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luxury properties for rent Connecticut, United States

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Property 1
19

Property Warren (United States)

Charming and bright guest cottage with beautiful distant views of Lake Waramaug in a park-like setting with a lovely stone patio, and separate driveway and parking. The main level of the cottage, which has charming painted floors and wooden beams, consists of an inviting open living room/dining room conducive to entertaining or cozy evenings spent on the couch, a galley kitchen and a powder room. The second floor has a large open hallway with built in bookcases running the entire length of the hall. The primary bedroom offers a cathedral ceiling and a beautiful view of the lake. The second bedroom, also with a view of the lake, has matching twin beds, while the third bedroom is currently set up as an office, making this a perfect work-from-home spot to snuggle into for the winter. This house is in a wonderful spot for long walks while admiring the beautiful views of the Lake. It's very conveniently located near Hopkins Vineyard, Hopkins Inn, the Warren Town Beach, and The Owl restaurant. It is also just minutes to the sought-after shops of downtown New Preston, 20 minutes to Mohawk Mountain Ski Area, and 30 minutes to the train station. The house is available immediately and can be rented through the end of May or mid-June. Alternatively, it is available as an annual lease, however, the rent for each of June, July and August would be $5,000 per month ($3,800 all other months). Private use of the pool may be used by the tenants on a scheduled basis with the landlord.

€3,500 IC / month
3bedrooms
2bathrooms
land  1.4ha

By William Pitt Sotheby's International Realty

Property 2
30

Property Darien (United States)

The Connecticut coastline awaits you- an incredible and rare opportunity to live in Darien on the Five Mile River Road across the street from the water! This charming coastal colonial has been completely renovated featuring 4 bedrooms, and 3 full baths, situated on a private hilltop with beautiful water views, and a large backyard and patio. Located in the highly sought after Tokeneke Neighborhood with top rated schools, this home features a gorgeous new kitchen with new appliances, new bathroom, new central air, and new windows. The primary suite offers a full bath, and an adjacent dressing room, a fireplace, and water views. Plenty of natural light throughout the house. A formal dining room off of the living room, a breakfast room off of the kitchen, and a sunroom/family room that opens onto a lovely stone terrace. Updated back entrance mudroom with storage. Two working fireplaces, a library/music room/den complete with built in bookshelves and built in bar-perfect for entertaining! The house is ready to move in with immediate occupancy available. Pets upon approval. Beach access, convenient to both Rowayton and Darien train stations, and shopping, and restaurants close by in both Darien and Rowayton.

€9,700 IC / month
4bedrooms
3bathrooms
land  1,821

By William Pitt Sotheby's International Realty

Property 3
27

Property Fairfield (United States)

Spacious Beach House available for the summer months. In the heart of the beach area, 453 Birch welcomes you home with four to five bedrooms, updated kitchen, first floor full bath, private yard and spacious upper deck. The newer kitchen has granite counter tops and gas stove. Nearby is a living room for all to gather. Upstairs there are four spacious bedrooms, all with great closet space, and the second full bathroom. Outside you'll find a large deck, and peaceful and private yard. Shady trees, blooming bushes and fragrant flowers provide a serene getaway, right in your backyard! This home is nestled perfectly between downtown Fairfield and Penfield Beach on one of the most desirable streets in the beach area. A short distance to the beach, parks, playgrounds, schools, downtown, the library, restaurants, the train station, and more.

€7,400 IC / month
4bedrooms
2bathrooms
land  890

By William Pitt Sotheby's International Realty

Property 4
30

Property Westport (United States)

TOO GOOD TO BE TRUE! Once you turn the bend on Harbor Road it is like a retreat in the fabulous town of Westport! This gorgeous 3 bedroom, 2.1 bath with a sleeping loft is relaxing and beautifully furnished. If you always wanted to try beach living and have a love of water sports this is the place for you. The entire house is sun-drenched and has water views from almost every room! This home also boasts a stone patio and outdoor fireplace for family and friends to gather. Saugatuck Shores beach community is a fun and friendly neighborhood. -- The property is close to Saugatuck Rowing Club which has a beautiful fitness facility and restaurant. It is super easy to commute from the train station away from the traffic. Close proximity to other fabulous restaurants like Tarantino's, Gabriele's and The Whelk to name a few. Best of all is this home has front row seating on an amazing deck overlooking the water to the 4th of July fireworks celebration. - Imagine waking up to a full view of the sunrise every morning! Come and take a walk along the sound with a beautiful view of the lighthouse and relax and the beach. A moment of zen in the heart of Westport Connecticut!

