Vacation Rentals By Owner In Fairfield, CT

Escape to the magnificent 7 bedroom 8 bath family retreat in the tranquil Fairfield neighborhood. The old-world charm, luxurious and fun amenities, and comfortable spaces are perfect for unwinding, recharging, and creating unforgettable memories.brbr✔ 9 Comfortable Bedsbr✔ Multiple Living Areas, Media Room & Officebr✔ Chef‘s Kitchen & Butler‘s Pantrybr✔ Heated Swimming Poolbr✔ Tennis & Sports Courtbr✔ Gym & Saunabr✔ Game Roombr✔ Outdoors: Patios, Dining, Webber Grillbr✔ Wi-Fibr✔ ParkingbrbrBook now!brbrWe will be accessible to our guests via phone, text, email, or the Airbnb app. brExpect a quick and prompt response. We give our guests space, but we are available to address every inquiry.brbrContact us now so we can begin arranging your perfect vacation! - The MyLuxVaca TeambrbrbrTucked away on a charming, tree-lined street in Fairfield, this elegant estate captures the essence of coastal New England living. It's the kind of setting where mornings begin with birdsong and leafy views, yet within minutes you can be in the lively heart of downtown. Stroll through boutique shops, discover award-winning restaurants, or soak up the energy of the local nightlife scene—all just a short drive from your front door.brbrFor a slower pace, Fairfield's pristine beaches invite you to sink your toes into the sand, wander along the shoreline, and embrace those postcard-worthy ocean views. Nature lovers will also find their haven at nearby Lake Mohegan, where wooded trails, picnic spots, and dog-friendly paths create the perfect backdrop for outdoor adventures.brbrAnd whether you're here for leisure or business, the Metro-North Station makes New York City easily within reach—ideal for a spontaneous day trip, a Broadway evening, or a seamless commute.brbrFairfield offers the best of both worlds: the charm of a coastal New England town and the convenience of world-class dining, entertainment, and recreation, all right at your doorstep.brbrHere are some other attractions you may want to visit during your stay.brbr✔ Lake Mohegan (8 min away)br✔ Downtown Fairfield (10 min away)br✔ The Warehouse at FTC (10 min away)br✔ Fairfield Museum & History Center (10 min away)br✔ Connecticut's Beardsley Zoo (12 min away)br✔ Jennings Beach (12 min away)br✔ Penfield Beach (12 min away)br✔ New Haven (40 min away)br✔ New York (1h 20 min away)brbr***Distance times are calculated if traveling by car.brbrbrThe entire property is exclusively yours during your stay, including the 6-bedroom Main House and the separate 1-bedroom In-Law Suite. Enjoy full access to all amenities for a completely private, seamless experience.brbrThe MyLuxVaca Standard ✨brbrBook with confidence knowing your stay is backed by our commitment to a true luxury experience:brbr✔ Professionally cleaned and inspected before every arrivalbr✔ Premium beds and linens designed for exceptional comfortbr✔ Impeccably maintained hot tubs and high-end amenitiesbr✔ Reliable essentials, including high-speed WiFi, heating, and air conditioningbr✔ Listings that are accurate and thoughtfully presentedbr✔ Responsive, professional support throughout your staybrbrIf something isn’t right, we’ll make it right—quickly and professionally.brBecause true luxury isn’t just what you see—it’s how your stay feels.brbr★ MyLuxVaca FlexTime Upgrade™ ★brbrWe know how exciting arrival day is—and how nice it is to ease into departure morning. A little extra time can make all the difference, so we offer flexible timing whenever possible.brbr• FREE: Early check-in at 3:00 PM or late check-out at 11:00 AM (when available)brbrSimply message us 2–3 days before your stay, and we’ll let you know what’s possible.brbrPlease note: Availability depends on our cleaning schedule and same-day bookings—but we’ll always do our best to accommodate your request.The entire breathtaking estate is exclusively yours, without interruption for the duration of your stay, so relax and make yourself at home. brbr★ EXTRA SERVICES: PAID★brEnjoy exceptional convenience and premium amenities