Greenwich vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Greenwich

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Stamford

4.97 out of 5 average rating, 122 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!

Feb 21 – 28

ﺩ.ﺇ515 per night

Superhost

Apartment in Stamford

4.82 out of 5 average rating, 146 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.

Feb 22 – Mar 1

ﺩ.ﺇ482 per night

Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 426 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Dec 4 – 11

ﺩ.ﺇ312 per night

Guest favorite

Guesthouse 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.

Aug 23 – 30

ﺩ.ﺇ428 per night

Guest favorite

Guesthouse 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.

Jul 11 – 16

ﺩ.ﺇ1,245 per night

Guest favorite

Guest suite in Greenwich

4.91 out of 5 average rating, 429 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.

Jul 2 – 9

ﺩ.ﺇ769 per night

Guest favorite

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.

Jan 19 – 26

ﺩ.ﺇ336 per night

Guest favorite

Home in Stamford

4.97 out of 5 average rating, 219 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

Nov 30 – Dec 7

ﺩ.ﺇ1,414 per night

Superhost

Apartment in Greenwich

4.8 out of 5 average rating, 357 reviews

The Safe House - High Tech Apt #3 - 4 beds

Comfortable and well stocked High Tech apartment delivers a great place to rest, work, and play. 2 Bedrooms (4 Beds) / 1 Bath. Features: Well stocked Eat in Kitchen. 55" Android smart TV with 300+ movie library on Google play, HBO, Netflix, and Hulu (w/ live TV). 3 x Work Stations with monitors, dock, and keyboard / mouse. 1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything NY & CT have to offer. NO PARTIES OR EVENTS

Jan 31 – Feb 7

ﺩ.ﺇ571 per night

Guest favorite

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.

Sep 14 – 21

ﺩ.ﺇ744 per night

Guest favorite

Guest suite in Haverstraw

4.95 out of 5 average rating, 293 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Feb 18 – 25

ﺩ.ﺇ310 per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 109 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Nov 26 – Dec 3

ﺩ.ﺇ445 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Greenwich vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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 vacation rentals in Greenwich

Superhost

Apartment in Stamford

4.88 out of 5 average rating, 162 reviews

High-Line Harbor Flat 2BD|Train|HarborPoint Access

Feb 27 – Mar 6

ﺩ.ﺇ495 per night

Guest favorite

Apartment in Mamaroneck

4.93 out of 5 average rating, 176 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

Jan 13 – 20

ﺩ.ﺇ507 per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Feb 9 – 16

ﺩ.ﺇ462 per night

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 210 reviews

Bright Stylish Chic 4BR 4BA Home

Dec 30 – Jan 6

ﺩ.ﺇ2,193 per night

Guest favorite

Home in Stony Brook

4.94 out of 5 average rating, 478 reviews

Spacious Studio Apartment- near SBU

Feb 24 – Mar 3

ﺩ.ﺇ380 per night

Guest favorite

Guest suite in White Plains

4.87 out of 5 average rating, 164 reviews

1BR close to White Plains train station

Oct 11 – 18

ﺩ.ﺇ555 per night

Guest favorite

Guesthouse in Greenwich

4.88 out of 5 average rating, 82 reviews

Overlook Cabin in downtown Greenwich CT

Sep 29 – Oct 6

ﺩ.ﺇ340 per night

Guest favorite

Guesthouse in Greenwich

5.0 out of 5 average rating, 20 reviews

Cozy brand new guest home

Aug 18 – 25

ﺩ.ﺇ551 per night

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Other great vacation rentals in Greenwich

Guest favorite

Townhouse in Greenwich

4.91 out of 5 average rating, 97 reviews

Walk to Greenwich Ave [KING bed] BEST Location

Nov 28 – Dec 5

ﺩ.ﺇ1,848 per night

Guest favorite

Condo in Stamford

5.0 out of 5 average rating, 47 reviews

Downtown gem w/ parking, Wi-Fi+!

May 22 – 29

ﺩ.ﺇ613 per night

Guest favorite

Home in Greenwich

4.95 out of 5 average rating, 21 reviews

Cottage/Cabin Retreat by River Near Downtown

Oct 8 – 15

ﺩ.ﺇ2,378 per night

Guest favorite

Apartment in Stamford

5.0 out of 5 average rating, 53 reviews

Standalone Cottage surrounded by woods

Dec 31 – Jan 7

ﺩ.ﺇ400 per night

Guest favorite

Guest suite in Port Chester

4.96 out of 5 average rating, 85 reviews

Comfortable Colonial Urban retreat.

Jun 13 – 20

ﺩ.ﺇ505 per night

Guest favorite

Guest suite in Wilton

4.97 out of 5 average rating, 38 reviews

Guest suite with private enter

Jul 28 – Aug 4

ﺩ.ﺇ358 per night

Guest favorite

Guest suite in Stamford

4.97 out of 5 average rating, 37 reviews

Retreat in North Stamford

Jun 17 – 24

ﺩ.ﺇ520 per night

Guest favorite

Apartment in Stamford

4.97 out of 5 average rating, 31 reviews

Luxurious 1BR Downtown Stamford

Nov 1 – 8

ﺩ.ﺇ741 per night

Show all

Quick stats about vacation 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

Frequently Asked Questions

Where should I stay in Greenwich?
Make yourself at home in Greenwich by choosing from our most frequently booked neighborhoods. We have over 340 vacation rentals in North Stamford, over 60 vacation rentals in Purchase, and over 50 vacation rentals in Tamarack Gardens.
Are there vacation rentals with a dedicated workspace in Greenwich?
Yes! Work meets play with ease at over 180 vacation rentals in Greenwich featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Greenwich?
Four-legged friends are welcome in Greenwich. Choose from more than 100 vacation rentals for guests traveling with pets.
Are there Greenwich vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Greenwich, available on Airbnb. Make a splash and soak up the sun in style!
Do bed and breakfast rentals in Greenwich have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Greenwich. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in private suite rentals in Greenwich?
Experience the best of Greenwich with our private suite rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Greenwich have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greenwich have wifi?
Absolutely! We offer over 60 apartment rentals with wifi in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greenwich have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Greenwich?
Greenwich has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Greenwich vacation rentals

Top-rated vacation rentals in Greenwich

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Greenwich vacation rentals

Stay near Greenwich's top sights

Other great vacation rentals in Greenwich

Apartment in Stamford

Apartment in Mamaroneck

Apartment in Brookfield

Home in Stamford

Home in Stony Brook

Guest suite in White Plains

Guesthouse in Greenwich

Guesthouse in Greenwich

Other great vacation rentals in Greenwich

Townhouse in Greenwich

Condo in Stamford

Home in Greenwich

Apartment in Stamford

Guest suite in Port Chester

Guest suite in Wilton

Guest suite in Stamford

Apartment in Stamford

Quick stats about vacation rentals in Greenwich

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Greenwich?

Are there vacation rentals with a dedicated workspace in Greenwich?

Are there pet-friendly vacation rentals in Greenwich?

Are there Greenwich vacation rentals on Airbnb with pools?

Do bed and breakfast rentals in Greenwich have air conditioning?

How much does it cost to stay in private suite rentals in Greenwich?

Do apartment rentals in Greenwich have a gym?

Do apartment rentals in Greenwich have wifi?

Do apartment rentals in Greenwich have a bbq area?

Are there family-friendly house rentals in Greenwich?

Destinations to explore