€10,600 IC / month
3bedrooms
3bathrooms
land  769

By William Pitt Sotheby's International Realty

Property 5
30

Property Fairfield (United States)

Discover the epitome of Connecticut summer living in the picturesque, harbor town of Southport, CT! This superbly located, luxurious 5 BR, 6 BA Antique Colonial promises a memorable summer escape. Available August 1-31st...One of the most admired, stately homes in iconic Southport Village! Selected for the annual Garden Stroll, The Frances Jelliff House (c. 1838) offers exquisite design features inside and out. Enjoy all the splendors of summertime fun in this beautifully updated Greek Revival home, where historic significance and classic architecture blend seamlessly with everyday comforts + chic living. Outside, step into a delightful, private haven highlighted with breathtaking gardens in full summer bloom (think fresh flowers every day) and multiple entertaining spaces, including a charming covered porch, 2 terraces for dining al fresco, plus a firepit for warm, starlit evenings. There's even a LL walk-out studio apartment for au pair or other guests. Idyllically located - scenic Southport Harbor and the quaint Village shops at the end of the street (.2 miles) Close to Southport beach - The Frances Jelliff House guarantees a magnificent summer respite from the harried city life!

€13,800 IC / month
5bedrooms
6bathrooms
land  2,104

By William Pitt Sotheby's International Realty

Property with garden 6
30

Property with garden Woodbury (United States)

STUNNING AUGUST SUMMER RENTAL with POOL and TENNIS COURT (with lights). Enjoy a memorable month at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Lovely cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a comfortable and chic look. Long distance views and rolling, verdant lawns add to the magic of this property. Close to top restaurants, art galleries, shopping and outdoor recreation. Only 90 minutes to NYC. Note: Field card says 3 bedrooms but house has 4 bedrooms and a 1250 tank to support 4 bedrooms.

€27,700 IC / month
4bedrooms
3bathrooms
land  4.1ha

By William Pitt Sotheby's International Realty

Property 7
27

Property Westport (United States)

Beautiful open, bright, newly renovated home. POOL is heated and salt water. Fenced in backyard with patio for entertaining. Outdoor TV. Short distance to town for restaurants, & shopping. 7 min drive to the beach. Across the street are public tennis courts and baseball fields. Close to all conveniences and amenities.

€25,800 IC / month
3bedrooms
3bathrooms
land  1,457

By William Pitt Sotheby's International Realty

Property 8
30

Property Madison (United States)

Available for the month of July 2024. This sun- filled colonial has been lovingly restored for easy comfortable living. Open views of the Long Island Sound throughout this home offers room for all. Screened in wrap around porch to enjoy the summer days and nights. Updated kitchen with stainless appliances and large dining nook, mud room and office and dedicated laundry room and half bath all found on the main level. Four levels of living make this the perfect home for multi generations: with a main level bedroom with Queen bed, Master Suite on the second level with en- suite bath and office nook with a private balcony, second bedroom with bunks -on the third level is the fourth bedroom with twin beds, shared full bath on the second level. Lower level has a rec/play room. Access to the Soundview Association beach.

