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

Nana-tucket Inn
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

Villa with private Pool in Boston's Elite Enclave
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.

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
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!

Seaview Summit | Ocean Views, Indoor Pool, Beach
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.
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.

All New Private Country Setting (2 Level-No Share)
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

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
Great location, spacious open floor plan, and beautiful views

New Spacious Home in Boston
What a spacious & great place to stay on the 1st floor of the house. Open kitchen & living room with a comfy couch. A kind gesture of nice snacks & drinks. Clean, bright & smelled like fresh laundry. Spacious bedrooms 2 full bathrooms. When we arrived it was warm in the house but the window air conditioners do the trick of cooling it down fast. Close to everything you need by driving or a quick Uber ride. Plenty of street parking & parking in the driveway but the driveway is narrow so a bit difficult for a bigger vehicle. Comfy beds, fridge & freezer. Plenty of dishes if you need them. Would definitely book again. Very responsive, host.

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
We had a great stay. This home has all the comforts of home and is conveniently located. The host is wonderful and gracious and communicates back almost instantly with answers to questions. The shower was fantastic and the espresso maker and pods were better than ours at home. Linens and everything about this home feels upscale and luxurious. There's a little traffic noise during the day but the high quality windows keep it pretty quiet and it's quiet at night. Lots of great shops and restaurants nearby and easy easy to get everywhere. So green and pretty too. We really enjoyed our stay.

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.

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!!!!

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!!

(F3) For Family and Friends
Home is clean and convenient. Served as a perfect launching pad for my family's fulfilled weekend!

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.
Quick stats about house rentals in Milton
Total rentals
50 properties
Nightly prices starting at
$50Â NZD 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
Wi-Fi availability
50 properties include access to Wi-Fi
Destinations to explore
- Boston Holiday rentals
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- Rentals with a fireplace Milton
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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
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market