Apartment holiday rentals in Milton

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Popular amenities for Milton apartment rentals

Weekly apartment rentals

Superhost
Apartment in Quincy Center
4.88 out of 5 average rating, 77 reviews

Modern 2-bedroom unit near beaches & Boston

SheridanRating, 5 stars1 week ago
We loved staying here! The space was clean and spacious. We walked each morning and it’s a nice area. It is close to amazing restaurants and the coast. Would definitely stay here again!
Guest favourite
Apartment in Hyde Park
4.95 out of 5 average rating, 22 reviews

Modern 3BR Suburban Retreat, Minutes from Downtown

EthanRating, 5 stars1 month ago
Great stay! Super spacious for the 3 of us and the location was nice.
Superhost
Apartment in Hyde Park
4.85 out of 5 average rating, 61 reviews

Boston-Fairmont Hills Apartment

JackieRating, 5 stars1 month ago
Place was spacious, clean and comfortable! As described!
Superhost
Apartment in Norwood
4.79 out of 5 average rating, 61 reviews

The Plant Haus

MagdalyneRating, 5 stars5 days ago
This was our second time staying in Quontay’s home, and, like the first time, we loved our stay! Her home is beautiful and clean, with beautiful plants and paintings everywhere. The vibes are immaculate. It was the perfect place to stay for our night out in Canton. We highly recommend!!
Superhost
Apartment in Quincy Center
4.85 out of 5 average rating, 27 reviews

Prime Location 5min walk Metro - 15 min to Boston

EvaRating, 5 stars2 weeks ago
So incredibly happy with Angie’s listing. Visited with my dad, who had the opportunity to see his old stomping grounds. This location is so essential to all things to explore – less than a 15 to 25 minute drive to Boston, depending on morning traffic, great food within walking distance, and beautiful historical sites and homes. Highly recommend. Will definitely come back!
Guest favourite
Apartment in Quincy
4.97 out of 5 average rating, 29 reviews

Oceanfront cozy 2 bedroom

GabriellaRating, 5 stars3 months ago
I LOVED my stay here! I stayed here for my birthday trip to Boston with two other people. The view was insanely good for the price. We loved how cozy the place was, especially the couches. An uber to the city was around $20. Patricia was so sweet and gave recommendations of things to do in the area. Parking was free which was so helpful. My only complaint is me and my boyfriend stayed in the downstairs bedroom, and noticed there was a door in the room. We opened it and realized it was an unlocked entrance to our room from the downstairs, where other people were staying. The door had a window that wasn’t covered up very well either. We locked the area so no one could get in, but it was a little uncomfortable knowing we could’ve been sleeping and someone could’ve walked up there if we didn’t notice and lock it. Would 100% recommend just make sure those doors are locked!
Top Guest favourite
Apartment in Weymouth
4.95 out of 5 average rating, 20 reviews

Private Studio close to Train & Restaurants

PaulineRating, 5 stars4 days ago
The apartment was very clean and well-equipped, with everything we needed for a comfortable stay. The location is great for exploring Boston. I didn’t meet James in person, but communication was very smooth and clear throughout. The self check-in process was also very convenient.
Superhost
Apartment in Canton
5 out of 5 average rating, 4 reviews

Spacious, quiet and comfortable!

ManassehaRating, 5 stars3 months ago
We had a wonderful stay at steve’s place with my wife and my child. The environment felt incredibly safe and peaceful, and the neighbours spoke highly of steve, which added to our sense of comfort. The room was spacious and the bathroom was large and spotless. The kitchen and living room were well organised and clean, making our stay even more enjoyable. We absolutely loved the accommodation and definitely plan to stay here again in the summer. Thank you Steve, for providing such a comfortable and welcoming experience.

