
House holiday rentals in Milton
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Top-rated house rentals in Milton
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Popular amenities for house rentals in Milton
House rentals with a pool

Villa with private Pool in Boston's Elite Enclave
We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

Hopkinton Mass 3+ Bedrooms - Great location!
Brad was very friendly and helpful. Beautiful home!

Beautiful Spacious 4BRM House!
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽

the house of id; vintage shop, accessible space
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Spacious vacation unit in premium suburban town
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.

Hidden Gem near Boston w/ Private lake access
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!

3 Bedroom Creative Home For Your Enjoyment
No words to describe how beautiful Victor’s house is! It feels like you are staying in someone’s home and not just Airbnb! It has everything you may need, very specious and comfortable. I use Airbnbs a lot and this was the best one to date! Victor was very accommodating and easy to communicate with! Highly recommended! I will be booking again for sure.
Weekly house rentals

sweet little house
This is a cute ADU within walking distance to the Route 128 station. The unit is very spacious and reasonably priced. Wuke graciously helped us out when we needed laundry detergent. We would stay here again. Only downside is that the ADU has a bit of an unfinished feel. The shower did not have a curtain, the bedroom skylight window was papered over, and there was command-strip residue leftover in a few places.

Leisure | Business| Getaway| Downtown Brockton
Immaculate home with everything provided and so easy to just arrive and feel at home. Sheets and towels were immaculate and clean so was the rest of the home!!!!!! Beautifully decorated!!!!

Studio w seaside deck access
This is my third booking at Kay's place. That should say enough when there are many other choices.

4 bd Ocean View, Dual Deck, Beach Front Retreat
We had a fantastic stay at Sue’s place! She was incredibly responsive and attentive, clearly committed to making sure we had the best experience possible. The home itself is perfect—clean, comfortable, and thoughtfully set up—and the location couldn’t be better. Honestly, there’s nothing we’d change. We had a great time and would absolutely return. Highly recommend!

The Enchanted Red Doors
Clean, comfortable, great location/spot.

Kailyn Apartment Boston, Massachusetts
Egla’s place was great for our overnight stay! Communication was excellent! It was very clean, quiet, and comfortable. We appreciated the provided snacks and beverages. Thanks for a great stay!

New modern cozy 3BR condo: free parking&near train
This is a great place in a quiet and extremely walkable neighborhood. We especially appreciated the private, off-street parking. I’d definitely stay here again!

Convenient and spacious Home w/ 4BR 2.5BA
My first Airbnb experience. All went well. Hopefully any future experiences will live up to the high standard that Roger has set. Will stay there again if the opportunity arises. Great experience. Thanks Roger!!
Private house rentals

The Page Place Tranquil
Lovely, clean and convenient. This place was everything as listed. We were very happy with our stay and would reccomend.

Elegant Guest suite Wellesley
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.

Modern 5BR | Near Subway & Downtown | Free Parking
We had a fantastic stay at Hiep’s place! The house was spotless, spacious, and thoughtfully set up with everything we needed, from a fully stocked kitchen to fresh towels and toiletries. The home felt newly renovated and was perfect for our group, with plenty of room to relax and enjoy meals together. The location was super convenient, it was just a 5-minute walk to the Ashmont T station and easy access to downtown Boston. Despite being in the city, the neighborhood felt quiet and safe. What truly made the stay exceptional was Hiep's hospitality. He was incredibly responsive, accommodating, and went above and beyond to make sure we were comfortable. You can tell he genuinely cares about his guests' experience. Highly recommend this place for families, group trips, or work retreats. We'd absolutely stay again!

Beaut private close univ+hospital
Had a lovely stay at the apartment. It is spacious and is in a convenient location about 10 min walk to subway and could easily use public transport to get to points of interest in 15-30 min. Close to several parks/greenspaces and good restaurants. Maria is a very helpful, considerate, and polite host.

Upscale Boston 2 BR w/ Off Street Parking
Pristine clean, great beds, comfortable, onsite parking, safe

Cozy home with free parking
This was the perfect stay for our group. It was a nice, quieter area just outside of the city and in close proximity to transit which made travel into Boston a breeze! Loan was proactive with her communication which made check in and check out very easy. She was also flexible and gave us the option to have a late check out if needed. We will definitely consider her and her place again!!

The Adelaide Guest House, Minutes from Boston
Perfect spot for our family for a weekend event at Gillette Stadium and a day in Boston. Convenient location, clean, lots of space and very comfortable.

(F3) For Family and Friends
Home is clean and convenient. Served as a perfect launching pad for my family's fulfilled weekend!
Quick stats about house rentals in Milton
Total rentals
50 properties
Nightly prices starting at
₹2,583 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- East Sandwich Beach
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market