Title: Wellesley Condo Rentals from CA $299 | Expedia.ca

 

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# Search Condos Rentals in Wellesley from CA $299

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## Check prices for these dates

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Wellesley Condo Rentals

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122600000/122591900/122591889/89de23c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122600000/122591900/122591889/58691629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122600000/122591900/122591889/23408819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122600000/122591900/122591889/fcaab70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Beacon Hill

CA $135

CA $381 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Boston-Hotels-Charming-Private-1-Bedroom-Condo-In-Historic-Boston-Next-To-MGH-Hospital.h122591889.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/c03cf901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/8552e368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/b3e3bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, books](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/83277e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Back-Bay Upscale Central Condo Bos Common Downtown

Bay Village

10/10

Exceptional

(9)

"Great location for this apartment. Check in was a breeze. Would definitely come back and stay here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sean M.

CA $279

CA $1,086 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Boston-Hotels-Back-Bay-Upscale-Central-Condo-Bos-Common-Downtown.h109549335.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/40000000/39540000/39536400/39536322/68d357d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39540000/39536400/39536322/c04cfe85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39540000/39536400/39536322/e10b81af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/40000000/39540000/39536400/39536322/8a7b05e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright & Spacious Loft Steps to the Freedom Trail

Downtown Boston

10/10

Exceptional

(51)

"Spacious condo, perfect location, and exceptional hospitality from mangers."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert S.

CA $258

CA $535 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Boston-Hotels-Bright-Spacious-Loft-Steps-To-The-Freedom-Trail.h39536322.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w930h683x47y0-9b5726e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w903h683x60y0-e68ffa65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w508h683x258y0-c36d5519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w904h683x60y0-cc071546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Ward Two

9.8/10

Exceptional

(18)

"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric D.

CA $165

CA $441 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Boston-Hotels-Boston-2bd-King-Bed-Near-Harvard.h95470643.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/8fcb923c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/96909653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/68ef654d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/8ef354bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish home next to train to Boston, near Salem

Wakefield

10/10

Exceptional

(5)

"we were in Massachusetts for our youngest granddaughters college graduation. This place was great. Good location and great hosts! Beautiful neighborhood Easy to walk to breakfast, lunch or dinner. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca Z.

CA $164

CA $523 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Stylish-Home-Next-To-Train-To-Boston.h106882526.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/507e379a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/2be55ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/fd3fe208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/de66f113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Three Bedroom Condo - Near Boston

stoneham

8.8/10

Excellent

(8)

"We enjoyed our stay and would definitely stay here again. It was clean, cute, very cute area, safe, and very short drive to Boston. We really loved the area and the people we interacted with were all so friendly! The beds were very comfy too!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meghan D.

CA $190

CA $555 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Boston-Hotels-Modern-Three-Bedroom-Condo-Near-Boston.h78069315.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118250000/118246100/118246040/5a226ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118250000/118246100/118246040/8b697cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/119000000/118250000/118246100/118246040/b17ed5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118250000/118246100/118246040/839a96d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Stylish 1-Bedroom Condo near Downtown

Roxbury

10/10

Exceptional

(5)

"I had a great stay at Daniel’s place. The apartment was exactly as described—clean, and comfortable. It had everything I needed, and the bed was especiallyf comfortable after long days out. The location made it easy to get around, short ride uber to most shops, restaurants, and public transit close by.Daniel was a responsive and thoughtful host. He checked in to make sure everything was going well and responded quickly when I had a question. I appreciated how easy the whole process was, from...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jhonatan A.

CA $212

CA $549 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Boston-Hotels-Modern-Stylish-1-Bedroom-Condo-Near-Downtown.h118246040.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/e53a97d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/fde4bc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/007ceb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/314b2ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg suite for up to 8 ppl/2 floor

Dorchester

10/10

Exceptional

(12)

"It was a perfect location for our daily plans. The owner was very responsive to our needs "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary P.

CA $190

CA $646 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl2-Floor.h21318003.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/d92bd62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/21832882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/21f26d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/8c668f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Two Bedroom Condo in South Boston

South Boston

7.8/10

Good

(6)

"Very clean "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul A.

