Holiday houses in Milton

4.91 out of 5 average rating, 32 reviews

Home in Cohasset

Village Colonial with Cohasset Harbor Views

KathrynRating, 5 stars2 weeks ago

This is a beautiful and spacious home with New England charm and in a great location. The house looks exactly as pictured and was spotless. The rooms were well appointed with lots of space to sit and relax. It’s perfect for visiting this beautiful area of MA. Michael is a responsive and helpful host and very considerate of his guests. We would absolutely stay again and can highly recommend this home for your stay. Five star all the way.

4.96 out of 5 average rating, 302 reviews

Apartment in Winthrop

Cody's Place Boston Airport Pool/Beaches ParkFree

StephanieRating, 5 stars2 weeks ago

Frank went above and beyond to communicate check-in instructions, rules of the Air BnB, had all the thoughtful amenities for a slumbo! Definitely an ideal location for nicer weather with the location! Unfortunately the weather hindered the ability to fully enjoy this experience with the water so close! Would book again with better weather!!!

4.83 out of 5 average rating, 322 reviews

Home in Plymouth

Historic 1 Bed/In Town/Best Location/Hot tub/deck

LiviaRating, 5 stars2 weeks ago

I had an amazing stay! The place was clean, well-organized, and had everything we needed. The location is great, just a short walk to lots of restaurants and coffee places, making it easy to explore. All the pictures are accurate. Highly recommend!

4.95 out of 5 average rating, 20 reviews

Home in Scituate

Button Beach Cottage

Kevin Rating, 5 stars3 weeks ago

Location, location, location! What a wonderful place to stay! A block from the best beach in Massachusetts. Plenty of space to feel right at work. Supermarkets and restaurants are nearby and the host is amazing! You can’t go wrong renting at 18 Buttonwood! Thank you again!

4.92 out of 5 average rating, 36 reviews

Cottage in Westford

Beach & pond cottage ! Westford MA and Boston!

MelanieRating, 5 stars6 months ago

We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

4.9 out of 5 average rating, 106 reviews

Apartment in Swampscott

Ocean views, Large Deck, Grill, Kid/Dog Friendly

AndrewRating, 5 stars1 month ago

I had a short window to find temporary housing for moving to Boston and Ryan was quick to respond and very helpful. The Airbnb has a beautiful view and is located near some extremely good restaurants, the kitchen is great and was stocked with all the pots, pans, and utensils needed to cook any meal needed. I would highly recommend staying here.

5 out of 5 average rating, 31 reviews

Apartment in Beverly

#1 Top Flr Waterview|Lux Design|Pvt Balcony

JonathanRating, 5 stars3 days ago

Darryl’s place is in a perfect location to easily walk around Beverly and with a car access Salem and the surrounding area. There’s also a train within walking distance and quick access to Boston. Darryl‘s place itself is definitely a home away from home with everything you need to be comfortable. Darryl himself is immediately responsive and has great local tips. Looking forward to staying again!

4.83 out of 5 average rating, 60 reviews

Home in Scituate

Sand Hills Barker Tavern RiverClub lighthouse -

KimberlyRating, 5 stars1 month ago

Stayed here with a few of my friends for a wedding and the place was perfect! Really close to the Barker House wedding venue, walkable to downtown Scituate. Beds were very comfy and the place was very clean. Overall, a great stay!

5 out of 5 average rating, 20 reviews

Home in Scituate

Coastal Retreat

RachelRating, 5 stars2 months ago

Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!

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Popular amenities for Milton holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Milton's top sights

Star Market81 locals recommend

Ashmont Grill56 locals recommend

South Shore Plaza55 locals recommend

Sophia's Grotto52 locals recommend

CVS49 locals recommend

Fornax Bread Company38 locals recommend

Other great holiday rentals in Milton

4.77 out of 5 average rating, 154 reviews

Condo in Plymouth

Clear Pond Pet Friendly Inn

NicklausRating, 5 stars5 months ago

Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.

4.95 out of 5 average rating, 170 reviews

Cottage in Stow

White Pine Cottage

WendyRating, 5 stars1 week ago

We absolutely loved William and Kelly's cottage. It was so cozy, clean, and well appointed with everything you need to feel at home. Our family, including our dog, enjoyed the peace and quiet. And the big comfy chair was very popular due to how comfortable it is. We hope to be back next year.

5 out of 5 average rating, 9 reviews

Home in Gloucester

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

JessicaRating, 5 stars5 months ago

My family enjoyed staying here. It had a beautiful view from the back. Gorgeous in the morning! I loved it here and we felt at home. There was plenty of room for our family and it felt so cozy.

4.67 out of 5 average rating, 3 reviews

Apartment in Revere

Charming 3B2B Condo II Near Beach

MarkRating, 5 stars2 months ago

A nice and clean apartment. We were walking distance to several great restaurants and bars. I would stay again next time I have shows to see in Boston.

5 out of 5 average rating, 49 reviews

Cottage in Lincoln

Pet friendly well equipped cottage w fenced yard

AlexRating, 5 stars1 week ago

great 100% would stay again and very good yard for the pup

4.99 out of 5 average rating, 79 reviews

Apartment in Brighton

New 3 bedroom, 2 bath unit, meadow view!

FionaRating, 5 stars1 week ago

Simon’s place has everything you need and more. Fridge stocked with bottled water and sodas. Chocolates, oranges and bars for snacking. Bouquet of fresh flowers in the master bedroom. We felt very welcomed into this wonderful space. It is on the second floor of a 3 level house. Three apartments total in the building. Great to have off street parking. I highly recommend.

4.85 out of 5 average rating, 82 reviews

Guest suite in Arlington

★Modern Studio-Private Entrance,Washer+Dryer★

BrianRating, 5 stars3 months ago

Had a great stay at this place (this was our second time there). Our plane to the area was much delayed but our hosts were understanding and very helpful. Everything was as advertised and the place was convenient to our activities visiting family. Will definitely stay there again!