Southold NY Real Estate & Homes for Rent

Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2024 Rates: May $5000, June $7000, July $8000, September $4500, October $4500, November $3500, December $3500 Southold Town Rental Permit #0374

Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to Southold town and Corey Creek Beach. Permit #0290

The perfect summer spot ! Plenty of room in this beautiful home and enjoy the Reydon Shores private beach too! This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathrooms which includes a first floor master bedroom en-suite, living/dining room and a large family room. The amenities continue outside on the park-like backyard setting with an outdoor shower, basketball hoop, badminton and ping pong. The home is located just 9 homes away from the beach - 2 kayaks included. Available starting Sept $7,000 off season months $3300. Southold Town Rental Permit #0641

Available for the delightful North Fork off-season, this impeccable modern 3 bedroom 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedrooms, including a primary suite, all have water views. The private bay beach is a short stroll away. Easy access to renowned North Fork wineries, farmstands, restaurants and shops. Winter $6000 per month.

Permit 681 .Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. Make Memories In This Wonderful Summer Rental!

Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the vaulted ceiling living room, Enjoy the beautiful screened in porch which overlooks the private back yard with slate patio, grass lawn, and outdoor shower. Prime location for easy access to numerous beaches, wineries and town shops, restaurants and transportation. Off season, summer season and weekly (2 week minimum) available. Weekly $3000, June $7,500, Off season $5000 Southold Town Rental Permit #0600

Beachfront, located in Southold Shores, this architect's own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite, seaside floor to ceiling windows overlooking the Bayfront, Chefs kitchen leading to large outdoor deck and lovely garden. It is truly stunning. A special summer oasis. Available June $24K, August $45K, Sept $25K RP# 0857

Newly updated and furnished summer rental- 3 bedrooms and 2 full baths. Very close to Goose Creek boat and kayak launch. Central air, deck, fire pit. Walk or bike to Southold Town. Close to Goose Creek Beach! Great up-to-date ranch- spotless! Great rental

Welcome to this fabulous vacation home located at 1275 The Esplanade, in Southold's coveted "Angel Shores" private bay beach community. The private bay beach is so close you can hear the waves and feel the bay breeze from your porch. There is a glorious free form, heated, saltwater pool, with a sparkling fountain and waterfall. Outdoor shower, patio fire pit, BBQ and plenty of outdoor lounge areas complete the private backyard. The interior is stunning! Stylish decor and furnishings, central air and a house generator, a huge sun room that overlooks the pool. Sleek and spacious rooms, with hardwood floors throughout. The first floor is being totally renovated and will be completed by April 2024. The large kitchen has quartz countertops and high-end appliances, open concept living room, spacious dining area, and a brand-new powder room. The second floor was renovated in 2023 with upscale spa like bathrooms and a second-floor laundry room for your convenience. The finished lower level has an entertainment area and game room with a pool table and arcade game. Also, there are 3 kayaks and 5 bicycles available for you to fully enjoy all the North Fork has to offer. Available 2024 ...April $8,500, May $8,500, Memorial Day Weekend Thru June $16,500 (5 Weeks). Your Best Summer Vacation Poolside and By the Sea Shore!

Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy Direct Bay Access. Beautiful Goose Creek Beach Practically at Your Doorstep. Available October 24 - April 2025 Or July 2025. Exit Clean, Utility & Security Deposit Required. Leased For July 24

Southold, North Fork Estate Bayfront Home... Private location but close to town... Direct bayfront residence with historic provenance and sugar sand beach in woodland setting and complete privacy - but close to village and North Fork amenities (Croteaux is just up lane and NoFo table is a short bike ride away). Broad porch, living room with fireplace, formal dining room, den, large kitchen and pantry...upstairs are five bedrooms, 3 baths in all plus outdoor shower. Outbuilding "The Birdhouse" features dormitory space for overflow guests with private bath. Direct on the beach setting - sugar sand and carefree days await in an ol' fashion East End beach house. Permit# 0996