CA $314

CA $732 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Boston-Hotels-Lovely-Two-Bedroom-Condo-In-South-Boston.h78474311.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35360000/35353800/35353788/f14f14bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/36000000/35360000/35353800/35353788/7e4f8d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35360000/35353800/35353788/93550570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/36000000/35360000/35353800/35353788/3525cfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking

Everett

10/10

Exceptional

(30)

"Great location! Host was very attentive. Enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim H.

CA $252

CA $598 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Boston-Hotels-Large-Modern-Luxury-Duplex-Home-Close-To-Boston-Cambridge-With-Free-Parking.h35353788.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/da8ea1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/fa8ae97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/dfc38227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78820000/78813400/78813350/5106b1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🎖The Ashmont Suite - Close to Subway + Downtown🎖

Dorchester

10/10

Exceptional

(53)

"Great house, perfect for our family of 5. Pretty far from Boston and weekend train service was spotty so spent quite a bit on Uber but other than that, a fantastic stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex S.

CA $265

CA $579 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Boston-Hotels-The-Ashmont-Suite-Close-To-Subway-Downtown.h78813350.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/6d195cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/7b35e7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/ce13f62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/6d0631d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eastie Gem: Taste of local life by the waterfront, airport and train

East Boston

CA $284

CA $609 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Boston-Hotels-Eastie-Gem-Taste-Of-Local-Life-By-The-Waterfront.h122110307.Hotel-Information)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/ed95f9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/f4f95b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/779622f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/ca46e6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Chelsea

CA $211

CA $516 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Boston-Hotels-Charming-2-Bedroom-Condo-In-Delightful-Chelsea-With-WiFi.h115817302.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/122000000/121730000/121729400/121729357/d64f74ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/122000000/121730000/121729400/121729357/ca7dcb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121730000/121729400/121729357/2928b2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/122000000/121730000/121729400/121729357/d79ca6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom condo with extra beds and HOT TUB in South Boston

South Boston

[](https://www.expedia.ca/Boston-Hotels-2-Bedroom-Condo-With-Extra-Beds-And-HOT-TUB-In-South-Boston.h121729357.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/119000000/118250000/118243900/118243862/e5a99c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118250000/118243900/118243862/1ab3ce03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118250000/118243900/118243862/f1e3d361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/119000000/118250000/118243900/118243862/1db2203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Cozy 3-Bedroom Condo near Downtown

Roxbury

10/10

Exceptional

(8)

"We enjoyed our time in a cozy and very comfortable place. Nice and clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Henry C.

CA $215

CA $552 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Boston-Hotels-Modern-Cozy-3-Bedroom-Condo-Near-Downtown.h118243862.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/379fe9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/6ead8796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/f74ad51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/afe117a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large victorian home 15 mins from downtown lots of local restaurants and bars

Mattapan

8.4/10

Very good

(7)

"Thank you for being an exceptional host! From the moment we booked, you were responsive, attentive, and incredibly gracious. You went above and beyond to make sure my wife and family felt welcome and comfortable throughout our stay. Your hospitality made a big difference in our trip, and we truly appreciated your kindness and quick communication. We would absolutely stay here again and highly recommend your place to others!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark A.

CA $821

CA $1,722 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Boston-Hotels-Victorian-Home.h104520937.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/4ae52d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/37d4a60a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/78b4a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/18097d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg Suite for up to 8 ppl/1 floor

Dorchester

9.0/10

Wonderful

(14)

"Great place! Plenty of room, clean, and well kept. Very close to a ton of stuff to see and do. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marley B.

CA $189

CA $647 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl1-Floor.h21317934.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/b759d1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/34f7d1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/23bf3fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/157d62e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg suite for up to 8 ppl/3 floor

Dorchester

9.6/10

Exceptional

(16)

"We enjoyed our time at the Guesthouse. The place was clean, comfortable and spacious. Muny was always very responsive. We would definitely stay here again if we return to Boston. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melanie E.

CA $204

CA $663 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl3-Floor.h21301292.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/114000000/113720000/113713400/113713386/w1179h878x0y0-5f4b61ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113720000/113713400/113713386/w1176h882x1y1-cae528c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113720000/113713400/113713386/w1176h876x1y0-2901b8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113720000/113713400/113713386/w1176h881x1y6-52c8b91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southie Condo - Near Subway - Bring Pets - Pool Table

South Boston

9.6/10

Exceptional

(8)

"This property was clean and very welcoming! We had a short stay but would definitely return!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kay S.

