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Chestnut Hill Vacation Rentals

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Browse Select Chestnut Hill Vacation Homes

Smart TV, video games, computer monitors, printers

"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "

"We had a wonderful time at this beautiful townhouse. There was plenty of room. It was clean and well stocked. We loved its location and I looking forward to staying again."

"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "

"I enjoyed my trip to Boston in this VRBO. It's very easy to get ubers in and out of the city which is awesome. As a house cleaner, I just have a couple of observations that I think the host should take into consideration. The hand towel was messed up on the hanger (making it look used by other guests). There was lint (??) in the drain of the kitchen sink. And the fan in the living room 100% needs some attention. I am not a picky person but some people are so I wanted to point those out....

CA $635 total

includes taxes & fees

Apr 22 - Apr 23

4 bedrooms, in-room safe, desk, iron/ironing board

"We had a great stay in the Bayside Jewel. The owner was courteous, available and so helpful! The property is exactly as advertised, fully stocked, and so comfy for our group of 5 adults, one toddler and one infant. The location was convenient for our needs. The garage was a stellar asset and large enough to fit our Grand Wagonerr! We highly recommend this property, its owners and managers!!! Our only disappointment in our trip was the weather. We came a but too early seasonally and the rain all...

"The Quiet Single Family House was the perfect place to stay for our group of a mom and 3 college-aged girls. We had plenty of space, the home was very clean and comfortable, and we were central to everything we wanted to do in the area. The neighborhood was peaceful and it wasn’t far to restaurants and grocery stores. The homeowner was a great source of information on things to do in the area as well as very responsive to any questions I had. I’d definitely rent from her again. We had a...

"My mission team stayed there for the weekend. Perfect accommodation for the jobs and location that we worked at. Thank You"

Microwave, stovetop, dishwasher, coffee/tea maker

"We were in town for a family gathering nearby, and Joanne’s home was the perfect resting spot for the four of us. The beds were very comfortable, the shower was great, and the kitchen was well stocked with cooking supplies. Joanne was an incredibly thoughtful, kind, and responsive host. We will definitely stay here next time we are in town. Thank you, Joanne!"

CA $375 total

includes taxes & fees

Apr 22 - Apr 23

"Very clean and quiet home. Convenient to downtown and great neighborhood. Loved the park across the street for our dog. Beautiful interior. Will definitely stay there again."

"Would stay again"

CA $894 total

includes taxes & fees

Apr 22 - Apr 23

"Clean, bright, new, comfortable, excellent space. Really appreciated the welcome package. The kitchen is very well stocked with spices and other perks. The book of instructions on the counter is clear and helpful. Nice area, easy walk to pizza and Dunkin. Appreciated the owner accommodating our Sunday time request Would highly recommend this place."

"I reserved the house for 4 days just so my 17 year old daughter and her 3 best friends could spend quality time in Boston on her birthday. We really liked the house; it’s a nice space with all the necessities and very cozy. it was a great fit for our family and we truly enjoyed it. It’s actually minutes to everything in Boston, and we would stay there again if we come back into town. "

"My family and I were in town to tour Boston College because our son starts there in the fall and we wanted to stay near the school and get the feel of the neighborhood. The home was in a perfect location and great neighborhood. We were only a few minutes from the college and about 20 minutes from downtown Boston. The host was great with recommendations to stores and restaurants both near the home and downtown. I would definitely stay here again. Also, I drive a big truck so off street parking...

"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."

CA $572 total

includes taxes & fees

Apr 26 - Apr 27

"The home is well cared for and beautiful. The beds were very comfortable. It was the perfect spot for our family getaway, very close to Boston. Would stay here again in a heartbeat if we are ever in the area again!"

"Had a great quick stay in this dorchester home. The location was perfect; quick drive from airport; great residential street. There were lots of fantastic restaurants and local businesses nearby that we visited. All in all, it was perfect for what we needed. Thank you!!!"

"Good vibe, comfy stay, fine location. No complaints. Host was responsive and on top of the care of the place."

"This was a great stay in a great location. Unit was clean and the mananger was courteous and very responsive"

Smart TV, fireplace, video games, table tennis

"The property is absolutely lovely and overlooks Mirror Lake. Everything was well stocked and immaculately clean inside. Check in/out process was seamless. We were able to drive into Boston, Salem and Rhode Island with ease and had a fabulous time. Would definitely stay here again."

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Other property types in Chestnut Hill

"A wonderful place to stay in a great location easy to check in easy to check out not having Services actually makes it better for me I prefer that, and everything you could want right there and walk in distance a great location, "

CA $341 total

includes taxes & fees

Apr 22 - Apr 23