Vacation rentals in Madison
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
Madison beach vacation rentals
Home in Branford
4.91 out of 5 average rating, 379 reviewsAdorable Beach House on the Long Island Sound
Home in East Haven
4.88 out of 5 average rating, 199 reviewsBeach Cottage by the Sea
Apartment in West Haven
4.9 out of 5 average rating, 433 reviews! ! ! entire apartment close to the beach ! !
Home in Milford
4.98 out of 5 average rating, 164 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Cottage in Branford
4.98 out of 5 average rating, 126 reviewsShoreline Treasure in Lanphiers Cove
Tiny home in East Lyme
5.0 out of 5 average rating, 104 reviewsLuxury Tiny Home Near Rocky Neck
Home in East Haven
4.95 out of 5 average rating, 103 reviewsThe Breakaway - a waterfront gem.
Cottage in Westbrook
4.85 out of 5 average rating, 102 reviewsPeaceful Riverfront Cottage w/Dock, Walk to Beach
House rentals in Madison
Home in Westbrook
4.87 out of 5 average rating, 144 reviewsFamily-Friendly Cottage by The Shore
Home in Cheshire
5.0 out of 5 average rating, 120 reviewsPool House
Home in Preston
4.96 out of 5 average rating, 611 reviewsEntire House Magical Waterfront Getaway
Home in Old Lyme
4.96 out of 5 average rating, 135 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
Home in New Haven
5.0 out of 5 average rating, 204 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in East Haddam
4.94 out of 5 average rating, 107 reviewsRomantic Getaway at The Lake!
Home in Lyme
4.97 out of 5 average rating, 197 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in Stony Brook
4.94 out of 5 average rating, 488 reviewsSpacious Studio Apartment- near SBU
Beach house rentals in Madison
Home in Rocky Point
4.91 out of 5 average rating, 186 reviewsThe Katalpa House -by the beach
Home in East Lyme
4.96 out of 5 average rating, 170 reviewsBeachfront Paradise
Home in Stonington
4.95 out of 5 average rating, 168 reviewsRomantic Seaside Cottage in Mystic
Home in New Haven
4.94 out of 5 average rating, 111 reviewsCozy 3 br, 10 min to Yale, 5 min to beach, airport
Home in East Hampton
4.95 out of 5 average rating, 377 reviewsSilver House: 3BR Home with Private Beach Access
Home in Wading River
4.97 out of 5 average rating, 463 reviewsYour Zen Retreat
Home in Stonington
4.91 out of 5 average rating, 172 reviews1863 Mystic Victorian, Private Guest Suite & Bath
Home in Madison
5.0 out of 5 average rating, 26 reviewsWriter's Retreat & Explorer's Adventure!
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 apartment rentals in Madison?
Experience the best of Madison with our apartment 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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