during your stay. Whether you desire a personal chef to create gourmet meals, meticulous mid-stay cleaning services for peace of mind, or a luxury vehicle ready and waiting in the garage, every detail is tailored to ensure a perfect experience.brbr✔ Private Chef & Cateringbr✔ Mid Stay Housekeeping & Laundry Servicesbr✔ Grocery Pre-Stocking & Deliverybr✔ Luxury Car Rentals – Bentley, Porsche, Mercedes & morebr✔ Celebrate a special occasion with surprise welcome balloons or flower deliverybrbr★ EXTRA SERVICES: INCLUDED ★brEnjoy a truly effortless and luxurious stay with our exclusive portfolio of included and optional services. Relax knowing all home maintenance is taken care of—from weekly landscaping and snow removal to dedicated pool cleaning and prompt trash removal, every detail is designed to let guests focus on comfort and leisure throughout their visit.brbr✔ Home Maintenancebr✔ Weekly Landscaping & Snow Removalbr✔ Pool Cleaning & Maintenancebr✔ Weekly Trash Removalbrbr★ CONCIERGE SERVICES ★brOur concierge services are designed to elevate your stay with comfort, convenience, and luxury at every step. Arrive in style with a private vehicle waiting at the airport, enjoy the indulgence of a personal chef preparing meals in your vacation home, and keep your retreat fresh and spotless with mid-stay cleaning. Every detail is tailored to create a seamless experience, allowing you to relax, unwind, and make the most of your getaway.brbrThe outdoor pool is open seasonally from May through October. We aim to have it available from May 1 to October 15; however, exact opening and closing dates are subject to local weather conditions.brbrOther than the already mentioned amenities, the house also features:brbr✔ Fully Gated Estate with a Monitored Security Systembr✔ Self Check-In (Smart Lock)br✔ High-Speed Wi-Fi br✔ Air Conditioningbr✔ Heatingbr✔ Washer/Dryerbr✔ Iron/Boardbr✔ Free ParkingbrbrPerfect for:brNYC Luxury Escapists: A 90-minute door-to-door transition from the city to a massive, gated 7-bedroom sanctuary.brbrThe Active Executive Group: Features a private tennis/sports court, a gym with a Peloton bike, and a cedar sauna for a complete wellness routine.brbrMulti-Family Grand Gatherings: With 7 bedrooms and multiple sitting rooms, it’s designed for large groups who want to stay together without ever feeling crowded.brbrCulinary Enthusiasts: A true Chef’s Kitchen with a massive Butler’s Pantry, perfect for staging elaborate family dinners or hiring a private chef.brbrCorporate Strategy Retreats: The mix of a formal office, multiple breakout sitting areas, private chef, and high-speed Wi-Fi makes it a sophisticated alternative to a hotel boardroom.brbrNot ideal for:brBudget-Focused Travelers: This is one of Fairfield’s premier estates, managed by MyLuxVaca to museum-quality standards; it is priced for an elite, high-end experience.brbrParty-Centric Groups: We are located in a prestigious, quiet residential neighborhood; strictly no unauthorized parties, loud music, or external events.brbrGuests Sensitive to Grand Scale: With 8,000+ sq. ft. of space and formal architecture, this home is built for grandeur rather than a cozy cottage feel.brbrIndoor Smokers: To protect the high-end finishes and air quality, we have a zero-tolerance no-smoking policy with a $2,000 remediation fee.brbrPet Owners: To maintain our pristine cleanliness and cater to guests with allergies, we maintain a strict no-pet policy.brbrIf you arrive by car, you will be pleased to know that we offer ample free parking at the property. If you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.brbr✔ Train (Metro-North Railroad - New Haven Line)br✔ Ferry (Bridgeport & Port Jefferson)br✔ Busbr✔ Uber & LyftbrbrIf you are flying in/out of the area, the best way would be at the below airport:brbr✔ Westchester County Airport (HPN) (45 min away)br✔ LaGuardia Airport (1h away)br✔ John F. Kennedy International Airport (1h 15 min away)br✔ Bradley International Airport (1h 20 min away)br✔ Newark Liberty International Airport (1h 30 min away)