€18,400 IC / month
4bedrooms
3bathrooms
land  1,902

By William Pitt Sotheby's International Realty

Property 9
18

Property Salisbury (United States)

This meticulously maintained Salisbury charmer is what you've been waiting for in a rental home. Move right in for the academic year. Available September- June. When you can chose to work from anywhere, why not work from this private country location, yet moments from the center of town. With highspeed internet, and a private office space you can easily work from home, and step out on your lunch to enjoy all of the hiking trails just minutes away. Fully furnished 4 Bedroom 2.5 bathroom, plenty of room for family and friends. Tastefully renovated with high-end everything including, internet, cable, appliances, full house Sonos speakers. All bedrooms have their own television for ultimate privacy and downtime away from it all. Ensuite primary bedroom is secluded on it's own floor. Three additional bedrooms share a large bathroom on the second floor. Close to: hiking, lakes, arts & cultural events, Berkshire School, Salisbury School, IMS, Hotchkiss

€4,600 IC / month
4bedrooms
3bathrooms
land  3,480

By William Pitt Sotheby's International Realty

Property with garden 10
10

Property with garden Sharon (United States)

Impeccably maintained home available in the center of Sharon. This spacious one-bedroom guest house is conveniently located on the green in Sharon. Set back from the road and surrounded by trees and gardens, it allows for quick access to town while remaining quiet and private. It features an open first floor living area with lovely hardwood floors throughout. Leave the doors open with easy access to a covered front porch and a back garden/patio area. The adjoining kitchen is equipped with standard appliances including a refrigerator, stove/oven and a stacked washer dryer. The second floor features one bedroom, full bath and a bonus space. The bonus space can easily be imagined as an office or studio. There is ample storage with several closets. Light streams in every window of this home. Includes two maintained parking spaces in the driveway, garden maintenance, electricity, propane heat, sewer and water. It is located less than 1 mile from the shops in Sharon, close to Millerton, Salisbury. Close proximity to Indian Mountain School, Hotchkiss, Salisbury School and public schools.

€2,100 IC / month
1bedroom
1bathroom
land  2,509

By William Pitt Sotheby's International Realty

Property 11
24

Property Kent (United States)

Recently renovated Farmhouse set on an idyllic 39+ acres enjoying wonderful pastoral views. The main level of the home features a large eat-in kitchen with spacious pantry, formal dining room, a living room highlighted by exposed hand-hewn beams and woodstove, a cozy den, and a full bath which includes the laundry. Upstairs one finds four bedrooms, one full and one half bath, and a sitting room. Located in one of the most scenic spots of all Litchfield County and only minutes to the village of Kent, countless outdoor pursuits, as well as Metro-North. Rental offering is for the home only, fully furnished, on an annual basis. Use of the barns not being offered. No pets. Tenant responsible for utilities and renters insurance.

€3,500 IC / month
4bedrooms
3bathrooms
land  15.9ha

By William Pitt Sotheby's International Realty

Property with garden 12
30

Property with garden Sherman (United States)

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2024 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000; July and August at $20,000 per month. Memorial Day - Labor Day for $55,000.

€18,400 IC / month
4bedrooms
3bathrooms
land  6.1ha

By William Pitt Sotheby's International Realty

Property 13
28

Property Madison (United States)

An EXECUTIVE RENTAL near Madison's town center, now available from Feb. 01 for the ACADEMIC period to June 12. This is one of the very best ACADEMIC Rentals in town AND if needed, it may be POSSIBLE TO EXTEND for an increased amount. This gracious yet big Colonial is light & bright with numerous touches that you would expect in a home like this including: a Gedney designed kitchen with Bosch appliances, over-sized bedroom closets, a Master Suite, first floor Laundry Room, 2 fireplaces, central AC, family & living rooms designed for comfortable entertaining. A very nice feature: the NUMEROUS rooms & spaces for working at home, online learning or just a place to get away. Additiona extra features in private gardens, a brick patio and an in-ground pool. NO PETS.

€5,500 IC / month
4bedrooms
3bathrooms
land  5,625

By William Pitt Sotheby's International Realty

Property 14
26

Property Westport (United States)

Classic New England Home on a private cul de sac with great proximity to town amenities. Visit Westport in July and enjoy the state and town beaches, elegant/hip shopping, and trendy vibrant restuarants. Entertain friends and family in this open floor plan home. A large chef's kitchen spills easily into the dining room, living room, deck and great room for any size crowd. Upstairs the primary suite is spacious with fireplace, two walkin closets and a recently renovated modern spa bathroom. The home is situated on a professionally landscaped fenced in yard with lots of sunshine. Easy commute to NYC by train or local highways. Westport has always been a hot spot for out of town guests. Make this your home this Summer.

