Stay 30 - Vacation Rentals in Prestonville

Secluded Country Home in Historic Hoosier Hills From US $238
         

10.0 (122 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Madison Manor II by the River Hot Tub Downtown From US $176
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Chandler Hotel From US $175
         

10.0 (123 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
#209 Kings, River View, Deck, Bicentennial Park From US $376
         

10.0 (62 Reviews)
House
  • Parking
  • TV
  • Sports/Activities

Luxury Places to Stay in Prestonville

Over 150+ Luxury Places to Stay in or Near Prestonville
Historic 5BR BnB w/Pool, River Views & Event Space From US $1,462
         

East Main Lofts -Roller Rink 301 From US $980
         

10.0 (7 Reviews)
Apartment
  • Security/Safety
  • Child Friendly
The Aviator: Serene Ambience & Stylish Comfort From US $567
         

Alterra:Slees 8,Steps to Main St,Serene From US $548
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Auralis: Sleeps 8 From US $490
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Prestonville

Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Prestonville
Riverboat Inn and Suites From US $135
         

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9.4 (102 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Riverboat Inn & Suites From US $357
         

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8.6 (282 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express & Suites Carrollton by IHG From US $148
         

8.6 (237 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Hotel & Suites Madison by IHG From US $121
         

8.4 (570 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
General Butler State Resort Park From US $154
         

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8.2 (448 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Carrollton From US $158
         

8.2 (300 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Carrollton KY From US $169
         

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8.0 (46 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
General Butler State Resort Park From US $98
         

7.9 (228 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Prestonville

Over 34+ Pet-Friendly Vacation Rentals in or Near Prestonville
Carol’s Cabin in the Woods in Historic Hoosier Hills From US $218
         

10.0 (41 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
East End River Retreat Dogs Welcome! From US $202
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Accessibility
Red Roof Inn Carrollton From US $82
         

7.2 (461 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Nature House is a perfect mix of charm and location! From US $334
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining From US $185
         

Cozy Cabin Madison Indiana From US $211
         

10.0 (18 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
East End River Retreat: Dogs Welcome! From US $191
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill From US $238
         

Large Vacation Homes & Villas in Prestonville

Over 5+ Large Vacation Homes & Villas in or Near Prestonville
#207 King Suites, River Views, Deck, Downtown From US $370
         

10.0 (37 Reviews)
House
  • Parking
  • TV
  • Sports/Activities
East Main Lofts From US $185
         

New
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Historic Madison Retreat - 1 Mi to Ohio River From US $290
         

10.0 (10 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Renovated Craftsman House w/Patio & Fire Pit! From US $377
         

10.0 (49 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Hacienda. Sprawling Ranch Home From US $461
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Prestonville

Over 11+ Wheelchair Accessible Vacation Homes in or Near Prestonville
La Belle Rivière Suite 202 at The Chandler Hotel From US $184
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill From US $259
         

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9.5 (206 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill From US $195
         

The Lanier Suite 204 at The Chandler Hotel From US $176
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Hillside Inn From US $89
         

8.3 (737 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Midnight on Main Suite 203 at The Chandler Hotel From US $176
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Holiday Inn Express Hotel & Suites Madison by IHG From US $140
         

7.8 (179 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Stablemans Quarters 206 at The Chandler Hotel From US $176
         

New
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Prestonville Varoom and Airbnb Places to Stay Under $200

Over 66+ Prestonville Varoom and Airbnb Places to Stay Under $200
Rustic Cabin at Lost Trails From US $139
         

10.0 (19 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
East Main Lofts - Coastal 201 From US $177
         

10.0 (3 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Child Friendly
Hillside Inn From US $92
         

8.6 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Maple Cabin at Lost Trails From US $144
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Walnut Cabin at Lost Trails From US $144
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
ALL THE COMFORTS OF HOME!n From US $168
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Mulberry Cabin at Lost Trails From US $142
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Prestonville

Over 66+ Instantly Bookable Vacation Homes in or Near Prestonville
The Cypress Grove Inn ~Madison, IN! *5 Star hosts! From US $203
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Artist’s A-Frame From US $244
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cabin on the Ridge: The Sequel From US $214
         

10.0 (17 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn From US $259
         

Cabin on the Ridge Su From US $233
         

10.0 (15 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

About Prestonville Vacation Rentals

With more than 159 Prestonville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stay30 and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Prestonville.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stay30 Prestonville, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Prestonville. Places to stay near Prestonville are 521.83 ft² on average, with prices averaging $224 a night.

Stay30 makes it easy and safe to find and compare vacation rentals in Prestonville with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Prestonville

Type Count
Vacation Homes 87
Hotels with Suites 28
Holiday Apartments 23
Cabin Rentals 13
Cottages 3
Others 2
B&B 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Prestonville

Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Prestonville.

Weather in Prestonville

View the weather forecast for Prestonville before booking your Prestonville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F