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
Bungalow in Milford
4.99 out of 5 average rating, 216 reviewsSpring Sale! Beach Bungalow| WalktoBeach| Pet| Pkg
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Home in Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
Tiny home in East Lyme
5.0 out of 5 average rating, 102 reviewsLuxury Tiny Home Near Rocky Neck
Home in East Lyme
4.96 out of 5 average rating, 105 reviewsWalk to the beach at Black Point, Niantic, Ct
Apartment in New Haven
4.93 out of 5 average rating, 150 reviewsTranquil Apartment with Waterview, Walk to Beach!
Cottage in Branford
4.98 out of 5 average rating, 125 reviewsShoreline Treasure in Lanphiers Cove
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Madison house rentals
Home in Old Lyme
4.96 out of 5 average rating, 128 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
Home in Manchester
4.94 out of 5 average rating, 176 reviewsParadise On The Hill Luxury Apartment.
Home in Lyme
4.97 out of 5 average rating, 190 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in Preston
4.96 out of 5 average rating, 603 reviewsEntire House Magical Waterfront Getaway
Home in New Haven
4.99 out of 5 average rating, 189 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in Old Lyme
4.94 out of 5 average rating, 257 reviewsModern Luxurious CT Country Home
Home in Stony Brook
4.94 out of 5 average rating, 478 reviewsSpacious Studio Apartment- near SBU
Home in Lyme
4.91 out of 5 average rating, 292 reviewsStunning, peaceful and private home
Beach house rentals in Madison
Home in East Lyme
4.96 out of 5 average rating, 164 reviewsBeachfront Paradise
Home in Milford
4.99 out of 5 average rating, 231 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Home in Old Lyme
4.96 out of 5 average rating, 125 reviewsCozy Beach Cottage with short walk to the beach
Home in New Haven
4.94 out of 5 average rating, 103 reviewsCozy 3 br, 10 min to Yale, 5 min to beach, airport
Home in Shelter Island
4.97 out of 5 average rating, 195 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Home in Old Saybrook
4.96 out of 5 average rating, 104 reviewsYear Round Beach House in Old Saybrook, CT.- Pets
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
Home in Madison
5.0 out of 5 average rating, 22 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.
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Family-friendly rentals Madison
- Cottage rentals Madison
- Rentals with a fireplace Madison
- Rentals with a patio Madison
- Rentals with a fire pit Madison
- Rentals with beach access Madison
- Rentals with a washer and dryer Madison
- Monthly Rentals Madison
- Waterfront rentals Madison
- Pet-friendly rentals Madison
- House rentals Madison
- Rentals with outdoor seating Madison
- Kid-friendly rentals Madison
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes