Vacation Rentals in Madison, CT
· Apartment in Madison
Charming Madison Retreat about 3 Mi to Beaches!
2 Beds · 1 bath · Sleeps 6 ·
Free Parking · Pool · Fireplace ·
From
$448/nightAmenities
Free Parking
Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
· House in Madison
1 Block from Water - Welcoming 4 Bedroom Home
4 Beds · 3 baths · Sleeps 10 ·
Workspace · Outdoor Space · Beach ·
From
$579/nightAmenities
Beach
Dishwasher
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen
· House in Madison
Historic Madison Home on lovely 1.2 acre setting and 5 minutes to private beach.
4 Beds · 3 baths · Sleeps 8 ·
Waterfront · Fireplace · Outdoor Space ·
From
$268/nightAmenities
Waterfront
Fireplace
Beach
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· House in Madison
Special winter rates CT home close to beaches, parks, hikes, local skiing
5 Beds · 5 baths · Sleeps 10 ·
Private Pool · Pool · Workspace ·
From
$587/nightAmenities
Private Pool
Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Kitchen
· Apartment in Madison
NEW! Charming Madison Retreat ~ 3 Mi to Beaches!
2 Beds · 1 bath · Sleeps 6 ·
Central Heat · Ceiling Fan · Private Pool ·
From
$412/nightAmenities
Central Heat
Ceiling Fan
Private Pool
Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
· Apartment in Madison
Direct waterfront renovated cottage.
4 Beds · 4 baths · Sleeps 7 ·
Ocean · Waterfront · Fireplace ·
From
$643/nightAmenities
Ocean
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
· House in Madison
New Madison Beach House Ocean front, Nearby Walking Trail, Private Beach
4 Beds · 4 baths ·
Ceiling Fan · Private Pool · Balcony ·
From
$646/nightAmenities
Ceiling Fan
Private Pool
Ocean
Pool
Waterfront
Beach
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· House in Madison
Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
3 Beds · 2 baths · Sleeps 6 ·
Beach · Dishwasher · In Unit Laundry ·
From
$190/nightAmenities
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
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· House in Madison
Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
2 Beds · 2 baths · Sleeps 5 ·
Fireplace · Beach · In Unit Laundry ·
From
$168/nightAmenities
Fireplace
Beach
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
· House in Madison
Madison, CT - Coastal Modern House w/ Private Beach & Large Fenced in Backyard
3 Beds · 2 baths · Sleeps 4 ·
On Site Laundry · Workspace · Outdoor Space ·
From
$348/nightAmenities
On Site Laundry
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen
· House in Madison
1.5 Acres Gorgeous 1860s Colonial House & Carriage Apartment
6 Beds · 4 baths · Sleeps 14 ·
Fireplace · Beach · Dishwasher ·
From
$917/nightAmenities
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· House in Madison
1860's Colonial House Near Downtown and Beaches!
4 Beds · 3 baths · Sleeps 10 ·
Fireplace · Outdoor Space · Beach ·
From
$624/nightAmenities
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· Apartment in Madison
Immaculate Year Round Cottage Steps from the Beach Sleeps 6
2 Beds · 1 bath · Sleeps 8 ·
Beach · In Unit Laundry · Air Conditioning ·
From
$380/nightAmenities
Beach
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House in Madison
Charming 2 bedroom cottage. Private beach.