Private apartment rentals

Guest favourite
Apartment in Dorchester
4.93 out of 5 average rating, 120 reviews

1 bed, 2 rooms, 4 guests Cute&new. Free parking

MehmetRating, 5 stars1 week ago
"Ewa has made our stay as guests in her home very comfortable. She has established a wonderful communication with us. The location of the house is perfect. Its proximity to the train station made our visit to Boston even more enjoyable. Ewa is a good host. I recommend it to everyone
Superhost
Apartment in Braintree
4.73 out of 5 average rating, 44 reviews

LUXURIOUS & SPACIOUS 1Bd Apt quick drive to Boston

MaimaRating, 5 stars2 weeks ago
This location was perfect for a weekend stay. It’s about 20 minutes outside Boston, so you don’t have to deal with city traffic, but you still have plenty of entertainment options nearby- from the movie theater to Dave and Buster’s. The unit itself is beautifully maintained and fully equipped with all necessities. No complaints!
Top Guest favourite
Apartment in Salem
4.98 out of 5 average rating, 385 reviews

Winter Island Retreat

JaniceRating, 5 stars2 weeks ago
Look no more! Winter Island Retreat is a seaside oasis that creates an atmosphere of tranquility and peace. From the moment I arrived I was struck by it's beauty captivated by the stunning sunrises to start each day The retreat is charming and a place of solace. The beautifully manicured lawn and gardens filled with lush floral designs adds to its magic. while the front porch with its rocking chairs, invite you to slow down and savor your morning coffee or lose yourself in a good book. Evenings are equally special walking the path to the beach and settling into the adriondack chair with a glass of wine It's a peaceful ritual that grounds you in gratitude. The home itself is cozy, comfortable and thoughtfully decorated with calming beachy touches that make you feel at ease. It's perfectly located just minutes from downtown Salem. I'm grateful to be one of the lucky guests to stay in David's home. He was a kind and gracious host. A truly memorable retreat I will be back
Top Guest favourite
Apartment in Waltham
4.97 out of 5 average rating, 334 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

IkeRating, 5 stars1 week ago
Great place to stay during our trip to Boston. Close enough to the city for easy access, but just out of the way for nice and quiet evenings. I'd love to come here and stay again for my next trip!
Guest favourite
Apartment in Jamaica Central - South Sumner
4.84 out of 5 average rating, 399 reviews

Cozy JP Studio-Great Location!

JonatanRating, 5 stars3 weeks ago
The place is a small apartment in an old house but fully-furnished, clean, and well-kept. We didn't cook or used the kitchen much, but everything we needed worked fine. Kristina takes care of the place personally, which we liked, and she was very helpful with suggestions when we needed her advice. We also liked the area. Great for a short stay!
Top Guest favourite
Apartment in Newtonville
5 out of 5 average rating, 33 reviews

Apartment in Newton, MA

VictoriaRating, 5 stars3 days ago
Grey and Leslie’s place was perfect for my fiancé and I while visiting Boston! It was very easy to get to the commuter rail, which we rode to get to a Red Sox game. Grey and Leslie gave great suggestions and were very responsive when I had any questions. Highly recommend!
Guest favourite
Apartment in Salem
4.96 out of 5 average rating, 295 reviews

The Creaky Cauldron-Wizards and Witches Welcome!

GiacomoRating, 5 stars5 days ago
If I could give this place 6 stars, I would. We stayed here with four adults, a 13-year-old, a 12-year-old, a 9-year-old, and a 13-month-old — and every single one of us walked in and immediately said “wow.” The home is incredibly well-designed, thoughtfully staged, and clearly put together with love and attention to detail. What made the experience even more special was watching the kids’ faces light up as they explored — it instantly made us feel like we chose the right spot. Everyone had a blast, and it truly felt fantastical. Even with our group (and let’s be honest, we weren’t exactly quiet the whole time), we didn’t run into any noise issues. That tells me the hosts understand the joyful sounds of life and family. It’s rare to find a space this well-developed— stylish, warm, and kid-friendly — in a location like Salem. We’re already talking about coming back the next time we’re in town. Couldn’t recommend it more.
Guest favourite
Apartment in Woburn
5 out of 5 average rating, 148 reviews

Charming 1 BR private entrance apt commuters dream

EricRating, 5 stars4 weeks ago
Domingo was a fantastic host. I had a couple of requests and Domingo was extremely responsive and was always accessible. He also provided some excellent restaurant suggestions. As far as the location itself, it's in a nice quiet neighborhood but there's not really much around within walking distance. A car or an Uber is a must to get to some of the great restaurants that Domingo suggested. Other than that, it's a great place with a fantastic host. Since this was a work trip for me, I would definitely consider staying here again. Thank you Domingo!