Fairfield Luxury Estate for Short or Mid Term Stays | Pool | Tennis | Sauna

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$2679.5

Welcome to your dream escape: two fully equipped homes on an oversized private lot, complete with a seasonal in-ground pool, year-round hot tub, outdoor kitchen with pizza oven, multiple fire pits, and lush outdoor living spaces—all just 60 minutes from NYC and walking distance to the beach, restaurants, shops, and the railway.brbrPerfect for large groups, families, reunions, holidays, and retreats.brBeautifully decorated for the season and stocked with firewood for both indoor and outdoor fireplaces.brbrThe PropertybrbrEnter through a gated driveway to find ample parking, professional landscape lighting, and a huge yard perfect for running around with kids or hosting events.brOutdoor amenities include:brbrSeasonal heated pool + attached jacuzzibrYear-round wood-burning hot tub tucked into a cozy cornerbrFull outdoor kitchen: sink, grill, pizza oven (with manual), prep spacebrOutdoor shower (fenced & private)brDining terrace for large groupsbrAdirondack fire pit loungebrPool loungers + oversized egg chairs that each fit two comfortablybrbrThe entire property feels private, peaceful, and truly special—especially at night when the trees and grounds glow under the custom lighting.brbrThe Main Barn HousebrbrA striking architectural barn, full of character, comfort, and generous space for groups.brbrThe Great RoombrbrWalk in through double doors overlooking the pool and you’re greeted by a soaring barn interior with a dramatic spiral staircase and:br6-sofa conversation areabrGiant walk-in wood-burning fireplacebrExtra-large flat-screen TVbrBooks, board games, cozy blanketsbrPerfect for movie nights, game nights, or holiday gatherings.brbrDining & Entertainingbr12-person dining table (extra chairs provided)brAntique mirrors and stylish sitting areasbrLarge Alexa speakers to play your favorite musicbrbrChef’s KitchenbrA bright French country kitchen fully stocked and ready for serious cooking:br6-burner Wolf rangebrTwo ovensbrMicrowave, dishwasher, large refrigeratorbrKitchenAid mixer, blenderbrBoth Nespresso + Keurig machinesbrService for 20+ (plates, glassware, wine & cocktail glasses)brComplete grill & BBQ toolsbrIf you break a specialty glass, just let us know so we can replace it.brbrBedrooms in the Main HousebrPrimary Suite – Ground LevelbrKing bed with wireless chargersbrSunlit luxury bathroom: double sinks, large soaking tub, and steam showerbrbrWing 1 – UpstairsbrbrBedroom 1: King bed, skylight, closetbrBedroom 2: Two queen beds + sitting areabrBoth share a full bathbrbrWing 2 – Opposite Side of BarnbrbrLarge A-frame bedroom with star-gazing windowsbrPrivate workspace + sitting roombrSmaller A-frame bedroom brShared bath brbrAdditional half bath near the kitchenbrbrLaundry room available for your usebrbrThe Second House — Cozy, Bright & PrivatebrbrLocated across the pool and beside an open meadow, this charming guest house is perfect for in-laws, friends, couples or anyone wanting extra privacy.brbrChoose from two entrances:brbrLower Level:brMudroom + laundry areabrbrUpper Level:brOpen kitchen with dining areabrLiving room with corner sofa & flat-screen TVbrBright + spacious king bedroom overlooking the poolbrLuxurious marble bathroom with a spa feelbrbrWhy Guests Love UsbrbrTwo fully equipped homes = room for everyonebrTons of indoor + outdoor spaces to spread outbrStylish, well-kept, thoughtfully designedbrGreat for children, families & multi-generational groupsbrWalkable locationbrOnly one hour from NYC, yet feels like a tranquil country escapebrCozy, elegant, festive, and perfect year-roundbrbrWe Can’t Wait to Welcome You!brbrWhether you’re relaxing by the pool, making pizzas in the outdoor kitchen, gathering around the fire, or unwinding in the hot tub, this home was designed to create cherished memories.brbrMessage us anytime with questions—we’re here to help you have an unforgettable stay!

