18 Properties
- $70,000
355 Windjammer Dr
355 Windjammer Dr, Southold, NY 11971
3 Beds • 2 Bath
3 Beds, 2 Baths
$70,000
1 Floor Plan
Top Amenities
- Air Conditioning
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
This soothing beach house is so Zen, you will feel like you are at a spa retreat. Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer rental, you will not want to leave! Rental Permit #1002
House for RentView All Details - $25,000
1000 Rambler Rd
1000 Rambler Rd, Southold, NY 11971
4 Beds • 3 Bath
4 Beds, 3 Baths
$25,000
3,000 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Deck
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
Beautiful like new colonial just 500 feet from sandy bay beach. Four bedrooms plus a lovely sunroom. Enjoy your morning coffee on the balcony. A perfect beach house.
House for RentView All Details - $35,000
700 Gin Ln
700 Gin Ln, Southold, NY 11971
4 Beds • 3 Bath
4 Beds, 3 Baths
$35,000
2,800 Sqft
1 Floor Plan
Top Amenities
- Air Conditioning
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
The Perfect Place To Enjoy a North Fork Vacation! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard w/ heated salt water inground Pool. Master Bedroom Suite On 1st Floor w/ king bed & smart tv, Additional Master Suite On 2nd Floor w/ king bed & smart tv, As Well As 2 Additional Bedrooms (1 queen, 1 w/ twin beds) And Full Bath. Short Walk To A Gorgeous Bay Haven Association Beach Right At The End Of The Street. June $25,000. July $35,000. Aug-LD $40,000. 14 day rentals available. Renters Insurance required.
House for RentView All Details - $30,000
470 Goose Creek Ln
470 Goose Creek Ln, Southold, NY 11971
3 Beds • 2 Bath
3 Beds, 2 Baths
$30,000
2,000 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
Neighborhood
Northfork
Southold House for Rent
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 23 - April 2024 Or July 2024. Exit Clean, Utility & Security Deposit Required.
House for RentView All Details - $12,500
650 Pine Ave
650 Pine Ave, Southold, NY 11971
8 Beds • 7 Bath
8 Beds, 7 Baths
$12,500
5,400 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
Neighborhood
Northfork
Southold House for Rent
Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.
House for RentView All Details - $12,000
630 Calves Neck Rd
630 Calves Neck Rd, Southold, NY 11971
4 Beds • 5 Bath
4 Beds, 5 Baths
$12,000
4,400 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Hardwood Flooring
Pet Policy
Dogs Allowed
Neighborhood
Northfork
Southold House for Rent
Brand new construction in all high end finishes in diamond condition available for your entertainment! Four oversized bedrooms, 2 king beds, 2 queen beds. A den or office facing the pool, a huge bonus room, 5.5 luxurious baths. All are designed to accommodate multiple guests, every detail is carefully considered to make this a memorable vacation. Amazing inground pool, close to multiple parks, beaches, boating, golf, shopping, and fine dining. This is truly an entertainers delight. Dogs allowed up to 10 lbs. Tenant pays utilities and pool care.
House for RentView All Details - $12,000
4715 Oaklawn Ave
4715 Oaklawn Ave, Southold, NY 11971
3 Beds • 2 Bath
3 Beds, 2 Baths
$12,000
1,800 Sqft
1 Floor Plan
Top Amenities
- Air Conditioning
- Deck
Neighborhood
Northfork
Southold House for Rent
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 terms and rates on or off season!!!!
House for RentView All Details - $35,000
935 Corey Creek Ln
935 Corey Creek Ln, Southold, NY 11971
4 Beds • 3 Bath
4 Beds, 3 Baths
$35,000
1 Floor Plan
Top Amenities
- Air Conditioning
Neighborhood
Northfork
Southold House for Rent
Summer fun time. Enjoy this open concept home with all the bells and whistles. Clean and set up to enjoy the summer. Just a Short stroll with your kayak to the boat launch at the end of the road. Bike around town, and enjoy Southold. Or just sit back and enjoy this amazing back yard thought through for the best of out door living. Complete with pool, hot tub, outdoor kitchen bbq, fireplace, outdoor shower and luxury furniture, you'll never want to leave. The pool house is complete and ready for your company
House for RentView All Details - $12,000
250 Wesland Rd
250 Wesland Rd, Southold, NY 11971
2 Beds • 2 Bath
2 Beds, 2 Baths
$12,000
1,400 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY'S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY!
