of Newton, e.g., Newton Abbot town centre], offering easy access to local amenities. The 1-bathroom flat provides a fridge, microwave, air conditioning, parking, and internet access, comfortably accommodating two guests.
9.7 55 reviews
Wellesley, MA
09/07 – 11/07
$356/nighttotal: $712 (2 )
Cozy Retreat In A Lakeside Newton Neighborhood
1 2
B&B , Newton
This charming guesthouse in Newton Centre is just a 1.6 km walk from Crystal Lake and the town centre, offering easy access to shops, restaurants and public transport. It has received excellent ratings for cleanliness, location and overall experience. The property is a 100-year-old Arts & Crafts home with a spacious penthouse room that can accommodate two guests. The B&B has a peaceful garden, a restored bathroom with a clawfoot tub and vintage furnishings, and welcomes pets.
Wellesley, MA
20/07 – 27/10
$303/nighttotal: $29997 (99 )
Welcome To Maple & Mocha!
3 1
apartment , Dedham
This 3-bedroom rental flat in Dedham offers convenient access to Greater Boston, with attractions such as Boston Common and Boston Harbour approximately 13 kilometres away, and the Boston Museum of Fine Arts and Museum of Science within a 14 kilometre radius. This accommodation for up to 6 guests provides internet and air conditioning, and is situated conveniently for visiting Fenway Park and the New England Aquarium, with a check-out time of 11:00 AM.
10 7 reviews
Wellesley, MA
21/08 – 24/09
$210/nighttotal: $7140 (34 )
Downtown Waltham Apartment
1 1
apartment , Waltham
This Waltham apartment, situated in the downtown area, is less than 1.6km from Waltham commuter rail station and within easy walking distance of local shops and restaurants. The self-contained flat offers one bedroom, one bathroom, plus a second WC, sleeps four guests, includes private off-street parking, on-site laundry, a full kitchen with Nespresso machine, and benefits from a quiet location.
8.9 14 reviews
Wellesley, MA
20/07 – 27/10
$75/nighttotal: $7425 (99 )
Room1a
1 1
apartment , Wellesley
This flat in Wellesley offers convenient access to local shops and major roadways, situated in a residential area a short drive from the town centre. This accommodation provides air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, and includes parking and garden access, with excellent ratings for location and user satisfaction.
9.2 194 reviews
Wellesley, MA
09/07 – 11/07
$595/nighttotal: $1190 (2 )
3br W Parking - 15m Drive To Cambridge/boston
3 2
apartment , Watertown Town
This three-bedroom apartment is situated in a peaceful Watertown neighbourhood, just a short walk from Watertown Square and Arsenal Mall, and a 1.6km walk from the Charles River. The property boasts excellent ratings for location, cleanliness, and user experience. The apartment comfortably accommodates seven guests with two queen bedrooms, two single beds, and an additional air mattress. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, along with air conditioning, parking, and access to a laundry in the basement.
8.7 75 reviews
Wellesley, MA
20/07 – 27/10
$114/nighttotal: $11286 (99 )
[ Authentic Room Near 4 Min I-95-i90-route 9 ]
1 1
apartment , Needham
This Needham B&B is situated in a quiet residential area, just a short 10km drive from Boston city centre and its famous landmarks. The property has received very good ratings for location, cleanliness, and overall experience from previous guests. The self-catering apartment offers a spacious living area with a separate dining room and a modern kitchen, suitable for up to 2 guests. Amenities include free parking, Wi-Fi, laundry facilities, a smart TV with access to streaming services, and a dedicated office space.
Best family friendly Wellesley, MA Short term rentals
Among the 39 accommodations in Wellesley, MA, here are the 4 best family friendly rentals
10 2 reviews
Wellesley, MA
21/08 – 24/09
$482/nighttotal: $16388 (34 )
3br Near Boston & Colleges | 6 Beds | Free Parking
1 1
apartment , Newton
This newly renovated flat is located in a quiet residential area of Newton, a mere 500 metres from Trader Joe's and 20 kilometres from Boston's Back Bay by commuter rail or car. This accommodation offers comfortable sleeping for up to 8 guests across three bedrooms with 2 queen and 4 twin beds, featuring an in-unit washer/dryer, a full kitchen, and off-street parking for two vehicles.
9.4 131 reviews
Wellesley, MA
09/07 – 11/07
$604/nighttotal: $1208 (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.
Wellesley, MA
21/08 – 24/09
$175/nighttotal: $5950 (34 )
Large Bedroom With Private Bathroom Step To Train &Buses In Boston
1 1
B&B , Boston
This Boston guest house is located approximately 10.9 kilometres from Norwood Memorial Airport, 10.9 kilometres from the Museum of Fine Arts and 11.3 kilometres from Fenway Park, with immediate access to public transport. This 84 square metre bed and breakfast offers air conditioning, free WiFi, a private bathroom, and a garden with terrace for two guests, with check-out between 06:00 and 11:00.
10 19 reviews
Wellesley, MA
09/07 – 11/07
$1122/nighttotal: $2244 (2 )
Spacious 2 Bedroom Home In Harvard Square With Permitted Free On Street Parking
2 2
apartment , Cambridge
This two-bedroom, one-bathroom apartment in West Cambridge is situated a short walk from Harvard University's main campus and the subway station, offering easy access to Boston and Logan Airport. The 2-bedroom flat, sleeping up to four guests, boasts two living rooms, a private garden, parking, and free access to the Harvard Art Museums; nearby amenities include restaurants, cafes, and the American Repertory Theatre.