€18,400 IC / month
4bedrooms
3bathrooms
land  2,023

By William Pitt Sotheby's International Realty

Property 15
30

Property Roxbury (United States)

Available August 1 through Labor Day $25k. Spend a perfect summer month in this Gorgeous Connecticut Antique Edson Bradley Estate, beautifully updated 3 bedroom antique home, with an additional 1 bedroom guest apartment in the nearby renovated barn, a gunite pool with views west, apple orchard and a lovely park-like setting. The 3 bedroom home main house offers open kitchen to Conservatory for great light and family along with living room and library. Just a short drive to Roxbury Center, and privately sited with a grove of pine trees. Close to Roxbury Land Trust's gorgeous hiking trails, the Shepaug River and Maple Bank Farm, and just minutes away from Washington Depot, New Milford and Woodbury for great shopping and restaurants!

€23,100 IC / month
3bedrooms
4bathrooms
land  1.7ha

By William Pitt Sotheby's International Realty

Property 16
30

Property Washington (United States)

Available Jan through March at $12.5k per month. April - $15k, May - $20k. This historic Victorian home in the New Preston section of Washington is now available for rent after being tastefully renovated from top to bottom. The main level is highlighted by the expansive kitchen with soapstone counters, a butler's pantry, and French doors leading to a rear patio area. The remainder of the first floor features a living room, spacious great room, dining room, and an office with a full bath that could be used as a 5th bedroom. Upstairs are 4 bedrooms, each named after prior owners who have called The Humphrey's House home over the past 127 years, including a nephew of Mark Twain. The bright and sunny primary bedroom has a stylish walk in closet, and an en suite bathroom with a steam shower and radiant heat flooring. A brand new bathroom in the second en suite bedroom features the same top of the line upgrades. Two additional cozy bedrooms sit across the hall, with a third second level bath serving the two rooms. Well known British designer Graham Robert Moore has transformed this Victorian gem into a marvelous display of the modern day aesthetic without abandoning the history of the home. The 40x18 heated saltwater pool features an electric cover and 8 person attached hot tub. This home is just a short stroll to swimming and boating at Lake Waramaug, shopping in the New Preston town center, 30 minutes to skiing at Mohawk Mtn. & Metro North trains, and 90 minutes from Manhattan!

€11,500 IC / month
4bedrooms
4bathrooms
land  1.1ha

By William Pitt Sotheby's International Realty

Property 17
30

Property Westport (United States)

Experience the ultimate beach getaway on the Connecticut Shoreline. This waterfront beach house in the charming community of Saugatuck Island offers all the amenities you need. With its bright and airy atmosphere, you can relax and take in the breathtaking views of Long Island Sound. The Primary Suite has access to an expansive deck where you can watch sunsets and aquatic life. Access the water from the home's private dock. The Island boasts its own private beach, park, boat launching ramp, and walking trail. It is also home to a world-class sailing club. The home is located close to town amenities and transportation for convenience. Trendy Saugatuck restaurant scene is a must visit during your stay. Don't miss out on this exceptional living experience. Book now! Home offers exceptional living experience. Book now!

€27,700 IC / month
4bedrooms
3bathrooms
land  890

By William Pitt Sotheby's International Realty

Property 18
21

Property Sherman (United States)

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Bonus windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large kitchen island with bar seating. The formal dining room and outside deck area with BBQ grill are both accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The outdoor area includes a circular driveway with fountain, fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool. Available Summer 2024 (May 20-Sept 20) for $20,000 per month plus utilities.

€18,400 IC / month
4bedrooms
4bathrooms
land  7,932

By William Pitt Sotheby's International Realty

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