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield, Connecticut, United States

6

Bed

5

Bath

14

Sleeps

$1001.83

Welcome to Pine Creek Beach House brbrPrivate Ocean Front Home, Hot Tub, Sleeps 6 brbr brbrA picture-perfect coastal getaway where relaxation, beach days, and luxury living meet the best of Fairfield’s dining, shopping, and shoreline charm. brbr brbrThis beautifully maintained three-story waterfront home sits directly on Pine Creek, offering sweeping views, easy access to the Long Island Sound, and a peaceful setting perfect for families, couples, and anyone looking to unwind by the water. brbr brbrWhether you're here to swim, explore, golf, dine, or simply recharge, this high-end home has everything you need for an unforgettable stay. brbr brbrTHE SPACE brbrMain Level – Open, Airy, and Made for Gathering brbr- Fully stocked kitchen, ample pantry space brbr- Powder room brbr- Large entrance closet brbr- Dining area (seating for 6) brbr- Living room and family room with a large Smart TV. brbrGlass doors lead to a patio and a short “dune” walkway that brings you straight to the grassy knoll overlooking the water. brbrFrom here, you’re just steps away from the stone seawall and direct water access. Depending on the tide, enjoy sandy stretches for wading and exploring. brbr brbrAMENITIES brbrElectronic entry lock (personal code) brbrCentral AC/Heat + supplemental wall AC units for peak summer days brbr brbrSecond Floor – Indoor/Outdoor Coastal Living brbrThis level offers an elevated mix of luxury and relaxation with a bright sun-filled porch featuring: brbr- Cozy seating area brbr- Wet bar with ice machine + wine fridge brbr- Guest Bedroom 1: Two twin beds + closet space + dedicated workspace brbr- Guest Bedroom 2: Queen bed (pull-out couch permanently set with a brand-new queen mattress) brbr- Full bathroom with tub/shower & vanity brbr- Half bath brbr- Spacious laundry room brbr- Our door patio with Dining Area & Seating area with a fire feature brbr brbrThird Floor – Private Master Retreat brbr- Queen bed brbr- Front and back porches with stunning beach + water views brbr- Tons of closet and shelving space brbr- En-suite spa bathroom with Walk-in shower, Double vanity, Large Soaking Tub, Toilet brbr- Two optional blow-up race car toddler air mattresses available upon request brbr brbrPROVIDED brbr- Linens & towels brbr- Starter TP, paper towels, coffee brbr- Basic toiletries (shampoo, conditioner, body wash, hand soap) brbr- Kitchen essentials (dish soap, sponge, etc.) brbr- And so much more, see full amenity list brbr brbrOUTDOOR HIGHLIGHTS brbr- Direct water access brbr- Grassy shoreline leading to stone wall + steps to the water brbr- Sandy beach at low tide brbr- Gas grill off of kitchen brbr- Hot Tub!!! brbr- Beautiful walking neighborhood brbr- Sunrises & sunsets you won’t forget brbr brbrLOCATION – FAIRFIELD AT ITS BEST brbrYou’ll be in the coveted Pine Creek area of Fairfield — quiet, upscale, and perfectly positioned for exploring. brbr- Fairfield Beaches and nearby towns brbr- Pine Creek recreation area (Golf & tennis) brbr- Quick drive to downtown Fairfield’s amazing restaurants, cafes, & shops brbr- Close to neighboring towns like Westport with high-end dining and boutiques brbr brbrFairfield, CT is one of coastal Connecticut’s most charming and vibrant shoreline towns — known for its beautiful beaches, walkable downtown, top-rated restaurants, boutique shopping, and laid-back New England feel. Located just 60 miles from New York City, Fairfield offers the perfect blend of relaxation and convenience, with easy access to Metro-North, nearby towns like Westport and Southport, and plenty of outdoor activities, including golf, tennis, scenic walking trails, and waterfront parks. Whether you're here to unwind by the beach or explore the area’s thriving food and arts scene, Fairfield is the ideal place to settle in and enjoy the best of the Connecticut coast. brbr brbrA fantastic home base for exploring coastal Connecticut, commuting into NYC, or simply relaxing by the water.

