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, 123 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!

Aug 16 – 23

G$30,833 GYD 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 25 – Mar 4

G$27,546 GYD per night

Guest favorite

Guest suite in Bayville

4.91 out of 5 average rating, 427 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 11 – 18

G$17,730 GYD per night

Guest favorite

Guesthouse in Norwalk

4.99 out of 5 average rating, 208 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.

Nov 3 – 10

G$27,079 GYD 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

G$70,711 GYD per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 3 – 10

G$24,982 GYD 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 16 – 23

G$42,886 GYD 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.

Sep 4 – 11

G$18,363 GYD 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 4 – 11

G$80,314 GYD per night

Superhost

Apartment in Greenwich

4.81 out of 5 average rating, 297 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.

Dec 2 – 9

G$37,805 GYD 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 18 – 25

G$42,274 GYD 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:)

Apr 6 – 13

G$17,628 GYD 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

Guest favorite

Guest suite in White Plains

4.87 out of 5 average rating, 164 reviews

1BR close to White Plains train station

Sep 9 – 16

G$30,525 GYD per night

Guest favorite

Apartment in Mamaroneck

4.93 out of 5 average rating, 176 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

Oct 16 – 23

G$28,812 GYD per night

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 211 reviews

Bright Stylish Chic 4BR 4BA Home

Dec 27 – Jan 3

G$138,424 GYD per night

Guest favorite

Barn in Mount Kisco

4.91 out of 5 average rating, 539 reviews

NY Rustic Cottage Getaway

Nov 6 – 13

G$32,382 GYD 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.

Oct 25 – Nov 1

G$26,846 GYD per night

Superhost

Apartment in Stamford

4.88 out of 5 average rating, 162 reviews

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

Mar 30 – Apr 6

G$28,109 GYD per night

Guest favorite

Home in Wilton

4.93 out of 5 average rating, 160 reviews

Mid Century Modern Cottage

Sep 23 – 30

G$31,196 GYD per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 reviews

Sunny Lakeview Guesthouse

Oct 23 – 30

G$28,083 GYD per night

Show all

Other great vacation rentals in Greenwich

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Oct 8 – 15

G$29,813 GYD per night

Guest favorite

Home in Stony Brook

4.94 out of 5 average rating, 478 reviews

Spacious Studio Apartment- near SBU

Mar 1 – 8

G$21,567 GYD per night

Superhost

Apartment in Westport

4.85 out of 5 average rating, 148 reviews

Spacious Upscale Studio with Pool Table

Jun 23 – 30

G$36,668 GYD per night

Guest favorite

Home in Long Island

4.98 out of 5 average rating, 129 reviews

Eco-friendly Apartment. in Cozy home pvt entrance.

Oct 8 – 15

G$28,262 GYD per night

Guest favorite

Guesthouse in Peekskill

4.94 out of 5 average rating, 207 reviews

Peekskill Carriage House Downtown Studio

Aug 7 – 14

G$29,603 GYD per night

Guest favorite

Apartment in Glen Cove

4.95 out of 5 average rating, 148 reviews

Comfy and very spacious apartment!

Sep 10 – 17

G$25,960 GYD per night

Guest favorite

Apartment in Ossining

4.98 out of 5 average rating, 186 reviews

Hudson River Views 1-Bedroom Apt.

Dec 2 – 9

G$28,770 GYD per night

Guest favorite

Guesthouse in Greenwich

5.0 out of 5 average rating, 20 reviews

Cozy brand new guest home

Jul 4 – 11

G$27,089 GYD 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

Guest suite in White Plains

Apartment in Mamaroneck

Home in Stamford

Barn in Mount Kisco

Apartment in Brookfield

Apartment in Stamford

Home in Wilton

Guesthouse in Mahopac

Other great vacation rentals in Greenwich

Apartment in Redding

Home in Stony Brook

Apartment in Westport

Home in Long Island

Guesthouse in Peekskill

Apartment in Glen Cove

Apartment in Ossining

Guesthouse in Greenwich

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