10
Excellent
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home near Golf Courses


Show more
 
28 more hotels nearby!
Candle on the Water 15.3 km from Madison
Vacation Home in Southold NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Dog Friendly Vacation Home


Show more
 
Wine Country Hideaway 15.7 km from Madison
Vacation Home in Southold NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
The Jewel of Greenport 15.8 km from Madison
Vacation Home in Greenport NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
Greenport Getaway 16.0 km from Madison
Vacation Home in Greenport NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
Beachside Waterview 2Br Condo w/ Pool in Greenport 16.0 km from Madison
Apartment in Greenport NY
9.0
Excellent
Info Categories
Apartment with Swimming Pool

Outdoor Pool  


4-Star Apartment


Apartment with Free Wi-Fi


Show more
 
Rows North Fork 16.9 km from Madison
Vacation Home in Cutchogue NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Parking

EV charging stations  


Show more
 
Secret Garden Estate 17.6 km from Madison
Vacation Home in Southold NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
The Pridwin Hotel 18.1 km from Madison
Hotel in Shelter Island NY
9.0
Excellent
From $262
From $262
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  


4-Star Hotel

Luxury Hotel

Show more
 
Steve's Place: Heated Pool, 3BR Southold Home, Beach 18.3 km from Madison
Vacation Home in Southold NY
Info Categories
Vacation Home with Swimming Pool

4-Star Vacation Home

Vacation Home near Golf Courses

Show more
 
Seven - a boutique B&B on Shelter Island 18.4 km from Madison
Bed & Breakfast in Shelter Island NY
9.9
Excellent
From $373
From $373
Info Categories
Bed & Breakfast with Swimming Pool

4-Star Bed & Breakfast

Bed & Breakfast for Yoga


Show more
 
Shelter Island House 18.5 km from Madison
Hotel in Shelter Island Heights NY
4.0
Rated
From $225
From $225
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  


4-Star Hotel


Luxury Hotel


Show more
 
Villa Emilio 19.4 km from Madison
Vacation Home in Orient NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
Wine Country Contemporary 19.5 km from Madison
Vacation Home in Mattituck NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Free Wi-Fi


Show more
 
Inn at Middletown 19.6 km from Madison
Inn in Middletown CT
8.4
Very Good
From $245
From $245
Info Categories
Inn with Swimming Pool

Heated Pool    Indoor Pool  


4-Star Inn


Luxury Inn


Show more
 
Respite Ranch: Private Pool, Hot Tub, Beach Access 19.7 km from Madison
Vacation Home in Mattituck NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home near Golf Courses


Show more
 
North Fork House for Rent 20.2 km from Madison
Vacation Home in Mattituck NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home with Parking

EV charging stations  


Show more
 
Farmhouse Retreat: Saltwater Pool, Access to Beach 21.6 km from Madison
Villas in Riverhead NY
Info Categories
Villas with Swimming Pool

Outdoor Pool  


4-Star Villas


Villas near Golf Courses


Show more
 
Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork 21.8 km from Madison
Vacation Home in Riverhead NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home near Golf Courses


Show more
 
North Fork Oasis: Heated Pool, Hot tub, Steps to the beach! 22.3 km from Madison
Vacation Home in Laurel NY
Info Categories
Vacation Home with Swimming Pool

Outdoor Pool  


4-Star Vacation Home


Vacation Home near Golf Courses


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     4 Star (29)
  •     Pool (29)
  •     Outdoor Pool (28)
  •     Heated Pool (3)
  •     Indoor Pool (1)
  •     Free Wi-Fi (21)
  •     Parking (21)
  •     Golf (9)
  •     Dog Friendly (8)
  •     Family (6)
  •     Accessible (5)
  •     Luxury (5)
  •     EV charging stations (4)
  •     Gym (3)
  •     Tennis (2)
  •     Spa (2)
  •     Small (2)
  •     Yoga (2)
  •     Honeymoon (2)
  •     Romantic (1)
  •     Ski (1)
  •     Boutique-Style (1)
  •     Sustainability Journey (1)
  •     Business (1)
  •     Historic (1)
×
Checkin
×
Categories
2
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