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Top Holiday Rentals in Milton

Oceanfront w/Amazing Views! Hottub! Location!

10.0 out of 10, Exceptional, (11)
"Great home, wonderful location. Owners were extremely responsive. "
The price is £1,274
includes taxes & fees
8 Jul - 9 Jul
Oceanfront w/Amazing Views! Hottub! Location!

Oceanviews all round 5-bedroom house in brilliant Scituate with WiFi, AC,

The price is £1,389
includes taxes & fees
17 Jul - 18 Jul
Oceanviews all round 5-bedroom house in brilliant Scituate with WiFi, AC,

Scituate Seaside Escape – Sleeps 8, Walk to Beach

Scituate Seaside Escape – Sleeps 8, Walk to Beach

Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed

9.4 out of 10, Exceptional, (21)
"Great stay, property exactly as listed, clean, responsive host, couldn’t be better!"
The price is £593
includes taxes & fees
1 Aug - 2 Aug
Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed

Charming 2-bedroom building in delightful Hull with ocean view

10.0 out of 10, Exceptional, (2)
"Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend"
The price is £300
includes taxes & fees
13 Jul - 14 Jul
Charming 2-bedroom building in delightful Hull with ocean view

Downtown Marblehead 2brm/1.5bath w/ deck

10.0 out of 10, Exceptional, (1)
"The property was large with lots of natural light. Very clean and fully stocked for the stay."
The price is £387
includes taxes & fees
24 Jul - 25 Jul
Downtown Marblehead 2brm/1.5bath w/ deck

Bright & Stylish 2BD/1BA in Town Center w Parking!

10.0 out of 10, Exceptional, (16)
"Definitely will be staying there again!"
The price is £305
includes taxes & fees
5 Aug - 6 Aug
Bright & Stylish 2BD/1BA in Town Center w Parking!

Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

10.0 out of 10, Exceptional, (14)
"Property as advertised. Great walkable location"
The price is £614
includes taxes & fees
7 Jul - 8 Jul
Prime location in town w parking! Walk to beach, shops & harbor-Sleeps 8

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (2)
"This home was beautiful, bright, cheery and clean. We had everything we needed and the location was perfect! Restaurants, shops and beaches within walking distance. We had great communication with our host who made our visit personal and would love to stay here again. "
The price is £710
includes taxes & fees
15 Jul - 16 Jul
Best location in Old Town home, 5 minutes to everything, enjoy the difference!

Authentic Rustic Single Family Home in Old Town

10.0 out of 10, Exceptional, (53)
"Natasha was excellent host. The house is perfect. Very cozy, clean and loved how it’s decorated. Close to everything. Adorable. "
The price is £410
includes taxes & fees
13 Jul - 14 Jul
Authentic Rustic Single Family Home in Old Town

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is £668
includes taxes & fees
13 Jul - 14 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

Charming garden level 1 bedroom 1 bath apartment in Brockton

9.0 out of 10, Wonderful, (2)
"The property is clean and functional. It’s a basement apartment without AC so keep that in mind for warmer months. Busy neighborhood so backing out of the driveway on weekday mornings is tricky. "
The price is £133
includes taxes & fees
8 Jul - 9 Jul
Charming garden level 1 bedroom 1 bath apartment in Brockton

Entire Lower Level of the House, Across From The Beach

10.0 out of 10, Exceptional, (15)
"Loved getting to visit the beach and the short drive to Salem!"
The price is £284
includes taxes & fees
20 Jul - 21 Jul
Entire Lower Level of the House, Across From The Beach

Beautiful, Cozy Ultra Convenient Salem Home

7.6 out of 10, Good, (39)
"This was a nice little house, which appeared larger in size upon arrival. I enjoyed the comfortable bed and the ability to cook incomparison to a hotel room. "
The price is £277
includes taxes & fees
28 Jul - 29 Jul
Beautiful, Cozy Ultra Convenient Salem Home

NEW 3BR Salem Townhouse Minutes to downtown

The price is £503
includes taxes & fees
9 Jul - 10 Jul
NEW 3BR Salem Townhouse Minutes to downtown

284-Cozy House with free huge parking

9.8 out of 10, Exceptional, (64)
"Nice quiet street perfect for families and close to Boston."
The price is £643
includes taxes & fees
30 Jul - 31 Jul
284-Cozy House with free huge parking

Hidden Gem Lake House 3 BR, 2.5 BA, 6 ppl

10.0 out of 10, Exceptional, (1)
"We stayed for the week as we were having work done on our home. There was plenty of space for all of us (6 people) The yard is very nice. Only thing I wished was better was the weather as it rained most of the time we were there."
The price is £487
includes taxes & fees
20 Jul - 21 Jul
Hidden Gem Lake House 3 BR, 2.5 BA, 6 ppl

Egg Rock House - 4BR, 4.5BA - Modern Oceanfront

9.6 out of 10, Exceptional, (24)
"The property was amazing! It was perfect for our 3 couples! The views were spectacular and the walking path along the water was perfect! I would definitely recommend this property. "
The price is £893
includes taxes & fees
7 Jul - 8 Jul
Egg Rock House - 4BR, 4.5BA - Modern Oceanfront

Cozy three-bedroom home close to Boston

10.0 out of 10, Exceptional, (33)
"We were very happy in this clean, comfortable, and welcoming home with all amenities included for a relaxing vacation with friends. Nearby restaurants and train station allowed for easy access to the city and meals."
The price is £355
includes taxes & fees
14 Jul - 15 Jul
Cozy three-bedroom home close to Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find a holiday rental in Milton?

Yes, there are holiday rentals in Milton close to Blue Hills Reservation, or you can select a more secluded option if you're looking for a relaxing stay. Milton is known for its shopping and restaurants.

What are some of the best holiday rentals that Milton has to offer?

Clean, Contemporary Escape | Near T: This holiday home rental outside of Milton offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Milton?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Milton stay.

What can I see and do in Milton?

Family-friendly attractions include Blue Hills Reservation and Pierce Reservation, whereas Governor Hutchinson's Field is a spot to enjoy the outdoors. Other popular places to visit in the area include Fenway Park and Copley Square.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.