Holiday rentals in Greenwich

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Top-rated holiday rentals in Greenwich

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Superhost

Flat in Stamford

4.82 out of 5 average rating, 145 reviews

Sunset Retreat: 1BR Walking Distance to the Beach

Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

4–11 Feb

€ 133 per night

Guest favourite

Flat in Stamford

4.97 out of 5 average rating, 118 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

16–23 Dec

€ 163 per night

Guest favourite

Guest house in Norwalk

4.99 out of 5 average rating, 207 reviews

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

19–26 May

€ 131 per night

Guest favourite

Guest house in Norwalk

5.0 out of 5 average rating, 113 reviews

Private one bedroom cottage on Conn. seashore

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian friendly town; you don't even need a car while here.

26 Apr – 3 May

€ 374 per night

Guest favourite

Guest house in Greenwich

4.88 out of 5 average rating, 82 reviews

Overlook Cabin in downtown Greenwich CT

Last house on a private road, one parking available, conveniently located walk to train station, Greenwich Avenue in Greenwich CT to the ferry, Sherman Park for beach access. Travel to New York City in 37 minutes with the Metro-North Express train. We are at one of the highest points on the Greenwich Coastline. You can hear the sounds of life: from church bells ringing, the train to NYC and Rt 95 traffic, NO SMOKING NO parties NO events Sorry NO PETS service animals always welcomed.

6–13 Sep

€ 121 per night

Guest favourite

Guest suite in Greenwich

4.91 out of 5 average rating, 427 reviews

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

7–14 May

€ 153 per night

Guest favourite

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

30 Dec – 6 Jan

€ 104 per night

Guest favourite

Flat in Greenwich

4.96 out of 5 average rating, 70 reviews

Cozy 2 BR Greenwich Apt. with easy access to NYC

Cozy two bedroom apartment on a quiet street in Greenwich with brand new appliances. Walking distance to Metro North train station, beach, park, tennis court, pickle ball court, restaurants, shops. Just 38 minutes from NYC. Few minutes drive to downtown. Fully stocked kitchen and laundry with everything you may need. Living room with 65" Smart TV. Master BR with 45" Smart TV. The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay.

18–25 Aug

€ 199 per night

Guest favourite

Home in Stamford

4.97 out of 5 average rating, 218 reviews

Midcentury Modern ZenHouse Sculptor Studio

Zenhouse mission to inspire creativity, art, spirituality and rejuvenate.Experience complete tranquility in the Zen-like environment .Please read house rules before booking . Zen House Satori consists of an architecturally significant mid-century modern 3.5 acre private estate -main house @ Zenhouse in CT. This is the ideal setting for a memorable romantic getaway, solo adventures and business travelers – not to mention photoshoots and film locations! Inside Sculptor studio

22–29 May

€ 392 per night

Superhost

Flat in Greenwich

4.81 out of 5 average rating, 296 reviews

The Safe House - High Tech Apt #2 - 3 Beds

2 BD / 1 BA Apt in multi-family house from experienced superhost that is well stocked and decorated for comfort. Get the experience of 2 x hotel rooms for the price of one, and includes your own kitchen, and lots of media content. Great mattresses, linens, big screen TVs, 3 x desks - work stations - and always clean. Well stocked kitchen includes Keurig coffee, spices, condiments, beverages. Dish Washer, microwave, and cookware / dishes to put on family meal.

9–16 Mar

€ 182 per night

Guest favourite

Loft in Stamford

4.96 out of 5 average rating, 161 reviews

Luxury Loft Apt. with easy access to NYC & CT

Gorgeous and modern 2 bedroom apartment in Harbor Point area. Walking distance to the train station , restaurants, parks, shops, waterfront boardwalk and just 48 minutes from the Big Apple. Few minutes drive to downtown. A large kitchen and laundry with everything you may need and a spacious living room with 48 inch TV cable access and internet.The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay to ensure your safety.

12–19 Sep

€ 234 per night

Guest favourite

Flat in Harrison

4.96 out of 5 average rating, 247 reviews

Luxury Private Apartment - Walk to Train for NYC!

Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

13–20 Jan

€ 134 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Greenwich holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Greenwich's top sights

Playland Park29 locals recommend

Westchester County Airport20 locals recommend

The Capitol Theatre22 locals recommend

Costco Wholesale6 locals recommend

Greenwich Point Beach28 locals recommend

The Performing Arts Center3 locals recommend

Other great holiday rentals in Greenwich

Superhost

Flat in Stamford

4.83 out of 5 average rating, 6 reviews

Modern Luxury 1BR Apt in Downtown Stamford

20–27 Jul

€ 155 per night

Guest favourite

Townhouse in Greenwich

4.91 out of 5 average rating, 96 reviews

Walk to Greenwich Ave [KING bed] BEST Location

7–14 Mar

€ 378 per night

Superhost

Flat in Stamford

4.78 out of 5 average rating, 60 reviews

The Cozy Studio

2–9 Oct

€ 132 per night

Guest favourite

Flat in Greenwich

5.0 out of 5 average rating, 7 reviews

True Downtown Greenwich 1-BR apartment

28 Apr – 5 May

€ 243 per night

Superhost

Home in Greenwich

4.82 out of 5 average rating, 61 reviews

Luxury designer home with garage in Greenwich

20–27 Dec

€ 617 per night

Guest favourite

Guest suite in Greenwich

4.85 out of 5 average rating, 87 reviews

Cozy Up In Cos Cob

30 Jun – 7 Jul

€ 184 per night

Guest favourite

Home in Greenwich

4.95 out of 5 average rating, 21 reviews

Cottage/Cabin Retreat by River Near Downtown

29 Jun – 6 Jul

€ 911 per night

Guest favourite

Guest suite in Port Chester

4.96 out of 5 average rating, 84 reviews

Comfortable Colonial Urban retreat.

9–16 Feb

€ 109 per night

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Quick stats about holiday rentals in Greenwich

Total rentals	280 properties
Rentals with dedicated workspaces	180 properties have a dedicated workspace
Rentals with a pool	50 properties have a pool
Pet-friendly rentals	100 properties allow pets
Family-friendly rentals	140 properties are a good fit for families
Total number of reviews	9.4K reviews

Holiday rentals in Greenwich

Top-rated holiday rentals in Greenwich

Flat in Stamford

Flat in Stamford

Guest house in Norwalk

Guest house in Norwalk

Guest house in Greenwich

Guest suite in Greenwich

Guest suite in Norwalk

Flat in Greenwich

Home in Stamford

Flat in Greenwich

Loft in Stamford

Flat in Harrison

Holiday rentals for every style

Houses

Flats

Hotels

Popular amenities for Greenwich holiday rentals

Stay near Greenwich's top sights

Other great holiday rentals in Greenwich

Flat in Stamford

Townhouse in Greenwich

Flat in Stamford

Flat in Greenwich

Home in Greenwich

Guest suite in Greenwich

Home in Greenwich

Guest suite in Port Chester

Quick stats about holiday rentals in Greenwich

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore