Vacation Rentals By Owner In Greenwich, CT

Located on a quiet dead-end street, our fully renovated apartment in Central Greenwich takes up the entire top floor of this property and boasts hardwood floors and a fabulous modern kitchen. The living room has a large screen 4k TV and an electric fireplace for you to enjoy. Enjoy time outside on the private patio (just off the kitchen and master bedroom) or BBQ in the backyard. brbrOff-street parking for 3 cars with an EV charger!brbrTake a short walk to downtown Greenwich and enjoy excellent restaurants, the library, parks, coffee shops, movie theaters, beach ferries (in the summer), and places to shop. Alternatively, you can take the train to Manhattan as the Greenwich train station is only an 8-minute walk away. We are also centrally located to explore the Tri-State area. Rye Playland (a fun-filled amusement park and beach) is 12 minutes away by car.brbrOur property is also ideal for working from home. We have a desk in one of the bedrooms and lightning-fast WiFi for you to enjoy.brbrThe master bedroom comes with a king-sized mattress, and all our mattresses are super comfortable.brbrActivities include biking, hiking, kayaking, and community-sponsored activities such as concerts and movie nights. This is also a great area for walking or jogging near the water. brbrThe Space:brbr- 1350 square feetbr- Private entrancebr- Modern eat-in kitchen and dining areabr- Private backyard and deck with BBQbr- Free dedicated parking in the driveway for 3 carsbr- Electric Vehicle level 2 NACS charger (pay per use)br- Large-capacity laundry machines that make doing the laundry a breezebr- Master bedroom with a king mattress and an en-suite bathroom with a showerbr- 2nd bedroom with a queen mattressbr- 3rd bedroom with 2 twin/single mattressesbr- Full bathroom featuring shower/tub combinationbr- Blow dryerbr- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toasterbr- Numerous dining options are available; both within walking distance & short car ride.br- Less than 1 hr. to ManhattanbrbrWe’d be thrilled to host you—whether you're here for business, leisure, or a little bit of both.brbrWarmly,brKelly & Henri

Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$920.0

This fabulous new unit at ''The Loren'' located a top of Greenwich Avenue features a brand new modern 2 bed, 2 1/2 bath Maisonette duplex with a private patio. The Loren features hotel amenities such as doorman/concierge services, valet parking, security, and daily housekeeping upon request. The home features designer appliances, the finest marbles and quality finishes, high gloss custom millwork, exposed brick walls and solid oak flooring. The maisonette features access from the main lobby as well as your own private entrance from the patio. Here is your opportunity to reside in a Manhattan style condo with Greenwich sophistication. The Loren was designed for residents who want more than a prestigious address but more a seamless lifestyle. Other / Short Term - Flexible -brbrThe home is fully stocked for a luxury lengthy stay, weekend getaway or a relaxing business trip.

Condo

Greenwich Hotel Alternative / Boutique Living - Fully Loaded- Turn Key 1B

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$523.35

Welcome to Greenwich! Relax and enjoy our sun drenched townhouse in the middle of Greenwich with easy access to both Stamford Business District and Greenwich Avenue. Escape the city and bring your whole family to experience, in our humble opinion, the best place to live in Connecticut. Head out and wander to gorgeous parks, beaches (Greenwich has 4!), award winning restaurants, coffee shops, farmer's market and so on. We are happy to share some of our favorite places with our guests; just ask!brbrThe spacebrOur humble abode features a spacious 3 bedrooms & 2 bathrooms with amazing internet speed of 1gig, fully stocked kitchen with condiments, spices, pots & pans, Keurig, coffee, dish washer, bathroom amenities, dining space for 6, parking on site, comfortable beds and spacious bedrooms, clutter free and clean space and much more to create a lovely space to unwind and feel at home after a busy day. Most main attractions and transportation hubs in Greenwich are about 10 minutes or less away.brbrWe hope you enjoy your stay!brbrThank you.