House for RentView All Details - $15,000
350 West Dr
350 West Dr, Southold, NY 11971
3 Beds • 2 Bath
3 Beds, 2 Baths
$15,000
1,900 Sqft
1 Floor Plan
Top Amenities
- Air Conditioning
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
Sound Beach House, Southold - Your Ultimate Summer Vacation 2022 Home awaits. Featuring 3 bedrooms/2.5 baths - w/fully equipped Kitchen - all Appliances, Laundry room, Living room/Dining room, w/vaulted ceilings & walls of windows. Home was designed with entertaining in mind, upstairs/main floor affords incredible sweeping LI Sound Water Views from every room. Enjoy (2) expansive decks, upper & lower level or meander out to a tasteful & serenely landscaped outdoor area, for night time fires and conversation. Home is in a located in a private location w/Sound beach at your doorstep, from sunrise to sunset...beach comb, soak up the sun or take the time out to explore this special NOFO community. Check out Southold village, Hop on public transportation, Seek out area amenities, Visit many local Vineyards/Farms and Dine at one of the many popular local Restaurants of the NOFO. Great Spot, don't miss out!
House for RentView All Details
- $10,000
870 Bay Home Rd
870 Bay Home Rd, Southold, NY 11971
4 Beds • 2 Bath
4 Beds, 2 Baths
$10,000
1,784 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Deck
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
Enjoy vintage charm and character in our beautifully maintained large waterfront home with private beach and stunning new upgrades to the kitchen, screened in front porch and back deck for fabulous indoor/ outdoor North Fork Summer Living. Mature garden with historic specimen trees, partial water views and steps away from your private sugar sand beach where you can swim, kayak, paddle board, boat and fish. Cable TV, great Wifi, 4 double bedrooms, 2 full bathrooms, 2 half bathrooms plus outdoor hot and cold shower. Close to all area attractions. Walk to family owned vineyard and organic farms for North Fork meat, veg, fruit and flowers. Only a short drive to fine restaurants and waterfront bars, fun arts, crafts, yoga, live music and water sports. Greenport, Southold and ferries to Shelter Island, Sag Harbor and the South Fork 10 minutes away. 2 hours from NYC and CT. Rent for 2 weeks - balance of July $7,500, Aug 1-15 $10,000, Aug 15-LD $12.5k. Aug 1-LD: $20,000. July 20 - LD $25,000
House for RentView All Details - $16,000
215 Northfield Rd
215 Northfield Rd, Southold, NY 11971
4 Beds • 3 Bath
4 Beds, 3 Baths
$16,000
2,300 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
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 Showe. 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! STILL AVAILABLE FOR SEPTEMBER - DECEMBER 2023 OR BOOK NOW FOR SUMMER 2024!!!
House for RentView All Details - $6,300
905 Bay Haven Ln
905 Bay Haven Ln, Southold, NY 11971
3 Beds • 2 Bath
3 Beds, 2 Baths
$6,300
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Deck
- Dishwasher
Neighborhood
Northfork
Southold House for Rent
Welcoming Bay Haven Beach Community Southold. Summer Rental Available August through Labor Day, or two weeks in August. Also, first two weeks of September. Bay Haven residents enjoy private sandy bay beach at end of street. Covered front porch, and spacious rear deck. Three bedrooms. Primary ensuite. A delightful North Fork vacation destination. Enjoy your slice of 'Bay Heaven' this summertime! Rates: August through Labor Day $15,300., Two weeks in August $6,300., First two weeks of September $5,600.