2 Beds · 1 bath · Sleeps 6 ·
Deck · Hardwood Floor · Fitness Center ·
From
$120/nightAmenities
Hardwood Floor
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Deck, Workspace, Kitchen
· House in Madison
Ideal Madison Beach House
4 Beds · 3 baths ·
Outdoor Space · Beach · Dishwasher ·
From
$650/nightAmenities
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Kitchen
· Apartment in Madison
Lovely Cottage By The Beach With Spectacular Views Of The Long Island Sound
4 Beds · 4 baths · Sleeps 6 ·
Balcony · Dishwasher · In Unit Laundry ·
From
$550/nightAmenities
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Furnished
Other spaces
Balcony, Kitchen
· Hotel in Madison
Madison Beach Hotel, Curio Collection by Hilton
1 Bed · Sleeps 4 ·
Smoking Allowed · Carpet · Assigned Parking ·
From
$212/nightAmenities
Smoking Allowed
Carpet
Assigned Parking
Free Parking
Ocean
On Site Laundry
Waterfront
Fireplace
Other spaces
Balcony, Workspace
· House in Madison
Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach
5 Beds · 5 baths · Sleeps 10 ·
Hardwood Floor · Ocean · Fitness Center ·
From
$449/nightAmenities
Hardwood Floor
Ocean
Fitness Center
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen
· Apartment in Madison
Secluded Family Friendly Beach Cottage With Beach
4 Beds · 3 baths · Sleeps 9 ·
On Site Laundry · Fitness Center · Fireplace ·
From
$367/nightAmenities
On Site Laundry
Fitness Center
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Oven
Furnished
Other spaces
Kitchen
· House in Madison
Beach Cottage available July and August
2 Beds · 2 baths · Sleeps 4 ·
Lake · Fitness Center · Waterfront ·
From
$333/nightAmenities
Lake
Fitness Center
Waterfront
Beach
Dishwasher
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
· House in Madison
Madison Beach Cottage newly renovated w/beach access
3 Beds · 2 baths · Sleeps 8 ·
Workspace · Beach · Dishwasher ·
From
$339/nightAmenities
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen
· Apartment in Madison
Family-friendly cottage in a quiet neighborhood
5 Beds · 3 baths · Sleeps 8 ·
Balcony · Fitness Center · Beach ·
From
$340/nightAmenities
Fitness Center
Beach
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Residents Lounge
Other spaces
Balcony, Kitchen
· House in Madison
Lovely summer cottage. Steps to the water, The Beach Club, and close to town.
3 Beds · 3 baths · Sleeps 6 ·
Ocean · On Site Laundry · Waterfront ·
From
$450/nightAmenities
Ocean
On Site Laundry
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
· House in Madison
Steps to beach; walk to town
4 Beds · 4 baths · Sleeps 8 ·
Fitness Center · Workspace · Fireplace ·
From
$793/nightAmenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Workspace, Kitchen
· House in Madison
NEW! Charming Madison Retreat ~ 3 Mi to Beaches!
2 Beds · 1 bath · Sleeps 6 ·
Tv · Microwave · Central Heat ·
From
$325/nightAmenities
Tv
Microwave
Central Heat
Ceiling Fan
Assigned Parking
Free Parking
Pool
Fireplace
Other spaces
Kitchen
· House in Madison
4 bedroom Home- steps to sandy beach and walk to town
4 Beds · 3 baths ·
Fitness Center · Fireplace · Outdoor Space ·
From
$720/nightAmenities
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
· House in Madison
Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
3 Beds · 1 bath · Sleeps 5 ·
High Ceilings · Ceiling Fan · On Site Laundry ·
From
$379/nightAmenities
High Ceilings
Ceiling Fan
On Site Laundry
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
· Apartment in Madison
Chill and relax. Or remote to work from the beach.
3 Beds · 2 baths · Sleeps 6 ·
Ceiling Fan · Ocean · Workspace ·
From
$391/nightAmenities
Ceiling Fan
Ocean
Waterfront
Beach
In Unit Laundry
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen
· Apartment in Madison
Horsepond
4 Beds · 3 baths · Sleeps 7 ·
Ski In Ski Out · Assigned Parking · Hardwood Floor ·
From
$450/nightAmenities
Ski In Ski Out
Assigned Parking
Hardwood Floor
Free Parking
On Site Laundry
Pool
Fireplace
Beach
Other spaces
Workspace, Kitchen
· Apartment in Madison
Beachfront cottage on Historic Circle Beach
6 Beds · 3 baths · Sleeps 10 ·
Waterfront · Fireplace · Outdoor Space ·
From
$450/nightAmenities
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
· House in Madison
Waterfront Estate Home-Beach and Shared Pool - West
9 Beds · 5 baths · Sleeps 20 ·
Private Pool · Balcony · Ocean ·
From
$1,581/nightAmenities
Private Pool
Ocean
Pool
Waterfront
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House in Madison
4 Bedroom Colonial w/ In Ground pool South Madison CT: 74 Hull Rd
4 Beds · 3 baths · Sleeps 7 ·
Private Pool · On Site Laundry · Pool ·
From
$350/nightAmenities