Grace's Place

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$262.0

Summary:brbrFlex Comfort Apt #3 is 2 Bedroom / 1 Bath and sleeps 4. Apt #3 is the top floor with the best light and nobody above. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on family meal.brbrbrbrGet the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room. brbr brbr1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.brbrbrbrThe Space:brbrWe have 5 x Flex Comfort Apts in the area so guests can mix / match based on size of group and budget. Book one listing to get 2 x hotel rooms for the price of 1, or scale your plans in the area to sleep up to 10 bedrooms / 15 beds and 22 people on the 2 properties. brbrbrbr3 listings are on this property in Greenwich, CT, 1 mile from downtown. Each floor is a separate apartment and each has its own private entrance and parking. Nothing is shared except the laundry room on the 1st floor or the BBQ / seating area off the parking. brbrbrbr3 miles away, we have a similar property on the border between Rye Brook & Port Chester. 2 more Apts on one property featuring a 3BR / 2 BA and a top floor 2 BR / 1 BA. 'Flex Comfort Apts of Westchester' You can find all of our listings under our host profile, or at homeconnect.rentalsbrbrbrbrAll listings focus on comfort and value to deliver a nice place to rest, work, and play. We invest in great mattresses, linens, big tvs with tons of streaming content, multiple desk areas, and well stocked kitchen. brbrbrbrBathroom includes fresh towels and shampoo / soap. This property has a laundry room on the first floor. Outdoor patio seating & grill is out back by the parking. Each Apartment has private parking to fit up to 2 cars front to back. brbrbrbr1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything NY & CT have to offer.brbrbrbr***This property was significantly updated in Jan 2025; All apartments received new doors, new floors with much better sound proofing between floors, updated laundry room, and more.***brbrbrbrGuest Access:brbrThis Apt listing is 'Entire Space' and not shared. This listing / apartment has a private entrance with access 24x7 by pin code. Private Off Street Parking for up to 2 cars front to back.brbrbrbrThe Neighborhood:brbrDowntown Greenwich (1 mile away) has many high end retail shops and restaurants if you want the luxury experience in this CT waterfront suburb of NYC. brbrbrbr2 miles in the other direction is Port Chester that has 30+ restaurants with huge variety of cuisine(s) and price points. Check out Mario Bataly's Tarry Lodge & more. Port Chester also has the movie theater, Costco, and and other shopping. brbrbrbrRye Play land and other coastal / beach activities are all close.brbrbrbrThis area of CT / NY have many little villages to explore, or the larger White Plains 10 mins away. brbrbrbrPlenty of outdoor hikes, trails, parks, and more.brbrbrbrGetting Around:brbr1 mile from Greenwich metro north stop. brbrCentrally located and close to 95, 287, and the Hutch & Merit parkways.brbrbrbrOther Things to Note:brbrThis is a multi-family property with each apartment on its own level and private entrance. With any multi-family, there is some noise transfer from the apartment above. We have strict rules for all listings of absolutely no parties or events, and to be respectful of noise with quiet(er) hours after 10pm for sleeping kids or those that have to get up early for work. brbrbrbrNo other guests besides those sleeping at the listing are welcome to the property for social gatherings.brbrbrbrPlease see all pictures and description to pay attention to what you booked so that you have the right expectation.brbrbrbrInteraction with Guests:brbrMessage through App is preferred. Call our 24x7 answering service for emergencies only.

Flex Comfort Apts of Greenwich #3

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$1782.5

Welcome to our luxurious yet comfortable four bedroom, 4.5 bath home located in Greenwich. This home provides an incredible getaway experience for groups of up to 8 people seeking the ultimate in both comfort and style. The house is situated on a sprawling property which includes a sparkling pool, a pool house (with one additional bath), and hot tub (there is winter tub too). The pool area is surrounded by a picturesque landscape offering a peaceful escape from the hustle and bustle of city life.brbrInside, the home is elegantly furnished with high-end finishes and appliances that will make your stay an unforgettable experience. Your stay includes toiletries, linens and towels.brbrThe home also includes an array of common spaces including a fully equipped kitchen, living room, dining room, large family room perfect for movie nights with your loved ones, a gym, bonus room, and finished basement. There are also three fireplaces (2 indoor, 1 outdoor).brbrThis luxury home offers all the amenities of a five-star hotel, in the privacy of a private residence, that is convenient to town amenities. Whether you are planning a family vacation or a romantic getaway, this home provides the ideal setting for taking in the beautiful Connecticut scenery while enjoying the comforts of home.

Greenwich Home with Pool - pool open mid-April-mid October

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$971.37

PLEASE SEND A SHORT MESSAGE ABOUT THE PURPOSE OF YOUR STAY BEFORE BOOKING. THANK YOU IN ADVANCE! Everything is brand new in this completely updated stylish house: new appliances, new kitchen, bathrooms, décor, furniture (new beds, new mattresses). Attention was paid to every tiny detail. 5 spacious bedrooms, a very large kitchen & generous dining & living rooms. 1 bdr on 1st floor. The house is a walking distance to many places: restaurants, grocery stores, a park/w a playground, etc. The house is 20-25 min walk to a Train Station and a 3 min drive to a highway (very convenient commute). 25min to NYC. River is a 1-2 min walk. Beach is close. Picasso house is a 5min drive to a famous nature preserve with it's hiking trails. Contact me for longer bookings even if your days are booked (we will always try to accommodate longer stays). Only registered people could enter the house. Dogs need to be registered, too. No other pets please. Look forward to hosting you!