CA $387

CA $647 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Boston-Hotels-Southie-Condo-Near-Subway-Bring-Pets-Pool-Table.h113713386.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114550000/114550000/114549922/f49166bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114550000/114550000/114549922/e5ab999a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114550000/114550000/114549922/cedb4307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/115000000/114550000/114550000/114549922/242b01a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Framingham

10/10

Exceptional

(4)

"Very nice and private. Reasonably close to commuter lines into Boston."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenny S.

CA $182

CA $299 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Boston-Hotels-Private-Cozy-1-Br-Condo-W-High-Ceilings.h114549922.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&regionId=7665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America&regionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VACATION_HOME)

Condos

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America&regionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America&regionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America&regionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CABIN)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America&regionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=HOUSE_BOAT)

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## Top Wellesley Hotel Reviews

![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg)

### Harborside Inn Of Boston

10/10 Excellent

"Property is at an excellent location close to the harbor. Room was clean and beds comfortable. We only needed transportation to and from airport. And that could’ve even been by subway and bus. We walked everywhere and felt safe. Took the subway to Amtrak and rode to Salem. We stopped right out of the subway to the front sidewalk of the hotel. No issues whatsoever. Staff were friendly and helpful. Coffee shops, parks, tourist attractions and restaurants all within walking distance. "

[](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information)

![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg)

### The Dagny Boston

10/10 Excellent

"Excellent staff - very happy. No comment on breakfast as it was not complementary. "

[](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information)

![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg)

### citizenM Boston North Station

10/10 Excellent

"Great front end staff and very clean room."

[](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg)

### The Langham, Boston

10/10 Excellent

"Clean room and staff were very friendly and the breakfast was amazing . This is a gorgeous hotel and we will definitely be staying here on our next visit . "

[](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information)

![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg)

### The Godfrey Hotel Boston

10/10 Excellent

"Great location. Excellent staff. Clean room. Wonderful amenities. Will stay there again."

[](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information)

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg)

### Omni Boston Hotel at the Seaport

10/10 Excellent

"Room ready when we arrived at 8:30am Small but suffices Noise from outside is easily heard"

[](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information)

![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg)

### DoubleTree Suites by Hilton Hotel Boston - Cambridge

10/10 Excellent

"Great "

[](https://expedia.ca/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information)

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg)

### The Revolution Hotel

10/10 Excellent

"The room a stay itself were wonderful. A 20 minute walk or quick train ride to any sight we wanted to see. Parking was limited to only the local garage, which had a discounted rate of $35/day through the hotel. Otherwise, the streets in the area were permit parking only. "

[](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information)

![Copley Square Hotel, a FOUND Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881_y.jpg)

### Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Room was very clean. Bed was very comfortable. Excellent location. "

[](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information)

## Find out more about Wellesley

## Wellesley Condo Rentals information

| Number of reviews | 246 |
| --- | --- |
| Accommodation | 140 Condo Rentals |
| Lowest Price | CA $299 |
| Highest Price | CA $1,722 |

## Frequently asked questions

### How much do condos in Wellesley cost?

> Condos in Wellesley range from CA $299 to CA $1,722 per night. This will give you plenty of space for the entire family at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### How many condos are there in Wellesley?

> Pack your bags and pick from 140 condos in Wellesley. For an official business trip, a weekend escape or anything in between, Expedia can help you find your ideal stay in a few quick clicks.

### Why book your condo in Wellesley with Expedia?

> Expedia will help you find your ideal condo in Wellesley. Looking for a high-end stay? Use our handy filters to search for properties that have a 5-star rating. If you're sticking to a budget, select how much you'd like to spend and then browse our amazing deals. We'll help you find the right stay whatever your getaway looks like.

### How can I find cheap condos in Wellesley?

> Expedia can help you easily locate cheap condos in Wellesley. To discover the perfect stay in a few quick clicks, simply use the filter tool to tailor your search results by star rating, budget and amenities.