Pine Creek Beach House

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$93.67

Discover the beauty of Fairfield from this fabulous 1-bedroom apartment. Just a few minutes drive to beaches and vibrant downtown with lots of restaurants and bars as well as twi universities. The cozy bedroom features a queen bed with beautyrest mattress for a soothing night's sleep. Relax in the adorable living room with a comfy sofa watching tv or reading a book on a spacious brick patio. Enjoy the amenities like split unit heating/AC, the bathroom with rainshower and toiletries. The kitchen is equipped with microwave/conventional oven, fridge and induction stovetop. There is also washer and dryer and two spacious closets. brThere is an off street parking. The Fairfield Metro North train station is 8 min away; it's less than 1h from NYC Grand Central.brWe look forward to hosting you at our place.brbrhttps://www.experiencefairfieldct.org/beaches

Apartment

Cozy 1 br apartment with a private entrance and patio in Fairfield

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$1740.32

Enjoy this beautifully designed colonial on one of the most desirable streets in Fairfield's beach neighborhood -- just two blocks from Penfield Beach, and a 10 minute stroll to town filled with great restaurants and train to NYC! brbrUnique personality flows throughout the home. The first floor has a chef's kitchen with an island for everyone to gather; an oversized family room with double french doors that open to the fenced in backyard with a pool; a large dining room that can sit up to 8; plus a half bath. brbrThe second floor has a tranquil master suite, with king bed and a spacious en-suite bath and steam shower; an additional queen bedroom that can also be used as an office; another full bath with tub; a third bedroom is set up currently as a nursery with a crib; and a spacious laundry room completes this level.brbrA window lined staircase leads to the 3rd floor with a large bonus room, fourth bedroom w/ king-sized bed, and beautiful marble full bathroom.

Fairfield Beach Modern Colonial

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$763.93

ENJOY A TASTE OF BEACH LIVING! Whether you enjoy swimming, lounging, biking, fishing or tubing this is the place for you. Visit local restaurants, attend concerts on the green, tennis, golfing, biking, dining, shopping just 5 minutes from your door. Minutes from downtown Fairfield, Metro North, I-95 and 1 hour from Manhattan. This unique home contains 4 bedrooms, 2 bathrooms, sleeps up to 6 people. Wireless internet access and air conditioning !! Connecticut also offers Wineries, Breweries, Casinos and Outlet Shopping. There are multiple venues for the outdoorsmen for hiking, bird watching. The kids will love The Beardsley Zoo and The Discovery Museum in nearby Bridgeport.

Beach cottage steps from the sand and surf!!

Fairfield, Connecticut, United States

Bed

2

Bath

8

Sleeps

$634.19

Patio for Entertaining | Easy Access to Universities | Pet Friendly w/ FeebrbrCoastal elegance meets modern comfort at this Fairfield vacation rental, perfectly designed for a family gathering in New England. The home offers a contemporary interior, plus a backyard for evenings by the fire and al fresco meals fresh off the grill. In the meantime, stroll along the Sound at Seaside Park or see a show in downtown Bridgeport. Claim your dates now and get ready for a relaxing Connecticut retreat!brbr-- THE PROPERTY --brbrINDOOR LIVINGbr- Smart TV, flat-screen TV, fireplacebr- Dining tablebrbrOUTDOOR LIVINGbr- Patio, outdoor dining set w/ umbrellabr- Charocal grillbr- Backyard, fire pitbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Nespresso coffee maker (coffee provided), hot water kettlebr- Cooking basics, dishware & flatwarebrbrACCESSIBILITYbr- 2-story home, 4 steps to enterbr- All bedrooms on 2nd floorbrbrPARKINGbr- Driveway (3 vehicles)br- Free street parkingbrbr-- THE LOCATION --brbr- Convenient neighborhood near shopping, restaurants, grocery stores & essentialsbr- 2 miles to Fairfield Universitybr- 4 miles to Seaside Park & 4 miles to Penfield Beachbr- 4 miles to downtown Bridgeportbr- 3 miles to Lake Mohegan Recreational Areabr- 24 miles to Yale Universitybr- 53 miles to New York Citybrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $80 fee (+ fees & taxes, 2 pets max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 4 steps to enter; all bedrooms are on the 2nd floorbrbrSECURITY CAMERA INFORMATIONbr- 3 exterior devicesbr- Location: front door, side of house, back of housebr- Coverage: entry, driveway, backyard

