Milton Holiday Rentals from AU$214: Search Short-Term Rentals

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Our top choices for Milton holiday rentals

A two-story house with a stone staircase leading to the front door, surrounded by well-maintained bushes and a brick pathway.

1. Prestigious Milton Designer Home

Milton

Kellie R.

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

2. 14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

Milton

Deborah M.

includes taxes & fees

25 Oct - 26 Oct

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

Milton

Nancy L.

includes taxes & fees

21 Oct - 22 Oct

A white door with frosted glass panels, a small plant on a wooden stand, and a white textured vase on a white surface.

4. 8-Peaceful & Bright apt/3br right to Boston line

Milton

bob p.

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with dark cabinets, a large island, and pendant lighting.

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

Milton

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinetry, a central island with bar stools, stainless steel appliances, and pendant lighting.

6. Peaceful Milton Getaway- Trails & City Nearby

Milton

The P.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa set, a coffee table, and a potted plant.

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

Milton

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with white cabinets, a refrigerator, and a dining area with a table and chairs.

8. 14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

Milton

Anonymous traveller

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a large island, white cabinets, and pendant lighting.

9. 60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

Mattapan

Sybal C.

includes taxes & fees

21 Oct - 22 Oct

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.

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

Dorchester

Ramon G.

includes taxes & fees

4 Nov - 5 Nov

A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

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

Quincy

Jeff L.

includes taxes & fees

21 Oct - 22 Oct

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

Quincy

Sheldon S.

includes taxes & fees

21 Oct - 22 Oct

A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

13. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

Quincy

Jennifer V.

includes taxes & fees

21 Oct - 22 Oct

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

14. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Brittany

includes taxes & fees

1 Nov - 2 Nov

A wooden front door with a glass panel and the number 383.

15. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Quincy

Mark T.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

16. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

Mattapan

"Our stay was wonderful. The house was exactly what was pictured. Very clean and brand new. Felt very comfortable. Nicely decorated. Beds were very comfortable as well. Linens and towels were provided as well as shampoo and body wash and hair dryer. Bedrooms are large as well. Great for large groups too. Our host was very nice and easy to contact. She also replied right away. You always hear about the owner not responding right away, but Jenny always did. I highly recommend!"

Julia

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

17. FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601

Mattapan

Bryston J.

includes taxes & fees

21 Oct - 22 Oct

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Fenway–Kenmore

Krista

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

19. The Chester Hotel

South End

Luda

includes taxes & fees

9 Nov - 10 Nov

A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

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

Quincy

Anthony E.

includes taxes & fees

22 Oct - 23 Oct

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Top Milton Hotel Reviews

Harborside Inn Of Boston

8/10 Good

"The room was clean and the right size for me. The bathroom was in great shape, and the amenities were good. The staff was super helpful, and it was easy to get in and out of the hotel. The location was central to everything I needed and easy to get anywhere I needed to go. Downtown can get loud and stay loud, and some rooms are right at street level, so you can hear street noise, which doesn't bother me at all. So if you're sound-sensitive, make sure you're on a higher floor or in a room away from the street."

Arcadian Hotel

8/10 Good

"This hotel has an odd layout. My first time was an interior room which only had a window that faced the hallway (single queen bed). My second visit was also interior but faced overlooking the lobby which provided some natural sunlight (2 full size beds). If possible I would ask about where you room is located. The interior queen had a very odd shower and I did not like having a window that faced into the hallway. Very clean facility. Parking garage was hard to find on first visit because its down the street before you get to the hotel and the sign is very small. The garage is under the building and not easily viewed from the street."

Hyatt Regency Boston

10/10 Excellent

"Great place to stay due to its proximity to the Freedom Trail, and metro system. We stayed 3 nights. The first night was on 6th floor and it was hard to sleep due to a lot of street noise. The next morning we asked at the front desk if it was possible to move to a room on a higher floor and the staff made that happen within an hour which we greatly appreciated—no extra charge! We were moved to 21st floor and heard no street noise. We had the buffet breakfast every day we were there and it was very good. So I highly recommend this hotel!"

Find out more about Milton

Everything you need to know about Milton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Milton holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton holiday rentals we have selected for you start as low as AU$214 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton holiday 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 holiday.

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.

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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: 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. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals are there in Milton?

With 15 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 Gillette Stadium.

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.

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Check prices for these dates

Our top choices for Milton holiday rentals

1. Prestigious Milton Designer Home

2. 14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

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

4. 8-Peaceful & Bright apt/3br right to Boston line

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

6. Peaceful Milton Getaway- Trails & City Nearby

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

8. 14/2-SPRING GETAWAY EARLY BIRD 10% Spacious 5-bedroom apartment in Milton

9. 60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

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

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

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

13. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

14. Marriott Vacation Club® at Custom House, Boston

15. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

16. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

17. FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601

18. Kasa Boston at Fenway

19. The Chester Hotel

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

Find holiday rentals that suit your style

Top Milton Hotel Reviews

Harborside Inn Of Boston

Arcadian Hotel

Omni Parker House

The Dagny Boston

Wyndham Boston Beacon Hill

Hyatt Regency Boston

citizenM Boston Back Bay

Hyatt Regency Boston Harbor

Bedford Plaza Hotel - Boston

Find out more about Milton

Frequently asked questions

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