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-   [Luxury Hotels in Newton Upper Falls](https://www.expedia.ca/Newton-Upper-Falls-Boston-Hotels-Luxury-Hotel.0-n138330-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Newton Upper Falls Hotels](https://www.expedia.ca/Newton-Upper-Falls-Boston-Hotels.0-n138330-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Newton - Wellesley Hospital](https://www.expedia.ca/Newton-Wellesley-Hospital-Hotels.0-l553248635997987159-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Regis College](https://www.expedia.ca/Regis-College-Hotels.0-l553248635975883291-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Riverside Station](https://www.expedia.ca/Riverside-Station-Apart-Hotels.d6210458-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Riverside Station](https://www.expedia.ca/Riverside-Station-Bed-And-Breakfast.d6210458-aaBedAndBreakfast.Travel-Guide-Accommodation)
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-   [Residences in Riverside Station](https://www.expedia.ca/Riverside-Station-Residences.d6210458-aaResidences.Travel-Guide-Accommodation)
-   [Boutique Hotels in Waban](https://www.expedia.ca/Waban-Boston-Hotels-Boutique-Hotel.0-n170318-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
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-   [Waban Hotels](https://www.expedia.ca/Waban-Boston-Hotels.0-n170318-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Waltham Brandeis-Roberts Station](https://www.expedia.ca/Waltham-Brandeis-Roberts-Station-Hotels.d6209710.Travel-Guide-Hotels)
-   [Hotels near Wayland Town Beach](https://www.expedia.ca/Wayland-Town-Beach-Hotels.0-l553248621592397567-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wellesley College](https://www.expedia.ca/Wellesley-College-Hotels.0-l6091825-0.Travel-Guide-Filter-Hotels)
-   [Farmstay in Wellesley Farms Station](https://www.expedia.ca/Wellesley-Farms-Station-Agritourism.d6210864-aaAgritourism.Travel-Guide-Accommodation)
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-   [Hotels near Wellesley Farms Station](https://www.expedia.ca/Wellesley-Farms-Station-Hotels.d6210864.Travel-Guide-Hotels)
-   [Aparthotels in Wellesley Square Station](https://www.expedia.ca/Wellesley-Square-Station-Apart-Hotels.d6210868-aaApartHotels.Travel-Guide-Accommodation)
-   [Hotels near Wellesley Square Station](https://www.expedia.ca/Wellesley-Square-Station-Hotels.d6210868.Travel-Guide-Hotels)
-   [Hotels near West Newton Station](https://www.expedia.ca/West-Newton-Station-Hotels.d6210860.Travel-Guide-Hotels)
-   [Aparthotels in Weston](https://www.expedia.ca/Weston-Apart-Hotels.d7562-aaApartHotels.Travel-Guide-Accommodation)
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-   [B&B in Woodland Station](https://www.expedia.ca/Woodland-Station-Bed-And-Breakfast.d6210460-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Hotels near Woodland Station](https://www.expedia.ca/Woodland-Station-Hotels.d6210460.Travel-Guide-Hotels)

-   [Flights to Natick](https://www.expedia.ca/Cheap-Flights-To-Natick.d8903.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston)

-   [Visit Newton Highlands](https://www.expedia.ca/Boston-Newton-Highlands.dx6262881)
-   [Visit Newton Upper Falls](https://www.expedia.ca/Boston-Newton-Upper-Falls.dx138330)
-   [Visit Waban](https://www.expedia.ca/Boston-Waban.dx170318)
-   [Waban Vacations](https://www.expedia.ca/Waban.d170318.Destination-Travel-Guides)

-   [Car rental Natick](https://www.expedia.ca/Car-Rentals-In-Natick.d8903.Car-Rental-Guide)
-   [Car rental Needham](https://www.expedia.ca/Car-Rentals-In-Needham.d8909.Car-Rental-Guide)
-   [Enterprise Rental Cars in Needham](https://www.expedia.ca/Enterprise-Car-Rentals-In-Needham.d8909-c15.Car-Rental-Guide-Suppliers)
-   [Hertz Rental Cars in Natick](https://www.expedia.ca/Hertz-Car-Rentals-In-Natick.d8903-c40.Car-Rental-Guide-Suppliers)
-   [Sixt Rental Cars in Needham](https://www.expedia.ca/Sixt-Car-Rentals-In-Needham.d8909-c35.Car-Rental-Guide-Suppliers)

-   [Book Condo Rentals in Wellesley on Expedia.com](https://www.expedia.com/Wellesley-Condos.d7665-aaCondos.Travel-Guide-Accommodation)