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
Cottage in Conway
4.96 out of 5 average rating, 106 reviewsTiny Lakefront SKI Cottage
Apartment in Tuftonboro
4.97 out of 5 average rating, 267 reviewsApartment CenterTuftonboro minutes from Wolfeboro
Guest suite in Bridgton
4.98 out of 5 average rating, 167 reviewsBarn on Pleasant-walk to town
Cottage in Sandwich
4.92 out of 5 average rating, 275 reviewsOle Isre Camp
Guest suite in Fryeburg
4.99 out of 5 average rating, 186 reviewsChickadee Cottage - A little slice of heaven!
Farm stay in Alton
4.97 out of 5 average rating, 167 reviewsMountain View - Modern & Beautiful
Guest suite in Glen
5.0 out of 5 average rating, 163 reviewsPeaceful Mountain Getaway Close To Skiing & Hiking
Apartment in Tamworth
4.89 out of 5 average rating, 143 reviewsThe Village House
Other great vacation rentals in Madison
Loft in Woodstock
4.98 out of 5 average rating, 178 reviewsThe Loft at North House
Home in Madison
5.0 out of 5 average rating, 23 reviewsBeautiful, updated cozy cottage
Cabin in Madison
4.95 out of 5 average rating, 21 reviews2 bedroom lake view cabin with private dock and AC
Cabin in Albany
4.92 out of 5 average rating, 52 reviewsCozy, Dog Friendly Cabin on Swift Brook!
Cottage in Madison
5.0 out of 5 average rating, 48 reviewsWelcome to Lakota! A Cozy 2 BR Cottage.
Cabin in Madison
4.94 out of 5 average rating, 87 reviewsBear Cabin
Cabin in Madison
5.0 out of 5 average rating, 68 reviewsCozy & Charming Custom Log Home in Madison
Chalet in Madison
4.99 out of 5 average rating, 75 reviewsBreathtaking mountain views - Hidden gem!
Quick stats about vacation rentals in Madison
Total rentals
190 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
6.1K reviews
Nightly prices starting at
$30 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Madison?
Yes! Work meets play with ease at over 90 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 80 vacation rentals for guests traveling with pets.
Are there Madison vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Madison, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Madison have wifi?
Absolutely! We offer over 30 cabin rentals with wifi in Madison. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Madison?
Madison has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in chalet rentals in Madison?
Experience the best of Madison with our chalet 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.
Do house rentals in Madison have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Madison. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Madison have a bbq area?
Absolutely! We offer over 10 chalet rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.
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