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 Milford
4.96 out of 5 average rating, 242 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Home in Milford
4.98 out of 5 average rating, 161 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
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, 197 reviewsBeach Cottage by the Sea
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 Milford
4.89 out of 5 average rating, 124 reviewsThe Beach House!
Home in Greenport
4.94 out of 5 average rating, 138 reviewsHarbor Heights
House rentals in Madison
Home in Westbrook
4.87 out of 5 average rating, 141 reviewsFamily-Friendly Cottage by The Shore
Home in Old Lyme
4.96 out of 5 average rating, 134 reviewsModern Farmhouse with Hot Tub in Old Lyme, CT
Home in Cheshire
5.0 out of 5 average rating, 120 reviewsPool House
Home in Lyme
4.97 out of 5 average rating, 197 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in New Haven
5.0 out of 5 average rating, 200 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in Manchester
4.94 out of 5 average rating, 177 reviewsParadise On The Hill Luxury Apartment.
Home in Stony Brook
4.94 out of 5 average rating, 485 reviewsSpacious Studio Apartment- near SBU
Home in Milford
4.99 out of 5 average rating, 239 reviewsThe Daydreamer -Walk to Walnut Beach, Pet Friendly
Beach house rentals in Madison
Home in Rocky Point
4.91 out of 5 average rating, 184 reviewsThe Katalpa House -by the beach
Home in New Haven
4.95 out of 5 average rating, 110 reviewsCozy 3 br, 10 min to Yale, 5 min to beach, airport
Home in Waterford
4.93 out of 5 average rating, 117 reviewsNiantic Bay & Play House
Home in Stonington
4.95 out of 5 average rating, 167 reviewsRomantic Seaside Cottage in Mystic
Home in East Marion
4.95 out of 5 average rating, 100 reviewsQuiet, Upscale Retreat by the Beach
Home in Madison
5.0 out of 5 average rating, 26 reviewsWriter's Retreat & Explorer's Adventure!
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Home in Guilford
4.95 out of 5 average rating, 22 reviewsTiny home one block from the town green.
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.
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
- Rentals with a fire pit Madison
- Rentals with outdoor seating Madison
- Rentals with a patio Madison
- Monthly Rentals Madison
- Waterfront rentals Madison
- House rentals Madison
- Pet-friendly rentals Madison
- Rentals with a washer and dryer Madison
- Rentals with beach access Madison
- Family-friendly rentals Madison
- Cottage rentals Madison
- Rentals with a fireplace Madison
- Kid-friendly rentals Madison
- 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