Where should I stay in Greenwich?

Make yourself at home in Greenwich by choosing from our most frequently booked neighborhoods. We have over 370 vacation rentals in North Stamford, over 70 vacation rentals in Purchase, and over 60 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 110 vacation rentals for guests traveling with pets.

Do condo rentals in Greenwich have air conditioning?

Absolutely! We offer over 10 condo rentals with air conditioning in Greenwich. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in condo rentals in Greenwich?

Experience the best of Greenwich with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do house rentals in Greenwich have a gym?

Absolutely! We offer over 50 house rentals with a gym in Greenwich. Enjoy a tailored experience with all the comforts you desire.

Are there Greenwich house rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 30 house rentals 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 wifi?

Absolutely! We offer over 10 bed and breakfast rentals with wifi in Greenwich. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Greenwich have a bbq area?

Absolutely! We offer over 40 house rentals with a bbq area in Greenwich. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly apartment rentals in Greenwich?

Greenwich has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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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Superhost

Cottage in Greenwood Lake

4.86 out of 5 average rating, 188 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include complimentary lake access at nearby beach, family board games, children's books, toys & a mini game table for ping-pong, air hockey, football & billiards!

Guest favorite

Apartment in Greenwood Lake

4.94 out of 5 average rating, 79 reviews

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

Guest favorite

Home in Greenwood Lake

5 out of 5 average rating, 113 reviews

Time to escape to the lake!Hot-tub/1 hour from NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 180 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Superhost

Home in Washington

4.89 out of 5 average rating, 27 reviews

ShrinkMapBestTown Washington "Shearer" PoshPadsCT

PoshPadsCT Perfect Washington country cottage surrounded by large estates on a scenic dirt walking/biking road. 3 BR (King BR with private bath, Queen BR, Bunk Bedroom) + LR Queen Sofa Bed, 3 Bath with heated pool. Wood deck, Swing, bikes, Gas BBQ, Eat In Kitchen, 2 wood-burning fireplaces, board games, Flat TVs, WiFi. Sub Zero refrigerator, gas range. Close to wonderful restaurants and activities, Mohawk skiing, White Memorial Preserve, Mt. Tom, Lake Waramaug and historic Litchfield.

Superhost

Guesthouse in Milford

4.92 out of 5 average rating, 204 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Guest favorite

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Guest favorite

Cabin in Greenwood Lake

4.96 out of 5 average rating, 414 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Guest favorite

Cottage in Vernon Township

4.94 out of 5 average rating, 190 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Guest favorite

Cottage in Greenwood Lake

4.98 out of 5 average rating, 326 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

Guest favorite

Apartment in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Guest favorite

Cottage in Pawling

4.98 out of 5 average rating, 110 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

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

Chipotle Mexican Grill111 locals recommend

The Cheesecake Factory60 locals recommend

Whole Foods Market54 locals recommend

Barcelona Wine Bar51 locals recommend

Stamford Town Center34 locals recommend

Playland Park29 locals recommend

Other great vacation rentals in Greenwich

Guest favorite

Apartment in Wallkill

4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

Superhost

Home in West Haven

4.75 out of 5 average rating, 32 reviews

Coastal Cottage.

Superhost

Apartment in Brentwood

4.78 out of 5 average rating, 23 reviews

Home away your home

Guest favorite

Home in Vernon Township

4.9 out of 5 average rating, 31 reviews

Highland Bluffs Lake House, 50 miles from NYC

Guest favorite

Home in East Patchogue

4.79 out of 5 average rating, 149 reviews

Bay's Edge Vacation Get a Way

Superhost

Apartment in Beacon

4.84 out of 5 average rating, 101 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

Superhost

Home in Putnam Valley

4.75 out of 5 average rating, 36 reviews

The Blue Lake House!

Guest favorite

Cabin in Warwick

4.96 out of 5 average rating, 114 reviews

Magnificent Log Cabin Getaway with Private Lake

Show all

Quick stats about vacation rentals in Greenwich

Total rentals
290 properties
Total number of reviews
10K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace

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 370 vacation rentals in North Stamford, over 70 vacation rentals in Purchase, and over 60 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 110 vacation rentals for guests traveling with pets.
Do condo rentals in Greenwich have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Greenwich. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Greenwich?
Experience the best of Greenwich with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Greenwich have a gym?
Absolutely! We offer over 50 house rentals with a gym in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Are there Greenwich house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 house rentals 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 wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenwich have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Greenwich. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Greenwich?
Greenwich has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Greenwich vacation rentals

Top-rated vacation rentals in Greenwich

Cottage in Greenwood Lake

Apartment in Greenwood Lake

Home in Greenwood Lake

Cottage in Cortlandt

Home in Washington

Guesthouse in Milford

Home in Northport

Cabin in Greenwood Lake

Cottage in Vernon Township

Cottage in Greenwood Lake

Apartment in Long Beach

Cottage in Pawling

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 Wallkill

Home in West Haven

Apartment in Brentwood

Home in Vernon Township

Home in East Patchogue

Apartment in Beacon

Home in Putnam Valley

Cabin in Warwick

Quick stats about vacation rentals in Greenwich

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore