A forest path with tall trees and sunlight filtering through.

Milton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Milton vacation rentals

A hallway leading to a dining area with wooden flooring and white walls.

1. FREE Parking & Bright 3BR Boston Stay 1st-floor Apt • Pet-Friendly Near I-93 141

FREE Parking & Bright 3BR Boston Stay 1st-floor Apt • Pet-Friendly Near I-93 141
Milton
9.2 out of 10, Wonderful, (20 reviews)
"Enjoyed our stay."
United States
Deborah M.
$387 nightly
The price is $409
Oct 18 - Oct 19
Total with taxes and fees
FREE Parking & Bright 3BR Boston Stay 1st-floor Apt • Pet-Friendly Near I-93 141
A white door with frosted glass panels, a small plant on a wooden stand, and a white textured vase on a white surface.

2. 8-Peaceful & Bright apt/3br right to Boston line

8-Peaceful & Bright apt/3br right to Boston line
Milton
9.8 out of 10, Exceptional, (6 reviews)
"Excellent in all respects "
United States
bob p.
$403 nightly
The price is $426
Oct 12 - Oct 13
Total with taxes and fees
8-Peaceful & Bright apt/3br right to Boston line
A modern living room with a grey sofa, a white coffee table, and a bookshelf with decorative items.

3. 10-Spacious 5BR apt with gym, games room in the attic

10-Spacious 5BR apt with gym, games room in the attic
Milton
9.8 out of 10, Exceptional, (23 reviews)
"Perfect fit for our group!"
United States
Nancy L.
$488 nightly
The price is $516
Oct 12 - Oct 13
Total with taxes and fees
10-Spacious 5BR apt with gym, games room in the attic
A modern living room with a sofa set, a coffee table, and a potted plant.

4. Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172

Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172
Milton
6.0 out of 10, (1 review)
$514 nightly
The price is $544
Oct 12 - Oct 13
Total with taxes and fees
Spacious 6BR Family Stay Near Boston/Blue Hills, Free Parking & Pet-Friendly 172
A modern kitchen with dark cabinets, a large island, and pendant lighting.

5. Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
$706 nightly
The price is $746
Nov 2 - Nov 3
Total with taxes and fees
Spacious 5BR Executive Retreat - 10 Min to Boston
A modern, well-lit hallway with wooden flooring and white walls, leading to a bedroom with a bed and a window.

6. 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.
$1,148 nightly
The price is $1,223
Nov 3 - Nov 4
Total with taxes and fees
Peaceful Milton Getaway- Trails & City Nearby
A modern living room with a sectional sofa, a coffee table, and a dining area with wooden cabinets and a microwave.

7. The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1

The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1
Milton
$716 nightly
The price is $757
Oct 13 - Oct 14
Total with taxes and fees
The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1
A modern kitchen with white cabinets, a refrigerator, and a dining area with a table and chairs.

8. Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2

Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2
Milton
9.4 out of 10, Exceptional, (10 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
$454 nightly
The price is $479
Oct 13 - Oct 14
Total with taxes and fees
Cozy 5BR Milton Home • Pet-Friendly near I-93 & Blue Hills 14-2
A modern living room with a grey sectional sofa, a wooden coffee table, and a white console table with a decorative bowl.

9. The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2

The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2
Milton
$1,152 nightly
The price is $1,218
Oct 13 - Oct 14
Total with taxes and fees
The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

10. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (95 reviews)
"Great location to explore Boston. Nice quiet historic neighborhood. Room is large and well furnished."
United States
brian b.
$285 nightly
The price is $328
Oct 18 - Oct 19
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

11. Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601

Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
Mattapan
9.6 out of 10, Exceptional, (27 reviews)
"Was such a great spot for the 11 of us!! "
United States
Bryston J.
$376 nightly
The price is $433
Oct 12 - Oct 13
Total with taxes and fees
Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

12. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"Is a great place"
United States
Ramon G.
$490 nightly
The price is $563
Nov 4 - Nov 5
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A wooden front door with a glass panel and the number 383.

13. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
$394 nightly
The price is $440
Oct 21 - Oct 22
Total with taxes and fees
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

14. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
$326 nightly
The price is $364
Oct 13 - Oct 14
Total with taxes and fees
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

15. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (34 reviews)
"Our experience was excellent! The property was very clean, comfortable, and the accommodations were exactly as represented on the app. The property owner provided excellent instructions for our stay including entry, parking, and departure. We had one question upon arrival and the owner was immediately responsive. We would definitely stay again!"
United States
Kasey F.
$318 nightly
The price is $356
Oct 13 - Oct 14
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

16. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (58 reviews)
"Great overall stay!"
United States
Chris R.
$394 nightly
The price is $440
Oct 18 - Oct 19
Total with taxes and fees
Cozy three-bedroom home close to Boston w/ plenty of parking
A gazebo with a stone barbecue grill and a table with chairs.

17. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (70 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
$209 nightly
The price is $233
Oct 28 - Oct 29
Total with taxes and fees
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern living room with a flat-screen TV, a white sofa, a coffee table, and decorative items.

18. Lorenzo Inn

Lorenzo Inn
Dorchester
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
$336 nightly
The price is $386
Nov 1 - Nov 2
Total with taxes and fees
Lorenzo Inn
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

19. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (123 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
$434 nightly
The price is $484
Oct 13 - Oct 14
Total with taxes and fees
Renovated Beach House Close to Everything, Minutes to Boston
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

20. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
Quincy
10.0 out of 10, Exceptional, (46 reviews)
"Kim was great in regards to communication and and answered all my questions and was very accommodating! We enjoyed our stay and the kids loved playing at the beach too as it was a couple minute walk :) Theres a playground nearby which helped out a lot too!"
United States
Jennifer V.
$756 nightly
The price is $844
Oct 20 - Oct 21
Total with taxes and fees
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
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

Hyatt Regency Boston

Hyatt Regency Boston

10/10 Excellent
"Great hotel. Close to the Macy and downtown Boston."
Robert 4-night trip
Posted 2 hours ago
Hyatt Regency Boston

Find out more about Milton

Everything you need to know about Milton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Milton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals are there in Milton?

With 15 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 Gillette Stadium.

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.