Madison Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Madison hotels

Vacation Rentals in Madison

Charming 2-bedroom townhome

$170

includes taxes & fees

$150 per night

Nov 24 - Nov 25

With a stay at this vacation home in Berlin, you'll be within a 10-minute drive of Checkered Flag Raceway and Lincoln Technical Institute.

Kitchen

Washer

Waterfront Beach House

Located in Clinton, this vacation home is by the ocean, within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.

Kitchen

Washer

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Located in Branford, this vacation home is by the ocean, within a 10-minute drive of Polished and Stony Creek Brewery.

Pool

Hot Tub

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.

Kitchen

Washer

Historic Essex Home w/ Large Yard Near Downtown!

With a stay at this vacation home in Essex, you'll be a 4-minute walk from Connecticut Valley Railroad State Park and 6 minutes by foot from Essex Steam Train.

Kitchen

Washer

Northfork Townhouse- walk to all/ newly renovated

When you stay at this vacation home in Greenport, you'll be near the beach, within a 10-minute walk of Greenport Farmers' Market and Railroad Museum of Long Island.

Kitchen

Washer

Beach House

Located in Niantic, this vacation home is by the sea, a 3-minute drive from Attawan Beach and 6 minutes from McCook Point Beach.

Hot Tub

Kitchen

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

When you stay at this vacation home in West Haven, you'll be on the beach, within a 10-minute drive of Yale University and Yale-New Haven Hospital.

Kitchen

Washer

OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW

Located in Old Saybrook, this vacation home is by the ocean, within a 5-minute drive of Harvey's Beach and General William Hart House.

Hot Tub

Kitchen

Historic Luxury Seaside Getaway

With a stay at this vacation home in New Suffolk, you'll be within a 5-minute drive of Pugliese Vineyards and Castello di Borghese / Hargrave Vineyard.

Amazing Lakefront Property

Located in Middlefield, this vacation home is on the waterfront, within a 5-minute drive of Lyman Orchards and Lake Beseck Beach.

Lakefront Home, Close to Mt Southington!

This family-friendly vacation home is 0.4 mi (0.6 km) from Mattatuck Beach and 2.7 mi (4.3 km) from Panthorn Park.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Madison

View all properties

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.