Old Lyme CT Real Estate & Homes for Rent

Summer rental in Orient. Beautifully renovated inside and out featuring 4 bedrooms, 2.5 baths, plus a spacious backyard with pool. Available for August-LD. RP# 0930

Available 2024: MD-LD 40K, June 10K, July 15K, Aug-LD 18K. Experience the ultimate North Fork summer with the perfect combination of comfort and privacy in this spacious 4 bedroom home with heated pool on 3.5 acres. Explore the pristine beaches, beautiful vineyards and breweries or check out one of the many chef renowned restaurants the area has to offer. This property is the ideal retreat for a memorable summer getaway on the North Fork.

Impeccably restored and updated 1850's Farmhouse in the heart of Orient Village. Featuring a great room with open floor plan - gourmet kitchen/dining/living room, a second-floor master bedroom with sitting room, full bath, and walk-in closet for a total of 3-bedrooms 2.5 baths in the main house. There is a separate Cottage with kitchenette, bedroom, and full bath, perfect for guests. Lovely private grounds with gardens, grand lawn, and heated salt water gunite pool. Walking distance to all village amenities, beaches, and marinas. Offered June $20,000; July $45,000; Aug $45,000; Sept $25,000. Permit # 1019.

Private, recently renovated, arts and crafts style ranch located in the heart of Orient Village. Three bedrooms, 2 full baths, open kitchen/ living room/ dining room, library, front porch, rear deck with screened outdoor dining area & grilling station. Close to beaches, marinas & village amenities. Offered Aug $15,000. Permit #0505.

Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16 x 32 heated pool, newly renovated chef's kitchen and baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling with sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard deck. Den with pull out queen bed, bedroom with queen bed, 2 full baths, laundry and screened porch complete the ground floor plan. Second floor has 2 additional bedrooms; master with king bed, and 3rd bedroom with 2 full beds, and full bath. Amenities include central air, fully stocked kitchen with Aga stove, high speed internet, TVs with streaming video, gas grill. Walk to Village, Yacht Club & steps to association Willow Terrace bay beach. Embrace the North Fork lifestyle. Offered June $25,000; July $45,000; Aug-LD $55,000. Two-week options available. Permit #0516

SUMMER 2024 - 3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceilings. Back Deck and Pool to Enjoy the Days of Summer. Several Nearby Beaches Too! Memorial Day to Labor Day $55,000; June $15,000; July $20,000; August to Labor Day $25,000; $5,000 Weekly with Two Week Minimum. Permit #0586.

A light, bright and mint condition Orient Village 4 bedroom, 4 bath bayfront home, featuring beautiful classic lines and architectural details throughout. Walls of windows and high ceilings showcase stunning sunsets over Orient Harbor and beyond. Gourmet kitchen, open floor plan with glass doors to outdoor dining area, waterside lawn, two decks and stairs to the water makes this a perfect opportunity for entertaining and family relaxation. Rental includes a gas grill, 2 boat moorings and nearby association sandy beach. This very well appointed home includes an open fireplace, perfect for an extended stay throughout the fall and beyond in an idyllic location that beckons peace and relaxation surrounded by nature and luxury. Permit# 0595.

House is at the end of Ketcham Lane. Introducing a Sequestered Post Modern custom designed home. The property backs up to Cove Beach Estates and NYS Ruth Oliva Preserve. This 3 + bedroom home offers high ceilings and sun-filled rooms with high-end hardwood floors throughout. The well maintained property features an inground backyard pool and patio entertainment area, all just a stones throw from the Long Island Sound and the Peconic Bay.

Enjoy a beautiful airy and bright mint condition Bay Front Orient Contemporary home, perfect for relaxing and entertaining. This 4-bedroom 4.5 bath home has gourmet kitchen, fireplace, open common space for easy entertaining. First floor has access to bay side screened porch from living room and den (or 4th bedroom with full bath). Second floor master bedroom and a guest bedroom open onto upper bay side deck, a third bedroom with full bath completes the layout. Private stairs to the beach and deeded beach rights to association Bay beach just a short walk from the house. Property is close to all village amenities: Country Store, Post Office, Marinas, Bay and Sound beaches. Offered Apr $10,000; May $12,000; June $15,000; July $35,000; Aug $35,000; Sept $20,000; Oct $15,000; Nov $10,000. Permit# 1020.

Beautifully renovated, fully furnished, historic East Marion Farmhouse with pool, patio, and well manicured grounds. Located in close proximity to local shops, beaches, and wineries. Complete with French furnishings and charm, this property provides a one of a kind experience for guests. Two week minimum.

BOOK '24 NOW: Various Rates All Year Long: East Marion, North Fork - Coveted and rare rental (Rates: Season 2023 $87k; June $20k, Aug-LD $40k; Bal of Sept OR Oct $20k; off Season Winter $7000 per mo etc) on the bay in private setting overlooking Bug Light and Long Beach. Spectacular setting with heated, waterside pool. One floor living with many access points to southeast facing deck/terrace. Incredible sunrises - and sunsets reflected on the lighthouse and bay. Living room w/fireplace, sunroom/office, EIK with upscale appliances; DR w/sliders to terrace for outdoor dining. Waterside master suite w/full bath, 3 additional bedrooms w/guest bath. Large 3+ car garage for cars and summer toys. Private yard space for playing and pique-nique'ng. The ultimate North Fork beach house rental for you and your guests. Home sleeps up to 12 people comfortably. Life doesn't get better than at Tara-by-the-Bay. Close proximity to area farmstands, lavender fields, wineries and destination restaurants in Greenport. Permit #0248.