House for RentView All Details - $35,000
970 Watersedge Way
970 Watersedge Way, Southold, NY 11971
5 Beds • 3 Bath
5 Beds, 3 Baths
$35,000
1 Floor Plan
Top Amenities
- Air Conditioning
- Deck
Neighborhood
Northfork
Southold House for Rent
Entertaining for the summer awaits you. So much space to enjoy indoor and out. You're just a stones throw to the private association bay beach. A perfect place to enjoy during the day and watch the sunsets at night. This home is made for entertaining. In addition to the large eat in kitchen with a fireplace, there are 3 separate areas indoors to play games, watch tv, or read a book. Or Shoot a round of pool while dinner is cooking. Enjoy 2 en-suite bedrooms, along with 3 additional bedrooms and a bath and half. The large front porch is perfect for the evenings and those amazing sunsets. Enjoy the large deck and back yard for barbequing. Located in the Bayview peninsula of Southold, you are further enough away for peace and quiet yet a short distance to the many amazing restaurants, vineyards, breweries, farm stands and seafood the North Fork is famous for.
House for RentView All Details But wait, there’s more!
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- $3,200
900 Cedar Dr
900 Cedar Dr, Southold, NY 11971
3 Beds • 1 Bath
3 Beds, 1 Bath
$3,200
1,000 Sqft
1 Floor Plan
Top Amenities
- Deck
Neighborhood
Northfork
Southold House for Rent
Looking for a great year-round rental? Look no further! Whether you live out East year-round or are looking for a year-round North Fork retreat, this 3-bedroom, 1-bathroom home is just what you need, . The property features an eat-in kitchen, ideal for preparing your favorite meals. With a firepit area and back deck, you'll have ample space for entertaining guests. Conveniently situated near beaches, wineries, golf courses, shopping, and restaurants, you'll have plenty of options for activities throughout the year. Whether you prefer to spend your days lounging on the beach, enjoying wine tasting at nearby wineries, playing a round of golf, or exploring the local shopping and dining scene, this location offers a diverse array of year-round entertainment. Call for your private tour.
House for RentView All Details - $20,500
3675 Wells Ave
3675 Wells Ave, Southold, NY 11971
4 Beds • 2 Bath
4 Beds, 2 Baths
$20,500
1 Floor Plan
Top Amenities
- Air Conditioning
- Deck
Neighborhood
Northfork
Southold House for Rent
Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.
House for RentView All Details - $7,500
3400 Youngs Ave
3400 Youngs Ave, Southold, NY 11971
4 Beds • 2 Bath
4 Beds, 2 Baths
$7,500
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don't Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer On The North Fork!
House for RentView All Details - $25,000
1205 Lake Dr
1205 Lake Dr, Southold, NY 11971
4 Beds • 4 Bath
4 Beds, 4 Baths
$25,000
4,000 Sqft
1 Floor Plan
Top Amenities
- Washer & Dryer In Unit
- Air Conditioning
- Dishwasher
- Hardwood Flooring
Neighborhood
Northfork
Southold House for Rent
Fabulous home on the Great Pond! Lakefront property with panoramic views of LI Sound. Large heated pool, 2 outdoor fire pits, seating for 10 or more and retractable awning. Master suite with fireplace and ultra modern fitness room with professional grade equipment. 4 Bedrooms (2 on the first floor), 4 Baths, and 3 fireplaces in all. Fully automated Alexa smart house. Work at home and be inspired!
House for RentView All Details
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City | 1 Bed Price | 2 Beds Price |
---|---|---|
Montauk, NY • 24.5 miles | --- | --- |
Riverhead, NY • 15.8 miles | $2,240 | $2,675 |
East Hampton, NY • 14 miles | $28,000 | --- |
Groton, CT • 27 miles | $1,675 | $1,757 |
New London, CT • 26.6 miles | $2,040 | $1,620 |
Branford, CT • 25.5 miles | $2,145 | $2,575 |
Guilford, CT • 20.9 miles | $2,250 | --- |
East Haven, CT • 27.6 miles | $2,224 | $2,671 |
Waterford, CT • 24.3 miles | $1,775 | $2,595 |
Shirley, NY • 29.2 miles | $2,300 | --- |
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