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Milton Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Milton holiday rentals

A cozy room with a bed, a chair, a sofa, and a small table.

1. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison Historic District
9.8 out of 10, Exceptional, (7 reviews)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is AU$262
includes taxes & fees
29 Sept - 30 Sept
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

2. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is AU$182
includes taxes & fees
5 Oct - 6 Oct
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

3. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AU$247
includes taxes & fees
28 Sept - 29 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

4. The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (50 reviews)
"Had a very nice stay"
United States
Brad P.
The price is AU$306
includes taxes & fees
28 Sept - 29 Sept
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

5. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (76 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is AU$335
includes taxes & fees
1 Oct - 2 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

6. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (72 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is AU$661
includes taxes & fees
28 Sept - 29 Sept
#209 Kings, River View, Deck, Bicentennial Park
A wooden cabin with a porch, a staircase, and a deck.

7. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AU$234
includes taxes & fees
26 Oct - 27 Oct
Sassafras Woodland Cabin at Lost Trails
A covered porch with a wooden door, potted plants, and a metal railing.

8. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (40 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is AU$353
includes taxes & fees
29 Sept - 30 Sept
The Artist’s A-Frame
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

9. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (45 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is AU$657
includes taxes & fees
30 Sept - 1 Oct
#207 King Suites, River Views, Deck, Downtown

10. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is AU$249
includes taxes & fees
4 Oct - 5 Oct
Maple Cozy Cabin at Lost Trails
An outdoor patio with a hot tub, a fire pit, and string lights.

11. "Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room

"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
Madison Historic District
10.0 out of 10, Exceptional, (22 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AU$522
includes taxes & fees
7 Oct - 8 Oct
"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

12. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison Historic District
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is AU$221
includes taxes & fees
5 Oct - 6 Oct
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
An outdoor patio with a hot tub, a fire pit, and string lights.

13. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison Historic District
9.8 out of 10, Exceptional, (16 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AU$531
includes taxes & fees
5 Oct - 6 Oct
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

14. The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is AU$201
includes taxes & fees
28 Sept - 29 Sept
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
An outdoor patio with a hot tub, a fire pit, and string lights.

15. Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16

Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Madison Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Great house. Quiet location. Easy walk to main street resturanrs and shops."
United States
christine g.
The price is AU$1,019
includes taxes & fees
5 Oct - 6 Oct
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

16. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is AU$249
includes taxes & fees
28 Sept - 29 Sept
Mulberry Secluded Cabin at Lost Trails
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

17. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Good location, well stocked with essentials."
United States
Leslie W.
The price is AU$341
includes taxes & fees
4 Oct - 5 Oct
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

18. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (52 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is AU$361
includes taxes & fees
30 Sept - 1 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

19. The Madison Inn, Est 1925 Historic suite 107

The Madison Inn, Est 1925 Historic suite 107
Madison Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Clean and quiet. Exactly as listed."
United States
Daniel F.
The price is AU$194
includes taxes & fees
5 Oct - 6 Oct
The Madison Inn, Est 1925 Historic suite 107
A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.

20. The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison Historic District
9.8 out of 10, Exceptional, (29 reviews)
"Great stay and beautiful house. The location was really outstanding and many restaurants, boutiques, and coffee shops were within walking distance. "
United States
Stephanie B.
The price is AU$829
includes taxes & fees
25 Oct - 26 Oct
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
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

The Chandler Hotel

The Chandler Hotel

8/10 Good
"Very nice place - clean but not 5 star clean. All nice materials and furnishings. Very unique with the old work and slanted floors. We would recommend the stay. Only negatives were obvious signs of rushed cleaning (Bathroom) and listed fees. $30 to check in 2 hours early and $200 if you checkout past 11am - pretty steep."
Levi 1-night trip
Posted 9 hours ago
The Chandler 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$182 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 holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Red comfy cottage : This holiday home rental outside of Milton offers an indoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Milton?

Ohio River Valley and Ohio River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Schofield House and Historic District.

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 amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.