House vacation rentals in Madison
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Top-rated house rentals in Madison
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison house rentals
House rentals with a pool
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
Home in Stamford
4.97 out of 5 average rating, 220 reviewsMidcentury Modern ZenHouse Sculptor Studio
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Stonington
4.97 out of 5 average rating, 186 reviewsPerfect New England Getaway has a pool/ hot tub
Weekly house rentals
Home in Milford
4.99 out of 5 average rating, 232 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Home in Middletown
4.88 out of 5 average rating, 266 reviewsHistoric Greek Revival Brick Home
Home in Lyme
4.91 out of 5 average rating, 293 reviewsStunning, peaceful and private home
Home in Bristol
4.93 out of 5 average rating, 116 reviewsCozy Family Home - Kid & Pet Friendly
Home in New Haven
4.97 out of 5 average rating, 126 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
Home in Guilford
4.9 out of 5 average rating, 39 reviewsGuilford cozy in-law apt with private entrance
Home in Guilford
4.95 out of 5 average rating, 19 reviewsTiny home one block from the town green.
Home in Madison
5.0 out of 5 average rating, 23 reviewsWriter's Retreat & Explorer's Adventure!
Private house rentals
Home in Haddam
5.0 out of 5 average rating, 79 reviewsCozy Comforts!
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Home in Madison
4.85 out of 5 average rating, 13 reviews7 Min Walk to Water: Cheerful 4 Bedroom Home
Home in Madison
5.0 out of 5 average rating, 9 reviewsMadison Riverside Retreat
Home in Westbrook
5.0 out of 5 average rating, 28 reviewsSea Salt Air Changes Everything
Home in Guilford
5.0 out of 5 average rating, 7 reviewsCoast and Country Private Estate
Home in Clinton
5.0 out of 5 average rating, 18 reviewsSoundscape Beachfront House!
Home in Guilford
5.0 out of 5 average rating, 36 reviewsCoastal Farmhouse walking distance to town
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
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