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
Cottage in Guilford
4.96 out of 5 average rating, 161 reviewsLuxury cottage by the sea with hot tub and pool
Home in East Haven
4.88 out of 5 average rating, 197 reviewsBeach Cottage by the Sea
Guesthouse in Mystic
4.99 out of 5 average rating, 548 reviewsGorgeous Waterfront Getaway
Cottage in Milford
4.96 out of 5 average rating, 241 reviewsSpring Sale! Cozy Cottage | Pet | WalktoBeach
Cottage in Branford
4.98 out of 5 average rating, 126 reviewsShoreline Treasure in Lanphiers Cove
Home in Milford
4.99 out of 5 average rating, 237 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
Apartment in New Haven
4.93 out of 5 average rating, 151 reviewsTranquil Apartment with Waterview, Walk to Beach!
House rentals in Madison
Home in Old Lyme
4.96 out of 5 average rating, 133 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
Home in Cheshire
5.0 out of 5 average rating, 119 reviewsPool House
Home in Stony Brook
4.94 out of 5 average rating, 483 reviewsSpacious Studio Apartment- near SBU
Home in Preston
4.96 out of 5 average rating, 610 reviewsEntire House Magical Waterfront Getaway
Home in Lyme
4.97 out of 5 average rating, 195 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Home in New Haven
4.99 out of 5 average rating, 197 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in East Haddam
4.95 out of 5 average rating, 103 reviewsRomantic Getaway at The Lake!
Beach house rentals in Madison
Home in East Lyme
4.96 out of 5 average rating, 166 reviewsBeachfront Paradise
Home in Port Jefferson
4.96 out of 5 average rating, 136 reviewsThe Hidden Retreat ~ Family friendly Walk to Beach
Home in Sag Harbor
4.96 out of 5 average rating, 262 reviewsSag Harbor Cottage, Walk to the Beach!
Home in New Haven
4.97 out of 5 average rating, 128 reviewsWaterviewsTakeWedding pics,CollegeTours Yale&Beach
Home in Montauk
4.91 out of 5 average rating, 421 reviewsDITCH PLAINS SURF HOUSE
Home in Centerport
4.93 out of 5 average rating, 117 reviewsThe Harbor House: Beachfront Home 1 hour from NYC
Home in Milford
4.9 out of 5 average rating, 207 reviewsRenovated House Steps Away From The Ocean
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
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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