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 Stamford
4.96 out of 5 average rating, 224 reviewsMidcentury Modern ZenHouse Sculptor Studio
Home in Shelter Island
4.97 out of 5 average rating, 205 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Home in Montville
4.96 out of 5 average rating, 108 reviewsCasino Stay & Play House
Home in Pound Ridge
5.0 out of 5 average rating, 130 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Home in Manorville
4.99 out of 5 average rating, 208 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Southampton
4.91 out of 5 average rating, 100 reviewsSerene 3 Bed 2.5 Bath House w/Heated Pool
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Weekly house rentals
Home in New Haven
5.0 out of 5 average rating, 203 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in Guilford
4.95 out of 5 average rating, 22 reviewsTiny home one block from the town green.
Home in Madison
5.0 out of 5 average rating, 26 reviewsWriter's Retreat & Explorer's Adventure!
Home in Haddam
5.0 out of 5 average rating, 83 reviewsCozy Comforts!
Home in Guilford
4.9 out of 5 average rating, 40 reviewsGuilford cozy in-law apt with private entrance
Home in Madison
5.0 out of 5 average rating, 17 reviewsNewly Renovated Beach Cottage!
Home in Madison
5.0 out of 5 average rating, 10 reviewsStylish Modern Home, 4-Bedroom, Madison CT
Home in Madison
5.0 out of 5 average rating, 14 reviewsWaterfront Beach House with pool
Private house rentals
Home in Madison
4.87 out of 5 average rating, 15 reviewsHistoric Beachside Glamour
Home in Haddam
5.0 out of 5 average rating, 11 reviewsThe Farmhouse Stay
Home in Guilford
5.0 out of 5 average rating, 13 reviewsThe Osprey Nest w/views of Long Island Sound
Home in Guilford
5.0 out of 5 average rating, 48 reviewsField of Dreams Hot Tub - Fire Pit Retreat
Home in Guilford
5.0 out of 5 average rating, 37 reviewsCoastal Farmhouse walking distance to town
Home in Essex
5.0 out of 5 average rating, 21 reviewsPrivate Escape Bedroom Suite & Firepit
Home in Westbrook
5.0 out of 5 average rating, 41 reviewsHome Away From Home
Home in Middletown
5.0 out of 5 average rating, 18 reviewsHome with Fiber Optic Internet
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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