Apartment rentals with a hot tub

Guest favourite
Apartment in Revere
4.85 out of 5 average rating, 13 reviews

Step Into Spacious Vintage Charm in West Revere

LindaRating, 5 stars4 days ago
Our stay was wonderful, everything was very clean and cozy. We had plenty of room for our group and was very convenient going to and from Boston for all of our activities. The host(s) were quick to respond to any questions or concerns we had. Thank you!
Top Guest favourite
Apartment in Plymouth
5 out of 5 average rating, 16 reviews

Unique Industrial Penthouse

KeriRating, 5 stars1 month ago
Fantastic place, beautifully appointed, great location. Highly recommend staying here. Everything is within walking distance. Loved the rooftop deck and jacuzzi. Probably the most comfortable beds, linens and pillows we’ve ever experienced in our many air bnb stays. Extremely comfortable.
Top Guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 244 reviews

Oceanfront Pool. Close to Boston. Free Parking.

AngieRating, 5 stars1 day ago
Both John and Carol were very inviting and friendly—- Carol even came out to bid us farewell when we checked out. The view is just breathtaking…. Could not ask for more… except warmer weather so we could have enjoyed the pool. :). The apartment had everything we needed and more. The fridge was stocked with breakfast snacks and milk and half and half for morning coffee…. Very nice touch. Great restaurant choices nearby as well. Highly recommend the Arms Hotel. Great food, HUGE portions. I would definitely stay again!
Superhost
Apartment in Cambridge
4.87 out of 5 average rating, 38 reviews

Central Square Upscale Penthouse near MIT/Harvard

MichaelRating, 5 stars3 weeks ago
The unit we rented ended up not being available at the last moment but Jonah was able to find and arrange comparable accommodation set away
Guest favourite
Apartment in Woonsocket
5 out of 5 average rating, 9 reviews

Two Bedrooms with a Jacuzzi Tub

TiffanyRating, 5 stars2 weeks ago
Clean and easy to check-in. Owner lives just downstairs and takes great care of the curb appeal of the house. Beautiful gardening. Always responsive and easy to work with. Quiet street.
Guest favourite
Apartment in Arlington
4.98 out of 5 average rating, 196 reviews

Lakeside apartment, patio, hot tub, outside shower

PietroRating, 5 stars1 week ago
Everything was absolutely exceptional! My parents stayed here for two weeks and had a wonderful experience. The hosts were incredibly kind and responsive — they replied to our messages and requests immediately, which made everything so easy and stress-free. My parents left extremely happy and are already talking about coming back. Highly recommended!
Top Guest favourite
Apartment in North End
5 out of 5 average rating, 45 reviews

Amazing Location in Little Italy with Roof Deck

NancyRating, 5 stars1 month ago
Beautiful condo, perfect for 2 people! Everything you need was provided. Deck was lovely. The location can’t be beat. Highly recommend for a Fun Boston Experience!
Superhost
Apartment in Cambridge
4.8 out of 5 average rating, 124 reviews

Studio Apt private bath+ Hot Tub, free parking

ChristopherRating, 5 stars6 days ago
Annique's place is a second floor flat in a quiet street not far from the "T" and grocery stores. The flat has a beautiful wooden floor and spacious bathroom. For me, the high point was having an office space with a standing desk - I loved it! The amenities Annique provides shows she is an extremely thoughtful host and is very responsive. Definitely an excellent place to stay..

Quick stats about apartment rentals in Milton

  • Total rentals

    60 properties

  • Nightly prices starting at

    $50 NZD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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