House holiday rentals in Milton

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Milton house rentals

House rentals with a pool

Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 17 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars3 days ago
Brad was very friendly and helpful. Beautiful home!
Top Guest favourite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars1 week ago
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 🙏👏🏽
Top Guest favourite
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars6 days ago
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!
Guest favourite
Home in Weston
4.97 out of 5 average rating, 95 reviews

Spacious vacation unit in premium suburban town

LucyRating, 5 stars3 weeks ago
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!
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars3 weeks ago
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

Superhost
Home in Westwood
4.83 out of 5 average rating, 86 reviews

sweet little house

WillRating, 5 stars2 months ago
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.
Top Guest favourite
Home in Holliston
4.97 out of 5 average rating, 87 reviews

All New Private Country Setting (2 Level-No Share)

JenRating, 5 stars2 weeks ago
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.
Superhost
Home in Quincy
5 out of 5 average rating, 3 reviews

Studio w seaside deck access

GarlandRating, 5 stars3 months ago
This is my third booking at Kay's place. That should say enough when there are many other choices.
Top Guest favourite
Home in Hull
4.97 out of 5 average rating, 30 reviews

4 bd Ocean View, Dual Deck, Beach Front Retreat

ArnoldRating, 5 starstoday
Great location, spacious open floor plan, and beautiful views
Guest favourite
Home in Dorchester
4.94 out of 5 average rating, 96 reviews

New Spacious Home in Boston

JuliaRating, 5 stars1 week ago
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.
Guest favourite
Home in Roslindale
4.9 out of 5 average rating, 30 reviews

Kailyn Apartment Boston, Massachusetts

AngelaRating, 5 stars1 week ago
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!
Guest favourite
Home in Roslindale
5 out of 5 average rating, 14 reviews

New modern cozy 3BR condo: free parking&near train

LeighRating, 5 stars5 days ago
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!
Guest favourite
Home in Randolph
4.98 out of 5 average rating, 54 reviews

Convenient and spacious Home w/ 4BR 2.5BA

LloydRating, 5 stars3 weeks ago
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

Superhost
Home in Stoughton
4.76 out of 5 average rating, 41 reviews

The Page Place Tranquil

JodiRating, 5 stars2 weeks ago
Lovely, clean and convenient. This place was everything as listed. We were very happy with our stay and would reccomend.
Top Guest favourite
Home in Wellesley
5 out of 5 average rating, 41 reviews

Elegant Guest suite Wellesley

AndreaRating, 5 stars1 day ago
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.
Guest favourite
Home in Jamaica Plain
4.96 out of 5 average rating, 83 reviews

Beaut private close univ+hospital

MaryRating, 5 stars1 week ago
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.
Guest favourite
Home in Brockton
4.96 out of 5 average rating, 50 reviews

Leisure | Business| Getaway| Downtown Brockton

ValeriaRating, 5 stars4 days ago
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!!!!
Guest favourite
Home in Roslindale
4.99 out of 5 average rating, 76 reviews

Upscale Boston 2 BR w/ Off Street Parking

LindaRating, 5 stars1 week ago
Pristine clean, great beds, comfortable, onsite parking, safe
Superhost
Home in Dorchester
4.88 out of 5 average rating, 33 reviews

Cozy home with free parking

LaurenRating, 5 stars3 weeks ago
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!!
Superhost
Home in Dedham
4.62 out of 5 average rating, 29 reviews

(F3) For Family and Friends

CaraRating, 5 stars4 months ago
Home is clean and convenient. Served as a perfect launching pad for my family's fulfilled weekend!
Superhost
Home in Randolph
4.84 out of 5 average rating, 79 reviews

The Adelaide Guest House, Minutes from Boston

NoraRating, 5 stars3 weeks ago
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

    $50 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

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Milton
  6. House rentals