NEW! GREENWICH PICASSO HOUSE/ 5 BDRS, CLOSE TO BEACH, TRAIN, NYC

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$271.26

Tucked away on a peaceful street, this new modern apartment occupies the entire top floor and attic of a charming home. brUnwind in the cozy living room, featuring a large 4K TV and an electric fireplace—ideal for relaxing evenings. Step outside to enjoy the deck just off the living room, perfect for morning coffee or evening drinks while taking in stunning sunsets.brClose to local restaurants, parks, train stations, and all that Greenwich has to offer—convenience and charm, all in one place.brbrThe property has a private driveway with off-street parking for 2 cars and also has an EV charger!brbrGet to everything you need—shops, restaurants, parks, the beach, the library, and more are all nearby. Our place is just a 15-minute walk to scenic Byram Beach.brbrNeed to get to NYC The train station is just over a mile away, easy for a day trip or commute. Prefer to stay local Greenwich Avenue, with its upscale shops and fantastic dining, is only 5 minutes by car. Rye Playland’s charming amusement park and beach are just 10 minutes away for a fun outing.brbrThe Space:brbr- 900 square feetbr- Private entrancebr- Modern eat-in kitchenbr- Private deck with BBQ and stunning viewsbr- Private driveway with parking for 2 vehiclesbr- Electric Vehicle level 2 NACS charger (pay per use)br- Ultra-modern all-in-one washer/dryer that makes doing the laundry a breezebr- Master bedroom with a queen mattressbr- The 2nd bedroom (queen mattress) and the 3rd bedroom (twin/single mattress) are in the attic and are connected by an open doorwaybr- Full bathroom featuring elegant wood floors and a modern shower/tub combinationbr- Dedicated desk space and fast WiFibr- Blow dryerbr- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toasterbr- Walking distance to restaurants and Byram Park and Beachbr- Numerous dining options are available; both within walking distance & short car ride. br- Less than 2 miles to downtown Greenwich and the Train Stationbr- Less than 1 hr. to ManhattanbrbrThis is also a fantastic spot for getting outdoors—go for a jog or walk by the water, explore local trails, or join in on community events like concerts and movie nights.brbrWhether you're here for work, rest, or adventure, we’d love to welcome you.brKelly& Henri

Tranquil modern upstairs apt. Walk to restaurants & beach! Off-street parking,

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$718.75

Enjoy a stylish experience at this centrally-located place. This high-end luxury penthouse is located in peacefully in Greenwich. The Byram luxury unit is walkable to the Port Chester train station, great trendy restaurants (Rosina's - Colony Pizza - Bar Taco) walkable to all. brbrMinutes from 95 and 40 minutes to NYC by car. Byram beach and pool located less than 15 minutes away. Great picnic areas, tennis courts and playgrounds.

Condo

Modern Apartment 5 min from train/beach Greenwich

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$325.39

About this placebrEscape to this peaceful lakeside retreat in Greenwich, offering theperfect blend of tranquility and adventure. This private 2-bedroom, 1 bath space overlooks Frye Lake, with stunning year-round views frombrthe backyard, including a bench andbrpicnic table for relaxing by the water.brEach room features a king-size bed,brtelevision, WiFi, accommodating fourbrguests. Enjoy easy access to NYC trainbrstations and upscale shopping and dining on Greenwich Ave. Book now forbra rejuvenating lakeside experiencebrThe spacebrProperty overlooks Frye lake in Greenwich CTbrGuest accessbrGuest access is through the garage and shared staircase which leads to the private bedroom areabrDuring your staybrMessaging through Airbnb is preferredbrOther things to notebrGuests are free to walk around the property to take in views of the lakebrThe wooden deck/patio at the back of the main house is for the owner only and off limits to guests. However, guests can use the rest of the backyard including the bench and the picnic table to take in the views of the lake. Additional chairs/seating may be available on request and subject to availabilitybrThe private dock on the lake is closed for winter since the lake is frozenbrThere are cameras installed around the exterior of the property only. No changes/tampering allowed to the camerasbrNo changes or tampering to the locksbrAdditional guests are not allowed mainly since the owner will be also be staying at the house at the same timebrOwners will likely be onsite during most or all of your staybrOwner assumes no liability for risk and injuries while on the property. Guests are expected to exercise due caution when residing at the property and guests assume full liability for any accidents, risks, and injuries while staying at the property

