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Milton Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Milton vacation rentals

Smart TV

1. 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, (71 reviews)
"Great house just outside of historic Madison. Easy access to the river . Home is beautifully decorated and great place for a getaway. Many shops to visit in Madison ."
United States
John H.
The price is AED 413
AED 860 total
includes taxes & fees
23 Aug - 24 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Outdoor dining

2. Charming 2-bedroom house with a river view in wonderful Madison

Charming 2-bedroom house with a river view in wonderful Madison
Madison
9.2 out of 10, Wonderful, (5 reviews)
"The place was indeed charming. The host was wonderful and available for all questions! "
United States
Amy W.
The price is AED 228
AED 1,119 total
includes taxes & fees
2 Sep - 3 Sep
Charming 2-bedroom house with a river view in wonderful Madison
Terrace/patio

3. "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (21 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AED 500
AED 1,382 total
includes taxes & fees
26 Aug - 27 Aug
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Terrace/patio

4. "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
9.6 out of 10, Exceptional, (14 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AED 504
AED 1,387 total
includes taxes & fees
26 Aug - 27 Aug
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Terrace/patio

5. 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
10.0 out of 10, Exceptional, (2 reviews)
"Great house. Quiet location. Easy walk to main street resturanrs and shops."
United States
christine g.
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Exterior

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

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison
The price is AED 430
AED 853 total
includes taxes & fees
16 Aug - 17 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Exterior detail

7. 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
9.8 out of 10, Exceptional, (21 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 AED 301
AED 517 total
includes taxes & fees
24 Aug - 25 Aug
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Microwave, oven, stovetop, dishwasher

8. 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
9.8 out of 10, Exceptional, (23 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 AED 493
AED 1,749 total
includes taxes & fees
16 Aug - 17 Aug
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Interior

9. 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
10.0 out of 10, Exceptional, (4 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is AED 347
AED 653 total
includes taxes & fees
1 Sep - 2 Sep
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Pool

10. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (71 reviews)
"Couldnt recommend more! Great place and hosts!"
United States
Zach D.
The price is AED 657
AED 1,503 total
includes taxes & fees
17 Aug - 18 Aug
#209 Kings, River View, Deck, Bicentennial Park
Pool

11. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (43 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
#207 King Suites, River Views, Deck, Downtown
Living area

12. The Raven, a unique Edgar Allan Poe inspired Gothic themed home

The Raven, a unique Edgar Allan Poe inspired Gothic themed home
Madison
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 642
AED 1,440 total
includes taxes & fees
16 Aug - 17 Aug
The Raven, a unique Edgar Allan Poe inspired Gothic themed home
Smart TV

13. 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, (44 reviews)
"Loved the whole place and all the little touches. It was super cozy and location wise is close to everything. We will definitely be stay again. "
United States
Hannah S.
The price is AED 393
AED 782 total
includes taxes & fees
16 Aug - 17 Aug
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Property grounds

14. 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, (15 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 AED 383
AED 699 total
includes taxes & fees
1 Sep - 2 Sep
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

15. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (39 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 AED 463
AED 881 total
includes taxes & fees
27 Aug - 28 Aug
The Artist’s A-Frame
Exterior detail

16. 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
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Exterior detail

17. The Madison Inn, Est 1925 Historic suite 107

The Madison Inn, Est 1925 Historic suite 107
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Clean and quiet. Exactly as listed."
United States
Daniel F.
The price is AED 344
AED 563 total
includes taxes & fees
14 Sep - 15 Sep
The Madison Inn, Est 1925 Historic suite 107
Exterior detail

18. 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
9.0 out of 10, Wonderful, (14 reviews)
"Nicely restored building. Charming decor"
United Kingdom
Rana W.
The price is AED 246
AED 458 total
includes taxes & fees
24 Aug - 25 Aug
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Exterior detail

19. The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306

The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306
Madison
9.2 out of 10, Wonderful, (10 reviews)
"Very nice property for weekend visit."
United States
Mark S.
The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306
Exterior detail

20. The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
Madison
9.8 out of 10, Exceptional, (7 reviews)
"Cozy, peaceful, wonderful with great location. "
United Kingdom
Ed E.
The price is AED 540
AED 798 total
includes taxes & fees
27 Aug - 28 Aug
The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
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

Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

8/10 Good
"The room was clean. The bed was comfortable. There were a couple of fast food restaurants close by as well as a great bar type restaurant on the river. A convenience store with gas station was within walking distance. Great view of the racetrack."
Sherry 1-night trip
Posted 6 hours ago
Ramada by Wyndham Sparta/At Speedway

Frequently asked questions

Can I find vacation rentals in Milton?

Yes, we have vacation rentals close to the most popular local attractions in Milton, or you can select a more secluded option if you'd like a relaxing place to stay.

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

The Wadsworth in National Historic District of Madison, Indiana. : Visitors like this Milton vacation home rental. It is located on a river and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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 larger area, you’ll find Historic District and Lanier Mansion.

What are vacation rentals like in Milton?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Milton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy 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 choice for a family getaway.