4 Mi to Beach & Dtwn! Charming Fairfield Home

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$421.67

Make yourself at home in this 3-bedroom Fairfield retreat. This gorgeous house features 3 queen beds, 2 bathrooms with showers, and essential amenities like AC, WiFi, and an iron. Nestled in a serene neighborhood, this enchanting property offers a peaceful escape for guests looking to unwind. A great place to call homebase while you're away, we hope you enjoy your stay.

Charming 3-bedroom house with WiFi, AC in serene Fairfield

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$1571.39

ENJOY A TASTE OF WATERFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting waters of Long Island Sound. Whether you enjoy swimming, lounging, biking, fishing or tubing this is the place for you. Enjoy panoramic views of the water & sky. Visit local restaurants, attend concerts on the green, tennis, golfing, biking, dining, shopping just 5 minutes from your door. Minutes from downtown Fairfield, Metro North, I-95 and 1 hour from New York. This beautiful furnished beach front home contains 6 bedrooms, 4 bathrooms, sleeps up to 11 people, large kitchen, hardwood floors on all 3 levels. flat screen TV in living room and master bed room. Wireless internet access!! Connecticut also offers Wineries, Breweries, Casinos and Outlet Shopping. There are multiple venues for the outdoorsmen for hiking, bird watching. The kids will love The Beardsley Zoo and The Discovery Museum in nearby Bridgeport.

Beautiful home on private beach, sleeps 11! Bring your family and friends!

Fairfield, Connecticut, United States

6

Bed

Bath

11

Sleeps

$1689.95

Need a place to escape for a 10 days Come enjoySeaesta, a fabulous water front luxury home with stunning views across Long Island Sound . The perfect rental at the waters edge. A large covered porch has Adirondack seating that invites you to relax and watch sunsets over Pine Creek while enjoying sea breezes off Long Island Sound. Recently refurbished by White Birch Studios to offer comfortable living at every turn and at all levels. Step in and enjoy the open concept living/dining area, a spacious kitchen,wet bar, fireplace and dining space for 12+inside. Or you can dine alfresco-with patio dining for 8 just above the beach.A perfect space for entertaining large or small groups no matter what the weather is.The ultimate master suite on the third floor offers an escape with a beautiful renovated bath two sitting rooms and loft ,perfect for relaxing or home office. The large windows and views of the water are at every turn and offer the best panorama of Fairfield Beach. You will not be disappointed, every day a new experience on the water. This is the largest house for rent on Fairfield Beach with parking for 4 cars. House comes with all linens and the best accouterments for a chef's kitchen. Only 10 minutes to the train station and the center of town. Available June 2 - June 12th

Cottage

Waterfront

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$1025.75

Direct waterfront on Long Island sound. The house feels like you are out over the water --and you almost are. Beach tides come up close at high tide and the tides change ever six hours. brbrOn the rooftop deck is the 6 person hot tub, and plenty of room to hang our and get some sun while you can see water below on almost all sides. brInside are 2 fireplaces one is in the master bedroom that also has great views of the water. There is also a boat dock attached to the parking across the street on the inlet. brbrCharming setting and interior for a wonderful experience with all up to date amenities.

Spectacular direct waterfront with rooftop hot tub 360 degree views.