Peaceful lakeside retreat in Greenwich [2BR, 1BA]

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$902.75

Summary:brLocation, location, location. Nestled in downtown Greenwich, this charming kid-friendly 4-BR house/2.5 bath offers prime location w/ 2 free parking spots. Enjoy a full kitchen, washer/dryer, private entrance, garden & patio. Steps away from Greenwich train station, Greenwich Ave, & key landmarks. Drive minutes to other parks & Greenwich Hospital. Easy access to NYC via train (45-55 mins to Grand Central) & via 95. Experience the best of downtown Greenwich with the convenience of home.brbrThe Space:brWelcome to this splendid post-Victorian merchant house, constructed in 1908 and meticulously updated to blend historical elegance with modern conveniences. This Airbnb listing features the main house, while the basement unit, equipped with its own private entrance, is also available for rent.brbrStep into the charming garden area, perfect for lighting up the BBQ and enjoying al fresco dining. Inside, the entire house is at your disposal—complete with 4 bedrooms, 2.5 bathrooms, and a fully equipped kitchen.brbrLocated on a vibrant main road, this home offers the perks of downtown living. It’s perfectly positioned for those eager to dive into the local scene. Greenwich Avenue, bustling with a variety of shops and restaurants, is just a 6-minute walk away. Even closer, the train station is a brief 3-minute walk, providing effortless access to nearby attractions and more. This property is ideal for anyone seeking a spacious and well-situated base to enjoy the dynamic local atmosphere.brbrNote: There is another rental downstairs directly below the kitchen and laundry area. We request to be respectful about the noise levels. This rental has a separate entrance and parking.

Best hotel alternative for big group, near train

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$672.02

New 1,300 square foot single family home in Greenwich. Home is professionally furnished and is available to lease. Professional appliances, hardwood floors throughout, marble baths and much more. Only 15 minute walk to train ride to New York City. Walking distance to Greenwich Avenue and close to all major transportation and highways. brbrGreat little fenced in outdoor space.brbrForget hotels and condos - this is the way to go!brbrWe welcome long term and short term tenantsbrbrWe have cribs and high chairs available, (fee may apply)brbr( please email all request to see if we can accommodate)

Greenwich/ Hotel Alternative/ Great Location/ Sleeps 6

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$1191.89

High end finishes throughout this just completed 3 Bedroom 4 and a half bath home. Large lower level with full bath and private entrance for your guests . Two blocks from Greenwich Ave. brBeautiful balcony off living and master bedroom. Fully equipped house with all amenities Subzero and Viking appliances marble baths hardwood floors etc.... Generous on site parking available . Walking distance to train, movies . Twenty-five minute express train to New York City, 10 min drive to Westchester Airport. Close to I 95 and all major highways. brLong term tenants 28 days or more are also responsible for their electric and cable brusage and required to have a cleaning service every other week.brGreat outdoor patio with barbecue grill.

Greenwich proper - 2 blocks from Downtown, New - Stylish, Fully loaded, Parking

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$749.14

Beautiful Old Greenwich home in a family neighborhood. Walking distance from Old Greenwich train station. Private beach and dock at end of street. Four bedrooms with queen beds, three full bathrooms and two half baths. House has front porch and rear deck with gas grill. Minimum six night stay required.

Old Greenwich Gem

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$293.34

Nestled on a quiet street just minutes from Central Greenwich, this newly remodeled ground-floor apartment is a modern, stylish space, thoughtfully designed for comfort and convenience. brbrThe property has a private driveway with off-street parking for 2 cars.brbrInside, you'll find a sleek, fully equipped kitchen—perfect for preparing meals at home—alongside a cozy living area that invites you to relax after a day of exploring or working.brbrStep outside onto the private porch to enjoy your morning coffee, or light up the BBQ and dine al fresco in a peaceful setting.brbrWhether you're visiting for business or pleasure, this stylish and efficient space has everything you need for a comfortable and memorable stay.brbrGet to everything you need—shops, restaurants, parks, the beach, the library, and more are all nearby. Our place is just a 15-minute walk to scenic Byram Beach.brbrNeed to get to NYC The train station is just over a mile away, easy for a day trip or commute. Prefer to stay local Greenwich Avenue, with its upscale shops and fantastic dining, is only 5 minutes by car. Rye Playland’s charming amusement park and beach are just 10 minutes away for a fun outing.brbrThe Space:brbr- Modern apartment with private entrancebr- Fully equipped eat-in kitchenbr- Private porch with BBQbr- Dedicated driveway with parking for 2 vehiclesbr- Ultra-modern all-in-one washer/dryer that makes doing the laundry a breezebr- Full bathroom featuring elegant wood floors and a modern shower/tub combinationbr- Master bedroom with a queen mattressbr- 2nd bedroom with two twin/single mattressesbr- Blow dryerbr- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toasterbr- Walking distance to restaurants and Byram Park and Beachbr- Numerous dining options are available; both within walking distance & short car ride.br- Less than 2 miles to downtown Greenwich and the Train Stationbr- Less than 1 hr. to ManhattanbrbrThis is also a fantastic spot for getting outdoors—go for a jog or walk by the water, explore local trails, or join in on community events like concerts and movie nights.brbrWhether you're here for work, rest, or adventure, we’d love to welcome you.brbrHenri & Kelly

