House holiday rentals in Milton

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for house rentals in Milton

House rentals with a pool

Top guest favourite
Home in Newton
5 out of 5 average rating, 14 reviews

Villa with private Pool in Boston's Elite Enclave

LucyRating, 5 stars1 day ago
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 12 reviews

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

SueRating, 5 stars2 months ago
We had a great stay in Marblehead. We love the area and the cute shops and restaurants. Amy was an amazing host. Always responsive, very friendly and super helpful and accommodating. The property was very clean and comfortable! I would highly recommend booking a stay with Amy as your host. I can’t say enough good things about her attentiveness and help. Her communication with us was very helpful and made the whole experience effortless.
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars2 days ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favourite
Home in Arlington
4.93 out of 5 average rating, 28 reviews

Beautiful Spacious 4BRM House!

DeenaRating, 5 stars3 weeks ago
We have been using short-term rentals as a family since 2011. This is by far the best appointed house we've ever stayed in. Plenty of everything -- basic groceries, towels, dishes, parking, beds and baths. It's a classic New England home with thoughtful updates. Love the vintage touches! Everything was first rate and we were comfortable for our short visit. We will be back!
Top guest favourite
Home in Norwood
4.97 out of 5 average rating, 35 reviews

the house of id; vintage shop, accessible space

NatalieRating, 5 stars2 weeks ago
This has to be the neatest little place on Airbnb in the Boston area, and that's something to be said. Paige and Dara described the place and the experience perfectly, were a dream to communicate with, and were overall humorous hosts. Their in-house shop was very entertaining for us. We will absolutely be staying here again in the future.
Top guest favourite
Home in Weston
4.98 out of 5 average rating, 91 reviews

Spacious vacation unit in premium suburban town

RanuRating, 5 stars3 weeks ago
Thank you Scott for hosting us! The location was perfect for our son’s therapy intensive, and it was peaceful, calm, and a bonus that it was right near the park. Projector worked well, comfortable desk upstairs for working, strong internet, and a great layout for a family. Our kids really enjoyed the books, and we loved the open layout, as well as the backyard space. We also appreciated the fresh eggs — thank you!
Guest favourite
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Superhost
Home in Canton
4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.

Weekly house rentals

Top guest favourite
Home in Salem
4.97 out of 5 average rating, 104 reviews

Sunny Salem Condo: Quiet, convenient & parking.

DennisRating, 5 stars5 months ago
My family and I had a great time. The stay was great. Felt like home. Very cozy feeling.
Guest favourite
Home in Brighton
4.93 out of 5 average rating, 322 reviews

All the comforts of home, quiet city neighborhood

NancyRating, 5 stars1 week ago
We loved our stay at Steve’s place! The communication with the host was very clear and helpful. The house was one of the most comfortable and well-appointed houses I’ve ever rented on AirB&B. It as quiet and in a great location in Brighton. I highly recommend it!
Guest favourite
Home in South Weymouth
4.93 out of 5 average rating, 117 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars3 weeks ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Top guest favourite
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars3 months ago
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!
Guest favourite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars2 weeks ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Guest favourite
Home in Dorchester
4.96 out of 5 average rating, 114 reviews

LargeDuplex10Beds w/prkg near Downton

RyanRating, 5 stars2 weeks ago
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
Superhost
Home in Woburn
4.88 out of 5 average rating, 135 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars5 days ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 145 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

NathanRating, 5 stars5 months ago
Amazing price and amazing place to spend Halloween! Great places to eat and adventure around! The house was peaceful but had very friendly atmosphere with the neighbors. If I could have Andrea be the host for every air bnb I would be greatful knowing I have someone that's reliable and great with communication. She will treat you right and has great recommendations!

Private house rentals

Guest favourite
Home in Norton
4.9 out of 5 average rating, 200 reviews

THE RED HOUSE - Entire Private Home

JohnRating, 5 stars3 months ago
I LOVED stay at the Red House. It is quickly becoming my home away from home. It was the perfect place to unwind and rest after the holiday rush. Being a writer, I take this time to start on new book projects and Sunny's place couldn't be more peaceful an quiet. The neighborhood is very quiet and relaxing, the home has everything I need and I really feel like it is a little oasis. The Red House is a great deal and always clean, organized, comfortable and quiet. Sunny and Cathy are the perfect hosts and I can't wait to return!
Top guest favourite
Home in Marshfield
4.93 out of 5 average rating, 71 reviews

Winterfell - Beautiful Beachhouse (Private Beach!)

PegRating, 5 stars3 months ago
Tommy was great. He was easy to contact and communicated wonderfully. The house was set up for a guest with everything you needed for a comfortable stay. The furniture and beds were so comfortable as well as the welcoming feel. Plenty of spacious rooms. Even spaces you could have alone time. When they described the house on the ocean, it really is. This was by far the best Airbnb we’ve stayed at. Hope to rent it again next year. I can’t say enough on how comfortable the house is. This is the first house we’ve recommend for other people to stay at. Peg
Guest favourite
Home in Watertown
4.88 out of 5 average rating, 105 reviews

Luxury large house minutes to Cambridge and Boston

RonaldRating, 5 stars1 week ago
This house worked really well for our family. the rooms are well-proportioned, the beds were comfy and the house was clean. there were a few bakeries and eateries within walking distance and a star market a 7 min drive away. There's a public park with a runni g track 2 min walking distance away. Overall great house!
Guest favourite
Home in Reading
4.95 out of 5 average rating, 60 reviews

Charming Home in Reading with a Large Yard

JeffRating, 5 stars1 month ago
I recently stayed at Peter's place, and it was exactly as described in the posting. The pictures were accurate, and I was pleased to find the space clean and well-maintained upon arrival. The location is fantastic, as I grew up in the area. I truly couldn't have asked for a better experience. I wouldn’t hesitate to book again in the future. Highly recommend!
Guest favourite
Home in Southborough
4.88 out of 5 average rating, 164 reviews

Luxury Living at its Best in X-Large 8 Beds Estate

KateRating, 5 stars2 months ago
We had a wonderful 2 day work retreat!! Plenty of space for work colleagues to spread out but many options for us to be together! It was wonderful!
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 39 reviews

The Cozy Colonial - 4 BDRM house with parking

CalebRating, 5 stars2 weeks ago
What an absolutely lovely home that our family was thrilled to stay at! Very clean, quiet, and comfortable. Close to everything!! Certainly a 5 star stay!
Top guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars5 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Superhost
Home in Marshfield
4.86 out of 5 average rating, 14 reviews

"The Fieldstone Beach House"

JenniferRating, 5 stars7 months ago
Nice place with everything we needed in it. Andreas was super great. We went in a fishing charter and he let us borrow a cooler for our trip. The showers were amazing. The outside sitting area with a fire pit was one of the greatest features. We are a cooking family and although there were two cooking areas to stay together and cook it was a tight fit. What we got for the price was a really good deal.

Quick stats about house rentals in Milton

  • Total rentals

    50 properties

  • Nightly prices starting at

    £23 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

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