47+ Vacation Rentals & Holiday Homes in Madison |
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Madison Accommodations - Hotels & Rentals

About Madison Vacation Rentals

Discover More than 47 Incredible Getaway Rentals Available in Madison. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Madison.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Madison, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Madison. The Average Size of Places to Stay Near Madison is 1301.75 ft², with Prices Averaging US $465 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Madison. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Madison

Type Count
Vacation Homes 26
Cottages 6
Holiday Apartments 4
Villas 1

Use these Quick Filters to Find a Vacation Rental in Madison

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Madison with Online Reservations.

Weather in Madison, VA

View the weather forecast for Madison before booking your Madison 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

Activities MadisonGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MadisonGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Early Mountain Vineyards
Sweely Estate Winery
Luray Caverns
Massanutten Water Park
Masanutten Ski Resort
Little Washington Winery
Barboursville Vineyards
Swift Run Gap Entrance SheNonedoah
Old Rag Mountain
Skyland
Luray Zoo - A Rescue Zoo
James Madison's Montpelier
Montpelier
The Loft
Thorton Gap Entrance SheNonedoah
Yogi Bear's Jellystone Park
Keswick Vineyards and Winery
Rose River Falls
Fashion Square Mall
Barracks Road Shopping Center

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Madison County 71 Properties
Banco 59 Properties
Wolftown 53 Properties
Graves Mill 47 Properties
Early Mountain Vineyards 37 Properties
Sweely Estate Winery 36 Properties
Pratts 33 Properties

Frequently Asked Questions About Madison?

What are the top hotels, lake houses & vacation rentals in Madison?

We provide an array of great vacation destinations in Madison. If you are looking to stay in or around the Madison area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Madison:

Which hotel, lake house, or vacation rental in Madison is best for families?

Searching for a family-friendly getaway in Madison? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Madison?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 47 in the Madison area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Madison.


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