Best Wellesley, MA lodging with a kitchen
Wellesley, MA
09/07 – 11/07
$493/nighttotal: $986 (2 )
Charming Family Retreat In Wellesley Near Boston
1 2
apartment , Wellesley
This spacious apartment in Wellesley offers 3750 sq ft of living space and is conveniently located near local amenities and attractions. The property features three bedrooms (or four from July 21st to August 21st), accommodating up to six guests with two queen beds, one full bed, and one single bed, and includes a fully equipped kitchen, air conditioning, and access to a fitness centre.
9.2 105 reviews
Wellesley, MA
21/08 – 24/09
$91/nighttotal: $3094 (34 )
Wellesley Sq. - Free Wifi
1 1
apartment , Wellesley
This Wellesley guest house is situated on a tree-lined street near Wellesley College, within walking distance of the commuter rail providing easy access to Boston. The self-contained room, in a historic 1920s house, offers a full-size bed, private desk, shared kitchenette and TV area with Roku, accommodating one guest, and benefits from excellent user ratings for cleanliness and location.
9.7 65 reviews
Wellesley, MA
21/08 – 24/09
$86/nighttotal: $2924 (34 )
Well-appointed, Private Room In Newtonville
1 1
apartment , Newton
This B&B is situated in a residential area of Newton, just a short walk from the Charles River and a 2-kilometre drive from the Newton Centre shopping district. The guest house offers a comfortable double bedroom, a shared kitchen and bathroom, laundry facilities, and parking on-site.
9.4 96 reviews
Wellesley, MA
20/07 – 27/10
$171/nighttotal: $16929 (99 )
[ Authentic Room Near 4 Min I-95-i90-route 9 ]
1 2
apartment , Needham
This Needham bed and breakfast is situated in a quiet residential neighbourhood, just a short drive from Boston city centre and a 15-20 minute walk from the nearest train station. The property boasts a spacious master bedroom with a queen-size bed, two further bedrooms with double beds, and a fully equipped kitchen with a fridge, dishwasher, and microwave.
Frequently Asked Questions about short term rentals in Wellesley, MA
What are the best short term rentals in Wellesley, MA?
Davis Square Inn is situated in the heart of Davis Square, Somerville, just a short walk from the square itself and within easy reach of Royal Park and Logan Park. This inn has consistently received excellent ratings for its location, cleanliness, and overall experience. The inn offers comfortable accommodation with a shared lounge and garden, perfect for relaxing after a day of exploring the area. Guests can enjoy a continental breakfast, free Wi-Fi, and outdoor space on the patio or terrace, as well as amenities like a fridge, microwave, and coffee maker in each room.
9.3 15 reviews
Wellesley, MA
09/07 – 11/07
$768/nighttotal: $1536 (2 )
Quiet Entire House 2br/2ba Walk To Train/colleges
1 2
apartment , Wellesley
This train is situated in Wellesley Square, within a short walk of Wellesley and Babson Colleges, the train station connecting to Boston, and Whole Foods grocery. The property has received excellent ratings for its location, cleanliness, and overall experience. The accommodation has two bedrooms and one bathroom, comfortably accommodating up to five guests. The train offers a range of amenities, including a fully equipped kitchen, a spacious garden, and a Jacuzzi, ensuring a comfortable and enjoyable stay.
8.5 18 reviews
Wellesley, MA
09/07 – 11/07
$601/nighttotal: $1202 (2 )
Stylish Studio In Historic Boston - Unit #404
1 2
studio , Boston
Apartment rental listing with an excellent rating of 85% based on 18 reviews. This accommodation is based in Boston. Services and facilities: an elevator, air conditioning and a fridge.
8.5 81 reviews
Wellesley, MA
09/07 – 11/07
$656/nighttotal: $1312 (2 )
Furnished Luxury Apartment Next To Harvard Stadium
1 2
apartment , Boston
This luxury apartment complex is situated near Harvard Square in Cambridge, Massachusetts, a short distance from Harvard University and within a few kilometres of the Peabody Museum, Central Square Theatre, and MIT. The one-bedroom flat offers a well-equipped kitchen with a fridge and dishwasher, air conditioning, free Wi-Fi, and is pet-friendly; nearby attractions include John F. Kennedy Park.
Best Wellesley, MA lodging with air conditioning
10 1 review
Wellesley, MA
20/07 – 27/10
$270/nighttotal: $26730 (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.
8.6 121 reviews
Wellesley, MA
21/08 – 24/09
$212/nighttotal: $7208 (34 )
5br 2bh Bright & Spacious Apt In Brighton
1 1
apartment , Boston
This spacious Brighton flat is situated 3.2km from Harvard University and 2.7km from Harvard Square, offering easy access to both Cambridge and Boston's attractions such as Fenway Park (5.6km away). The five-bedroom, two-bathroom property sleeps large groups, includes a fully equipped kitchen with fridge, microwave, and dishwasher, free Wi-Fi, and air conditioning.
8.7 6 reviews
Wellesley, MA
20/07 – 27/10
$142/nighttotal: $14058 (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.
10 8 reviews
Wellesley, MA
21/08 – 24/09
$201/nighttotal: $6834 (34 )
Newton One Bedroom With Kitchen And Parking
1 1
apartment , Newton
This Newton apartment is conveniently located just 0.6 km from the Newton Centre station on the T line, providing easy access to Boston and other areas. The recently renovated one-bedroom apartment has a flexible layout, allowing for use as a two-bedroom, and comes equipped with a fridge, microwave oven, air conditioning, parking, and internet access.