Madison vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Madison
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Madison
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Mar 22 – 29
Guesthouse in Mystic
4.99 out of 5 average rating, 539 reviewsGorgeous Waterfront Getaway
Dec 5 – 10
Bungalow in Milford
4.99 out of 5 average rating, 215 reviewsSpring Sale! Beach Bungalow |WalktoBeach |Pet |Pkg
Jul 24 – 31
Guest suite in Cutchogue
4.88 out of 5 average rating, 586 reviewsWalk to Vineyards, Beaches, Farms & Town
Oct 10 – 17
Guest suite in Wading River
4.9 out of 5 average rating, 230 reviewsBeachy En Suite /Gateway to The North Fork
Oct 6 – 13
Home in East Lyme
4.96 out of 5 average rating, 104 reviewsWalk to the beach at Black Point, Niantic, Ct
Feb 28 – Mar 7
Tiny home in East Lyme
5.0 out of 5 average rating, 101 reviewsLuxury Tiny Home Near Rocky Neck
Jul 11 – 18
Home in Branford
4.98 out of 5 average rating, 125 reviewsShoreline Treasure in Lanphiers Cove
May 3 – 10
Madison house rentals
Home in Stony Brook
4.94 out of 5 average rating, 478 reviewsSpacious Studio Apartment- near SBU
Feb 24 – Mar 3
Home in Westbrook
4.86 out of 5 average rating, 134 reviewsFamily-Friendly Cottage by The Shore
Aug 9 – 16
Home in Lyme
4.97 out of 5 average rating, 188 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Jun 2 – 9
Home in Manchester
4.94 out of 5 average rating, 175 reviewsParadise On The Hill Luxury Apartment.
Jan 6 – 13
Home in Preston
4.96 out of 5 average rating, 598 reviewsEntire House Magical Waterfront Getaway
Oct 3 – 10
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
Sep 21 – 28
Home in Old Lyme
4.94 out of 5 average rating, 257 reviewsModern Luxurious CT Country Home
Oct 13 – 20
Home in New Haven
4.99 out of 5 average rating, 187 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Sep 18 – 25
Beach house rentals in Madison
Home in Milford
4.99 out of 5 average rating, 229 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Mar 20 – 27
Home in East Lyme
4.96 out of 5 average rating, 163 reviewsBeachfront Paradise
Dec 25 – Jan 1
Home in Montauk
4.91 out of 5 average rating, 417 reviewsDITCH PLAINS SURF HOUSE
Mar 12 – 19
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
Nov 11 – 18
Home in Old Lyme
4.96 out of 5 average rating, 124 reviewsCozy Beach Cottage with short walk to the beach
Nov 16 – 23
Home in New Haven
4.97 out of 5 average rating, 124 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
Jun 2 – 9
Home in Rocky Point
4.91 out of 5 average rating, 178 reviewsThe Katalpa House -by the beach
Mar 14 – 21
Home in Port Jefferson
4.96 out of 5 average rating, 135 reviewsThe Hidden Retreat ~ Family friendly Walk to Beach
Jun 6 – 11
Quick stats about vacation rentals in Madison
Total rentals
130 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
3.8K reviews
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Madison?
Yes! Work meets play with ease at over 50 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Madison?
Four-legged friends are welcome in Madison. Choose from more than 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Madison?
Experience the best of Madison with our cottage rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Madison house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Madison, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Madison have a gym?
Absolutely! We offer over 10 house rentals with a gym in Madison. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Madison have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Madison have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Madison. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Madison?
Madison has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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