Cozy 2br apartment in Greenwich with driveway. Walk to restaurants & beach!

Greenwich, Connecticut, United States

Bed

Bath

Sleeps

$552.0

Cozy and modern 3 bedroom condo with garage in the heart of Greenwich. Located 4 min away from the train station and the famous Greenwich Avenue this condo has all you need to have a pleasant stay. Restaurants, coffee shops and grocery store within walking distance makes this location hard to beat!

Condo

Spacious 3-bedroom condo in beautiful Greenwich with garage

Greenwich, Connecticut, United States

3

Bed

3

Bath

6

Sleeps

$1355.69

This fenced in property on 1 acre of land is set on a quiet cul-de-sac, centrally located to enjoy nature during the day and social life in the evenings. This full of light, warm, welcoming, and well decorated house is family friendly and has:brbr- Swimming poolbr- Fireplacebr- Children's playgroundbr- Fire pitbr- BBQ gas grillbr- Kamado Joe coal smokerbr- Basketball ringbr- All the conveniences of a fully stocked up housebrbrThere is a Mianus River park minutes away for running, biking, fishing, & hiking. Tod's Point, the Greenwich Town's private ocean beach and park is 20 minutes away and full of excellent nature experiences! Greenwich and Stamford downtown are 12 minutes away. brbrCome and enjoy summer in Greenwich!

Perfect Balance of Nature and Social Life, heated swimming pool

Greenwich, Connecticut, United States

Bed

Bath

6

Sleeps

$503.25

Escape to this beautiful and peaceful lakeside retreat in Greenwich. This private 2-bedroom, 1 bath, and a kitchenette space in lakefront home overlooks Frye Lake, with stunning year-round views. The backyard includes a short trail, bench, and a picnic table with beautiful views of the lake. Each room features a king-size bed, TV, and WiFi. A kitchenette with a double burner electric stove is provided for cooking. Easy access to NYC via train. Book now for a unique experience of relaxation and lakefront activity. Note that the owner is staying at the property too. The wooden patio at the back of the house (not shown in photos) is for the owners use only. Please be mindful not to disturb neighbors through loud sounds etc. Please wash utensils provided in the kitchenette after use. Please also exercise caution while walking outside as some parts are rustic in nature. Owner assumes no liability for injuries or other loss or damage to renters property while on premise. No smoking indoor. Please select the correct number of guests as there is a fee for each additional guest over two guests. Payment for extra guests will be requested on arrival.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich, Connecticut, United States

Bed

1

Bath

Sleeps

Select Dates for Price

Beautiful 4,800 sq ft. semi-furnished home available for rent immediately for 6 months. F 5-bedrooms all with en suite bathrooms. Minutes walk to Greenwich Avenue restaurants and shopping, the train station and popular downtown amenities and beaches. Outdoor heated pool and professionally landscaped and lighted gardens with outdoor seating, barbeque and umbrellas provided. Large family room, den, separate dining room with huge dining table for entertainment and two-car garage with plenty of space for a large family and guests. Also includes a nanny-flat with separate entrance/exit. Gourmet kitchen fully equipped. Three zone air-conditioning and heating.

Downtown sanctuary with stunning pool & gardens available from Aug1 2024 for 6m

Greenwich, Connecticut, United States

5

Bed

5

Bath

8

Sleeps

$280.11

2 - Bedroom apartment in a duplex.br4 - Minutes to Greenwich Avenue Shoppingbr6 - Minutes to Port Chester restaurantsbr8 - Minutes to Rye town and restaurants.br36 - minutes to NYCbr1 - Twin Air Mattress, SERTA auto inflate, 15 inch raised UPON REQUEST br4 - Minutes Uber/Lyft drive to Greenwich and Port Chester Metro Northbrbr Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

Greenwich Duplex Close to Just about Everything

Greenwich, Connecticut, United States

Bed

1

Bath