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$894.75

Enjoy enchanting sunsets from your tranquil private beach in the front yard, relax and have a meal along the river in the backyard or chill inside where the panoramic views of Southport Harbor, Long Island and New York City are just as breathtaking. brbrThis lovingly preserved, 1800 sq ft., 4 bedroom post-war cottage is ideal for an active family getaway or a romantic retreat.

Dreamy Beachfront Cottage with NYC views

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$944.64

Stunning direct waterfront beach house with sandy beach! Large family room with built-ins leads to amazing patio for relaxing. All three bedrooms boast high ceilings. Master bedroom has an amazing water view and large deck to capture beach breezes. Custom commercial style kitchen (Sub-Zero fridge & Viking range). Three full updated bathrooms. Plenty of parking. Six minute Uber from Fairfield train station to house. While we are happy for guests to invite others over, homes are close to one another and we do not allow large parties which are disruptive to the neighbors.

Stunning direct waterfront beach house!

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$628.67

Summary:brWelcome to your ideal beachside retreat in Fairfield, CT. This fully furnished 4-bedroom, 3 1/2 bath home offers an open-concept living space, a chef’s kitchen, and a private rooftop deck with stunning coastal views. Just steps from the beach and close to downtown shops and dining, it provides the perfect blend of luxury and convenience. Optional beach cruiser rentals and paddleboards are available. Flexible rental terms are offered for both short- and long-term stays.

Stareway to Heaven Su

Fairfield, Connecticut, United States

Bed

3

Bath

8

Sleeps

$828.0

Your cozy getaway awaits in Fairfield at this brilliant house. With three comfortable bedrooms featuring a king, queen, and twin bed, guests can easily settle in and relax. Two bathrooms offer convenience, each equipped with a refreshing shower and a hair dryer. The home stays comfortable year-round with heating and AC, making it a delightful retreat no matter the season. Whether you’re unwinding indoors or planning your next adventure, this tranquil space provides the perfect base. Feel free to reach out to us during your stay – we’re happy to suggest local spots to check out.

3-bedroom house in tranquil Fairfield with cool AC breeze

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$1506.5

Exceptional updated country house located in the heart of Southport, CT. Completely private with an expansive back lawn and gorgeous landscaping, this impeccably decorated home features an open floor plan with spacious sun-filled rooms and spectacular views of the property. This idyllic 'home away from home' offers 4 bedrooms (1 BR on 1st floor & 3 BR on 2nd floor) each with it's own private bath. An inviting kitchen with eat in atrium, formal dining room and elegant living room overlook the totally private extra large back yard. Prime location - close to town, shopping, dining, beaches and easy access to I-95, Merritt Pkwy & Metro North train stations.

4 BR Classic Country House in CT

Fairfield, Connecticut, United States

Bed

Bath

8

Sleeps

$1178.75

This amazing four bedroom house is ideal! It has all the accommodations needed for the perfect stay. Enjoy the spacious home with amazing views. The home is pet friendly, ample space for the family activities that will make your stay memorable. This home is in a quiet neighborhood and close to all the action.

Southport Charm! Steps away from town!

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$728.33

ENJOY A TASTE OF BEACHFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting waters of Long Island Sound. Whether you enjoy swimming, lounging, biking, fishing or tubing this is the place for you. Enjoy panoramic views of the water & sky. Visit local restaurants, attend concerts on the green, tennis, golfing, biking, dining, shopping just 5 minutes from your door. Minutes from downtown Fairfield, Metro North, I-95, 1 hour from Manhattan and 1 hour from the casino. This beautiful furnished beach front home contains 4 bedrooms, 2 bathrooms, sleeps up to 7 people. Flat screen TV in living room and master bed room. Wireless internet access and air conditioning!! Connecticut also offers Wineries, Breweries, Casinos and Outlet Shopping. There are multiple venues for the outdoorsmen for hiking, bird watching. The kids will love The Beardsley Zoo and The Discovery Museum in nearby Bridgeport. Please look at listing 937555 as theses are twin homes.

Cottage

Sun and Fun on the beach!!

Fairfield, Connecticut, United States

Bed

Bath

Sleeps

$745.91