Charming and chic 3 bedroom, 1.5 bath Cottage on Lake Marion with many charming original features. Open, sunny floor plan with common area that opens onto spacious lakefront deck perfect for relaxing, grilling & dining. Wood burning fireplace, fully equipped cook's kitchen, private dock, outdoor shower, & easy stroll to association bay beach. Offered June $8,000; Aug $16,000. Permit# 0692.

Relax, rejuvenate and recharge in this updated North Fork gem! This charming home boasts a new kitchen, large living room with fireplace and separate dining room. Unwind on the screened-in porch, listening to the sounds of nature, or host BBQs in the large fenced-in yard, ideal for games and activities. Three bedrooms and a full bath on the 2nd floor provide comfortable sleeping for up to 6 guests. Located on a quiet road, you're still close to beaches, farm stands, and local vineyards! June $6,500 for 2 weeks. July $8,500 for 2 weeks. 2 week minimum. Permit# 0494.

Cape-Cod-Style Cedar-Shingle House situated on edge of low bluff. Wooded lot with 2nd-story master bedroom suite/deck. Fantastic 180-degree views of Gardiner's Bay, Bug Lighthouse, Shelter Island, Orient Village and East Hampton with 150-feet of private sandy beach and boat mooring. Permit #0049.

Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes.

Live the waterfront dream! Imagine having the choice to wake up overlooking Gardiner's Bay or tranquil Marion Lake. This immaculate 3 bedroom, 3 bathroom home offers unparalleled views and much more. Your own Right of Way to the Bay, a mooring for your boat and lakefront access in the backyard! Meticulously appointed and ready for the season! Cozy up by one of the 3 gas fireplaces, indulge in a luxurious soak in one of 2 tubs or have coffee on one of the four waterside balconies. You will not want to leave! Ren permit # 1075

Unwind on Marion Lake and recharge on the Bay! This 2-bedroom, 1 bathroom lakefront cottage is the perfect escape! Just steps away from the Bay allows you to play the day away! Rinse off in the outdoor shower, dine outside on the large deck overlooking Marion Lake and then chill out by the fire pit, making s'mores and creating memories! June:$10K, July:$15K, Aug:$17.5K, Sept:$12K, Oct:$10K, Mem Day-Oct:$60K Permit # 1060

Imagine waking up to breathtaking sunrises over the bay and the sound of gentle waves lapping at your doorstep. This Bay front cottage offers the perfect atmosphere to unplug, relax and connect on your own terms. 3 bedrooms, 1 full & 2 half baths, sunroom, outdoor shower and waterside firepit. Book now to create your unforgettable memories! June:$15K, July: $20K, Aug:$25K, Sep:$15K, Oct:$15K, Mem-Oct:$80K Permit # 0449

Cute as a button cottage located in Gardiners Bay Estates. Tucked away in a private sandy beach community w/ mooring and bulkhead space to tie up to for boaters and a swim platform for summertime fun! Back patio to chill, grill & dine al fresco or screened in porch to kick back & relax, rain or shine. Just 3 miles to Greenport Village, 1/2 mile to Sep's Farm Stand & Lavender By the Bay & only 7 miles to the Orient Ferry. (Southold Town Rental Permit #0775)

Relax and enjoy this beautifully appointed bay front house w/ private beach and stunning views of Orient Harbor, Bug Light and Shelter Island. Moor your boat in the bay; kayak, swim, fish or chill on the decks and porches. Basement game room w/ Ping-Pong, TV and games. Conveniently located near shopping, restaurants, ferries, farm stands, vineyards. Available May- $10,000,October - $10,000. Permit# 0026.

Enjoy these breath taking views of Spring Pond out to Gardiner's Bay and Bug Light House. Pass by the renown Lavender Farm on your way to this open concept sun filled home in Gardiners Bay. Offering all the luxuries and amenities within a short distance to a private sandy bay beach. Enjoy August on the North Fork and simply relax. bug

Wonderful North Fork summer rental with in ground pool located on a quiet block with a private community sandy beach at the end of Gillette Drive. This spacious home features 3 bedrooms and 2 bathrooms with a fenced in back yard with beautiful views of a lavender farm. Vineyard, Farm stand and golf course less than a mile away and approximately only 2 miles from the town of Greenport where you can enjoy great activities and fine dining.

Spend your summer enjoying all the North Fork has to offer at this Greenport waterfront home with dock and community bay beach. Completely updated with high end touches throughout including chef's custom kitchen with island, 3 bedrooms (2 are en-suite), 4 full bathrooms, expansive waterfront deck, and a lower level entertainment lounge. The perfect place to relax and unwind. Permit# 0955.

Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for remote work and has a third private waterside balcony-prime indoor/outdoor summer living just a mile from Greenport Village's shops and restaurants. Personal property manager to address any tenant needs. Hamptons luxury with North Fork vibes. Two-week minimum.

Summer 2024. Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Summer 2024 - June $20,000; July $35,000. Off Season (January to May) - $10,000 per month (single to multiple months considered). Permit # 0634.