Madison vacation rentals
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Top-rated vacation rentals in Madison
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Apartment in Madison
4.99 out of 5 average rating, 199 reviewsRivers Edge-Historic Hunger House-Upstairs-Madison
A unique blend of historic character and contemporary comfort! Floor to ceiling windows, amazing staircase and hardwood flooring with modern kitchen & bathroom, this UPSTAIRS unit with private entrance will be your oasis. The balcony, w/view of the Ohio river, is perfect for early morning coffee or relaxing after a busy day of touring Madison. WELCOME to the River's Edge! Extended stay (week-mo) discounts 21%-49%. Rent one or both floors (See "River's Edge II-listing) SEND INQUIRY FOR PRICING
Feb 23 – Mar 2
Tiny home in Madison
4.93 out of 5 average rating, 135 reviewsTINY TOO
A Tiny house located in historic Madison, Indiana. Tiny Too is located in the heart of the history of this beautiful river town. Located just steps from the Ohio River, Heritage Trail, quaint shops, local restaurants, wineries and a host of festivals. Step outside the upper and lower decks to river views. Our property is newly remodeled and equipped with all of the amenities of home PLUS outdoor seating (upper/lower decks), gas grill and bicycles. It also offers private, off street parking.
Nov 7 – 14
Apartment in Madison
5.0 out of 5 average rating, 269 reviewsStablemaster’s Quarters/ Best downtown location!
The historic building was originally one of the city’s main livery stables circa 1886. New very comfortable furnishings, a spacious gathering area, 2 large bathrooms, a laundry room and a furnished white kitchen will all be appreciated. Carefully, the historic charm is blended within. You will soon see why the entire building is award winning! This fun river town will remind you of years gone by. Come see why Ladie’s Home Journal awarded Madison “ prettiest small town in the Midwest”.
Nov 6 – 13
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 Madison
4.98 out of 5 average rating, 134 reviewsThe Crafty Fox Den - Retreat House
May 17 – 24
Farm stay in Goshen
4.98 out of 5 average rating, 282 reviewsThe Coop
Nov 24 – Dec 1
Home in Bedford
4.99 out of 5 average rating, 185 reviewsAtoka Farms
Aug 28 – Sep 4
Guesthouse in Madison
4.94 out of 5 average rating, 50 reviewsStudio apartment above Garage in downtown Madison
Apr 20 – 27
Home in Madison
5.0 out of 5 average rating, 24 reviewsThe Book Haven - A Book Lover's getaway near Main
Feb 14 – 21
Home in Madison
4.94 out of 5 average rating, 32 reviewsYour Madison Home Away from Home
Nov 6 – 13
Bungalow in Madison
4.97 out of 5 average rating, 34 reviewsSpacious 2 bedroom 1.5 bath home in Downtown.
Dec 17 – 24
Home in Madison
4.97 out of 5 average rating, 59 reviewsLavender House
Aug 6 – 13
Apartment in Madison
4.97 out of 5 average rating, 36 reviewsThe Treehouse - Hot Tub - Indoor Pool Get Away!
Nov 4 – 11
Home in Madison
4.93 out of 5 average rating, 82 reviewsCozy 3 bedroom home, steps away from Main Street
Jul 27 – Aug 3
Cottage in Madison
4.94 out of 5 average rating, 49 reviewsRiverfront Cottage downtown Madison
May 7 – 14
Home in Madison
4.93 out of 5 average rating, 74 reviewsLanier View ll (Perfect for Social Distancing)
May 17 – 24
Other great vacation rentals in Madison
Home in Milton
5.0 out of 5 average rating, 11 reviewsThe Madison-Milton Cabin
Nov 10 – 17
Guesthouse in Madison
4.91 out of 5 average rating, 64 reviewsThe Goataway
Apr 11 – 16
Tiny home in Milton
4.84 out of 5 average rating, 74 reviewsThe Rustic River Retreat.
Nov 29 – Dec 6
Cabin in Madison
4.99 out of 5 average rating, 76 reviewsWolf Creek Cabin
Mar 9 – 16
Cottage in Madison
5.0 out of 5 average rating, 26 reviews3-suite cottage spa (aaaah!) house
Oct 24 – 31
Cabin in Vevay
4.97 out of 5 average rating, 59 reviewsThe Cabin
Mar 10 – 17
Home in Madison
4.93 out of 5 average rating, 28 reviews• Rhythm & Blues • *Golf Cart Available
May 13 – 20
Home in Madison
5.0 out of 5 average rating, 72 reviewsThe Row House
Apr 26 – May 3
Home in Vevay
4.92 out of 5 average rating, 51 reviewsRiverside cottage sleeps 4
Apr 21 – 28
Home in Madison
5.0 out of 5 average rating, 60 reviewsWatchmaker Place in Historic Madison District
Apr 13 – 20
Loft in Madison
5.0 out of 5 average rating, 19 reviewsEast Main Lofts - Coastal 201
May 31 – Jun 7
Home in Madison
5.0 out of 5 average rating, 80 reviewsVineyard Château - peaceful country setting!
May 20 – 27
Quick stats about vacation rentals in Madison
Total rentals | 100 properties |
---|---|
Wifi availability | 100 properties include access to wifi |
Rentals with dedicated workspaces | 50 properties have a dedicated workspace |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 70 properties are a good fit for families |
Total number of reviews | 6.8K reviews |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Madison?
Four-legged friends are welcome in Madison. Choose from more than 20 vacation rentals for guests traveling with pets.
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.
How much does it cost to stay in house rentals in Madison?
Experience the best of Madison with our house rentals, starting at about $20 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 50 house rentals with air conditioning in Madison. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Madison?
Madison has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Madison have wifi?
Absolutely! We offer over 50 house rentals with wifi 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 10 house rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Madison?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 10 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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