House vacation rentals in Madison

Find and book unique houses on Airbnb

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Popular amenities for Madison house rentals

House rentals with a pool

Guest favorite

Home in Stamford

4.97 out of 5 average rating, 220 reviews

Midcentury Modern ZenHouse Sculptor Studio

Dec 24 – 31

G$80,478 GYD per night
Guest favorite

Home in Shelter Island

4.97 out of 5 average rating, 197 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Dec 5 – 12

G$180,951 GYD per night
Guest favorite

Home in Montville

4.96 out of 5 average rating, 106 reviews

Casino Stay & Play House

Aug 1 – 8

G$131,660 GYD per night
Guest favorite

Home in Sag Harbor

4.89 out of 5 average rating, 166 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Oct 18 – 25

G$97,132 GYD per night
Guest favorite

Home in Pound Ridge

5.0 out of 5 average rating, 126 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Dec 14 – 21

G$145,625 GYD per night
Guest favorite

Home in Manorville

4.99 out of 5 average rating, 201 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Oct 20 – 27

G$120,236 GYD per night
Guest favorite

Home in Sag Harbor

4.94 out of 5 average rating, 102 reviews

Sag Harbor Village Cottage with Pool

Jun 11 – 18

G$180,341 GYD per night
Guest favorite

Home in Litchfield

4.93 out of 5 average rating, 163 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Sep 12 – 19

G$153,221 GYD per night

Weekly house rentals

Private house rentals

Quick stats about house rentals in Madison

  • Total rentals

    60 properties

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Rentals with a pool

    10 properties have a pool

  • Pet-friendly rentals

    10 properties allow pets

  • Family-friendly rentals

    50 properties are a good fit for families

  • Total number of reviews

    1.5K reviews

Destinations to explore

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  2. United States
  3. Connecticut
  4. New Haven County
  5. Madison
  6. House rentals