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Compare 526 Vacation Homes in Milton with updated reviews, rates, and availability.

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (52)
"We were in town for the New Balance Indoor Track Nationals. Our two athletes were able to relax and eat well which gave them a great start for competition. Susan was an amazing host. She provide help when needed, recommendations for pizza and driving directions. The only thing that would be helpful was to know that the king bedroom can only be accessed through another bedroom which was tricky for us staying with non family members.Other than that everything else wes just right."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (155)
"Nice neighborhood. My only concern was there are a lot of stairs.Great location close to everything, Good restaurants close by. Had a wonderful time. "
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Clean, Contemporary Escape | Near T

Clean, Contemporary Escape | Near T

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (26)
"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....
The price is SAR 765
SAR 1,630 total
includes taxes & fees
27 Mar - 28 Mar
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

10.0 out of 10, Exceptional, (67)
"My family and I had a wonderful stay at Luxury Bayside Jewel in Squantum, MA, over the holidays, and I cannot recommend this property enough. From the start, the property manager, Susan, made the experience seamless. She was incredibly responsive to all my questions before and during the trip, addressing even the smallest details—like when and where to put the trash out—with patience and care.The home itself exceeded all expectations. Thoughtful touches made us feel welcome from the moment we...
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

Entire Home 2BR 2BTH Quite Area with parking

10.0 out of 10, Exceptional, (1)
"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...
Entire Home 2BR 2BTH Quite Area with parking

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (56)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Incredible Boston Home | Near T

Incredible Boston Home | Near T

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (6)
"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!"
The price is SAR 506
SAR 1,007 total
includes taxes & fees
1 Apr - 2 Apr
Belmont Home < 3 Mi to Harvard Square!

Beautiful renovated 3 bedroom apt near Boston.

9.8 out of 10, Exceptional, (73)
"We’re a band from Jersey. We play at Ned Devines and The Harp in Boston a few times a year. As a band, budgeting is crucial. Housing 4 people can be super expensive. This property has a great price point allowing some money left over in the budget to buy groceries at a close by grocery store. We were able to check in, go to the gym together, grocery shop, and relax, all before heading to the venue to check in. Finding a place with a clean safe neighborhood for parking our vehicles and feeling...
Beautiful renovated 3 bedroom apt near Boston.

Enchanting Hidden Door Escape

2.0 star property
10.0 out of 10, Exceptional, (11)
"This was a convenient pick for us, being only about 1.5 miles from other family members home. We didn't spend much time there but it was very comfortable. The weather got very cold for a few days, below freezing and we had no hot water upstairs. I contacted management and they had someone out within hours, ON A SUNDAY and started addressing the problem. I would stay here again."
The price is SAR 906
SAR 2,235 total
includes taxes & fees
27 Mar - 28 Mar
Enchanting Hidden Door Escape

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.6 out of 10, Exceptional, (15)
"Beautiful home, spacious, clean, warm, and cozy. Enough space for a family of 5. The neighborhood was easy to find and navigate. The mattresses were not as supportive as we’re used to but we didn’t go to Boston/Chelsea to sleep. The shower was excellent. The owner lives close by which came in handy when the smoke detectors went off on our first night and we couldn’t figure out why. He was prompt in making sure we were safe and the house wasn’t burning and then proceeded to take care of the...
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

9.2 out of 10, Wonderful, (25)
"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. "
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (1)
"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...
Charming home with deck- walkable to transit, shops & restaurants

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (17)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
The price is SAR 488
SAR 1,466 total
includes taxes & fees
30 Mar - 31 Mar
Hidden Gem right in the city of Boston!

Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

10.0 out of 10, Exceptional, (13)
"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!"
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

Bright Boston House | near T

Bright Boston House | near T

Union Square House

9.6 out of 10, Exceptional, (67)
"Great location, very close to the T station. House is super clean, comfortable, well stocked. There is plenty of room for family of 6. Shower is awesome. Host is easy to communicate with. We enjoyed our stay!"
Union Square House

37 - Quincy Warm & Cozy Home for a Perfect Stay

9.0 out of 10, Wonderful, (27)
"Jenny/host was quick to answer all of my questions The only negative aspect of our stay was due to the street traffic on Copeland. It made it hard to sleep at times"
The price is SAR 634
SAR 1,462 total
includes taxes & fees
27 Mar - 28 Mar
37 - Quincy Warm & Cozy Home for a Perfect Stay

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

10.0 out of 10, Exceptional, (10)
"We absolutely loved our stay at the lake house. We rented the house to visit with family in the area. The location is very close to Gillette Stadium and convenient to many restaurants. The home was beautifully decorated and very comfortable. I loved the thoughtfulness of the coffee bar and snacks! The home was well stocked with everything we needed, such as trash bags, paper towels, dish wash and those start up items. We would definitely stay here again. Thanks so much for sharing your beautiful...
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
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.
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Other property types in Milton

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (174)
"Very clean and quiet "
The price is SAR 383
SAR 806 total
includes taxes & fees
30 Mar - 31 Mar
Maverick Suites at 28 Fenway

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (448)
"Great location. Furniture was not that comfortable. A hot plate and larger fridge would be helpful. "
The price is SAR 640
SAR 743 total
includes taxes & fees
22 Apr - 23 Apr
Sonder 907 Main

Temple Place Suites

2.5 star property
6.8 out of 10, (192)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is SAR 446
SAR 719 total
includes taxes & fees
8 Apr - 9 Apr
Temple Place Suites
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.