Milton Vacation Rentals

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Our top choices for Milton vacation rentals

The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1 - FIFA World Cup 2026

The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1 - FIFA World Cup 2026
Milton
The price is ¥50,072
¥102,650 total
includes taxes & fees
Jun 8 - Jun 9
The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1 - FIFA World Cup 2026

Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
The price is ¥53,838
¥108,583 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 5BR Executive Retreat - 10 Min to Boston

8-Peaceful & Bright apt/3br right to Boston line

8-Peaceful & Bright apt/3br right to Boston line
Milton
9.6 out of 10, Exceptional, (4 reviews)
"Excellent in all respects "
United States
bob p.
The price is ¥37,187
¥74,039 total
includes taxes & fees
Jun 7 - Jun 8
8-Peaceful & Bright apt/3br right to Boston line

Peaceful Milton Getaway- Trails & City Nearby

Peaceful Milton Getaway- Trails & City Nearby
Milton
10.0 out of 10, Exceptional, (3 reviews)
"Very beautiful place and clean. The hosts were very nice and gave speedy responses. "
United States
The P.
The price is ¥141,752
¥263,013 total
includes taxes & fees
Jun 10 - Jun 11
Peaceful Milton Getaway- Trails & City Nearby

10-Spacious 5BR apt with gym, games room in the attic

10-Spacious 5BR apt with gym, games room in the attic
Milton
10.0 out of 10, Exceptional, (19 reviews)
"Great experience will book again"
United States
Scott W.
The price is ¥44,003
¥91,163 total
includes taxes & fees
Jun 9 - Jun 10
10-Spacious 5BR apt with gym, games room in the attic

Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
Prestigious Milton Designer Home

Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172

Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172
Milton
6.0 out of 10, (1 review)
The price is ¥29,021
¥79,639 total
includes taxes & fees
Jun 8 - Jun 9
Hot Deal up to 20%, Milton 6BR Stay Near Boston • Parking • Pet-Friendly - 172

14/1 - 3BR Milton - Cozy Apt near Blue Hills Museum

14/1 - 3BR Milton - Cozy Apt near Blue Hills Museum
Milton
9.2 out of 10, Wonderful, (17 reviews)
"Everything was a pictured on the site. Exceptionally clean and all logistics easy. Host is very responsive and welcoming."
United States
Margaret
The price is ¥56,406
¥93,337 total
includes taxes & fees
Jun 18 - Jun 19
14/1 - 3BR Milton - Cozy Apt near Blue Hills Museum

14-2 5BR - Milton Spacious Home near Blue Hills

14-2 5BR - Milton Spacious Home near Blue Hills
Milton
9.4 out of 10, Exceptional, (9 reviews)
"The space was perfect for a family of 12 traveling together. Our host was very responsive and made sure we had everything we needed for the stay. We highly recommend it should you need a lot of rooms in a nice quiet neighborhood. We would definitely stay there again should the need arise. "
United States
Anonymous traveler
The price is ¥28,884
¥70,854 total
includes taxes & fees
Jun 8 - Jun 9
14-2 5BR - Milton Spacious Home near Blue Hills

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (122 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is ¥57,704
¥107,421 total
includes taxes & fees
Jun 7 - Jun 8
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (76 reviews)
"Overall very goodexperience..great neighborhood,views,very responsive owner..overall very good stay"
United States
jeff s.
The price is ¥53,917
¥91,643 total
includes taxes & fees
Jun 10 - Jun 11
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Charlestown
10.0 out of 10, Exceptional, (245 reviews)
"Very nice people and really cool place to stay "
United States
Brandon S.
The price is ¥43,203
¥77,805 total
includes taxes & fees
Jun 8 - Jun 9
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (633 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is ¥51,637
¥59,357 total
includes taxes & fees
Jul 6 - Jul 7
Marriott Vacation Club® at Custom House, Boston

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (75 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
The price is ¥14,411
¥40,225 total
includes taxes & fees
Jun 9 - Jun 10
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (289 reviews)
"Great location and well maintained"
United States
EDDIE
The price is ¥17,168
¥28,025 total
includes taxes & fees
Jun 7 - Jun 8
Premier Suites - Bay Village

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (383 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is ¥19,331
¥34,199 total
includes taxes & fees
Jun 14 - Jun 15
Temple Place Suites

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is ¥29,493
¥54,171 total
includes taxes & fees
Jun 7 - Jun 8
The Chester Hotel

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (285 reviews)
"Great place, location and staff"
United States
Catalina
The price is ¥30,882
¥53,411 total
includes taxes & fees
Jun 7 - Jun 8
Kasa Boston at Fenway

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (700 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is ¥23,666
¥45,630 total
includes taxes & fees
Jun 30 - Jul 1
Global Luxury Suites Downtown Boston

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is ¥17,151
¥50,214 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful 1BR near Fenway Park + Kenmore!
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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Top Milton Hotel Reviews

Find out more about Milton

Search for holiday rentals in Milton on Expedia! You can easily find your home rentals, villas, holiday apartments in Milton using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Milton?

Yes, we give you a choice of vacation rentals in Milton near Blue Hills Reservation, or you can select a secluded option if you'd like a relaxing place to stay. Milton is known for its shopping and restaurants.

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

Centrally located in the heart of Boston near T: This vacation home rental outside of Milton has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Milton?

With 16 Expedia vacation rentals, you're sure 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 vacation rentals like in Milton?

Vacation rentals are privately owned accommodations you can book for several days or more in Milton. Vacation rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.