Private Pool
On Site Laundry
Pool
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Other spaces
Kitchen
· Apartment in Madison
Cozy Summer Cottage in quiet Condo Community
1 Bed · 1 bath · Sleeps 2 ·
Outdoor Space · Beach · Air Conditioning ·
From
$95/nightAmenities
Beach
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· House in Madison
MADISON CT Spectacular Waterfront
4 Beds · 4 baths · Sleeps 8 ·
Ski In Ski Out · Ocean · Fitness Center ·
From
$950/nightAmenities
Ski In Ski Out
Ocean
Fitness Center
Waterfront
Fireplace
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen
· House in Madison
Adorable Cottage close to Beaches and Town
2 Beds · 1 bath · Sleeps 6 ·
Outdoor Space · Dishwasher · In Unit Laundry ·
From
$295/nightAmenities
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Garage Parking
Residents Lounge
Other spaces
Kitchen
· Apartment in Madison
Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
1 Bed · 1 bath · Sleeps 2 ·
Fitness Center · Workspace · Outdoor Space ·
From
$154/nightAmenities
Fitness Center
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Wheelchair Accessible
Other spaces
Workspace, Kitchen
· Apartment in Madison
1860's Colonial House Near Downtown and Beaches!
4 Beds · 3 baths · Sleeps 10 ·
Assigned Parking · Hardwood Floor · Free Parking ·
From
$656/nightAmenities
Assigned Parking
Hardwood Floor
Free Parking
On Site Laundry
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
· Apartment in Madison
Newly Renovated Carriage House Near Town & Beaches!
2 Beds · 1 bath · Sleeps 4 ·
Balcony · Dishwasher · In Unit Laundry ·
From
$328/nightAmenities
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Balcony, Kitchen
· House in Madison
Beautiful Beach Home and Garden Paradise
3 Beds · 3 baths · Sleeps 6 ·
Fitness Center · Fireplace · Dishwasher ·
From
$422/nightAmenities
Fitness Center
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· House in Madison
Family house near Hammonasset beach state park
4 Beds · 4 baths · Sleeps 10 ·
Pool · Fireplace · Outdoor Space ·
From
$349/nightAmenities
Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Oven
Furnished
Other spaces
Kitchen
· Apartment in Madison
Newly Renovated Carriage House Near Town & Beaches
2 Beds · 1 bath · Sleeps 4 ·
Carpet · Assigned Parking · Hardwood Floor ·
From
$330/nightAmenities
Carpet
Assigned Parking
Hardwood Floor
Free Parking
On Site Laundry
Beach
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Showing 1 - 41 of 41 results
Updated: March 14, 2023
Learn about vacation rentals in
Madison
Explore 41 vacation rentals near Madison, Connecticut. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Madison, you can see photos of Madison vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Madison vacation rentals in specific areas. Whether you’re looking for a Madison staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Madison is $95 per night and the highest price is $1,581 per night.
3 of the vacation rentals near Madison are
apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation
units is $328 per night. There are
currently 2 vacation units under this
price. 28 of the vacation rentals near Madison are houses.
The average bathroom count for a vacation house near Madison is
3. The average price for vacation houses near Madison is $514 per night. There are 17 vacation homes under this price. The most common
amenities for vacation rentals near Madison are: furnished, outdoor space, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
3 available
2 bed rentals
10 available
3 bed rentals
7 available
4+ bed rentals
21 available
Getting around Madison
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Points of interest in Madison
Groceries
2/10
No grocery stores within walking distance
Shopping
3/10
Some shops within walking distance
Cafes
3/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
2/10
Few or no bars within walking distance
Vacation Rentals in Madison, CT FAQ
How many vacation rentals in Madison are available?
There are currently 41 vacation rentals in Madison available. Our vacation rentals in Madison include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Madison?
Yes, right now there are 12 pet friendly vacation rentals in Madison. A pet friendly vacation rental in Madison means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Madison with a pool?
Yes there are vacation rentals with a pool available in Madison, CT. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Madison with internet access?
As of March 14, 2023, there are vacation rentals with internet access available in Madison, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.
