Title: Old Greenwich Vacation Rentals from $150: Search Short-Term Rentals | Expedia.com

[Old Greenwich Travel Guide](https://expedia.com/Old-Greenwich.dx141226)[Hotels in Old Greenwich](https://expedia.com/Old-Greenwich-Hotels.d141226.Travel-Guide-Hotels)[Flights to Old Greenwich](https://expedia.com/Cheap-Flights-To-Old-Greenwich.d141226.Travel-Guide-Flights)[Car Rentals in Old Greenwich](https://expedia.com/Car-Rentals-In-Old-Greenwich.d141226.Car-Rental-Guide)[Old Greenwich Vacation Packages](https://expedia.com/Old-Greenwich.d141226.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=141226&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=141226&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=141226&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=141226&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Old Greenwich vacation rentals

![Classic Suite | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/276bbdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 26 | Living area | 55-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1ce55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/743c7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/b6a141fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DUNE Fairfield Beach

[](https://www.expedia.com/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

Fairfield Beach

9.0/10

Wonderful

(79 reviews)

"The room was spotless and cozy and the location couldn't be better! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha

$227 nightly

$261 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

Greenwich

9.8/10

Exceptional

(27 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Crystal

$221 nightly

$251 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

Waterside

10/10

Exceptional

(11 reviews)

"Fantastic place. We had a great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara C.

$291 nightly

$329 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/533639ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/203d1ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/11c0d934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/82000000/81830000/81827600/81827580/dfe354b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Cottage - Cold Spring Harbor Water Views

[](https://www.expedia.com/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information)

Cold Spring Harbor

10/10

Exceptional

(74 reviews)

"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Randall S.

$407 nightly

$465 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Cold-Spring-Harbor-Hotels-Captains-Cottage-Cold-Spring-Harbor-Water-Views.h81827580.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/2ea3fd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/6e82711a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/b2163e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/84396bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Family Home Game Room Parking

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

Bryn Mawr

$332 nightly

$372 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/c93e763c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/953f010b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/45c78eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/926eaea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR located in Prime Yonkers Area

[](https://www.expedia.com/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

Bryn Mawr

$222 nightly

$249 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

![Offices](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/3f00e9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/e7877d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/b60310aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102690000/102683600/102683510/a391c77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

[](https://www.expedia.com/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.Hotel-Information)

Downtown Stamford

9.2/10

Wonderful

(11 reviews)

"Perfect apartment and location. Amazing communication. Thank you!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan F.

$237 nightly

$268 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Luxury-1BR-Apartment-In-Downtown-Stamford-W-Amenities-Easy-Access-To-NYC.h102683510.Hotel-Information)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/da8e7d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/aade94b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/0ba36f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100920000/100916900/100916869/8e735068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Provincial Style Studio w/ Patio & Parking

[](https://www.expedia.com/Huntington-Station-Hotels-Ultra-Modern-Country-Studio.h100916869.Hotel-Information)

Huntington Station

10/10

Exceptional

(3 reviews)

"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

$337 nightly

$385 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Huntington-Station-Hotels-Ultra-Modern-Country-Studio.h100916869.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/467f6448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/87701840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/037b947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/2d653bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information)

Port Chester

10/10

Exceptional

(30 reviews)

"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christina

$334 nightly

$382 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c0622b25_edited_5481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c64337fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/cfdd43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Home Game Room Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

White Plains

$249 nightly

$285 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/77052c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/5caa9455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/181a040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/6fa2181b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Hideaway with Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

$229 nightly

$262 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f1c65065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/97835290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/dfa9a6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/d1378cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BR Luxe Escape near NYC

[](https://www.expedia.com/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

Southeast Yonkers

8.0/10

Very Good

(2 reviews)

"Room was cold. No parking lot for vehicle. Only off-street parking was available "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

$287 nightly

$322 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/46bbe7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/8ec9b4ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/89fcebfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/83000000/82730000/82725400/82725314/1fd0cd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at the beach west beach Stamford ct.

[](https://www.expedia.com/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.Hotel-Information)

Cove - East Side - Shippan

9.8/10

Exceptional

(10 reviews)

"Fantastic place Very clean, a perfect stay !!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

bill J.

$344 nightly

$390 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Seascapes-Beach-House-At-West-Beach-Stamford-Ct.h82725314.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/0c962aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/w1000h683x0y0-12aa2b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/f2de8288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91310000/91303100/91303031/ac3861f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

[](https://www.expedia.com/Huntington-Station-Hotels-SECRET-HIDEAWAY-LUXURY-LI-STUDIO-WPRIV-ENTRN.h91303031.Hotel-Information)

Huntington Station

10/10

Exceptional

(7 reviews)

"Enjoyed our recent stay!! Would definitely come back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donna S.

$337 nightly

$385 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Huntington-Station-Hotels-SECRET-HIDEAWAY-LUXURY-LI-STUDIO-WPRIV-ENTRN.h91303031.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/386ef76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b4040565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b55aece0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/55f7d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 1BR Oasis - Prime NY Stay

[](https://www.expedia.com/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.Hotel-Information)

Bryn Mawr

$243 nightly

$272 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/951a6af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/f53f774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/w1222h835x4y0-3b2d6e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83720000/83719600/83719534/c34214f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheerful Home in Yonkers NY

[](https://www.expedia.com/Yonkers-Hotels-Cheerful-Home-In-Yonkers-NY.h83719534.Hotel-Information)

Lincoln Park

7.6/10

Good

(4 reviews)

"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tanya J.

$496 nightly

$584 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Cheerful-Home-In-Yonkers-NY.h83719534.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/df26ff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/324aa83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/634ccf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/24e015e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3 BR Near NYC with Easy Parking

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

Bryn Mawr

$518 nightly

$579 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/59c98581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/a18fd2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/01af0402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/d45254db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Beach Home near Stamford Downtown/Shippan

[](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information)

Cove - East Side - Shippan

10/10

Exceptional

(24 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyra S.

$821 nightly

$872 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information)

![1 bedroom, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/114000000/113590000/113583500/113583444/ecd1ae50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/114000000/113590000/113583500/113583444/e7e4754e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/114000000/113590000/113583500/113583444/9aaa9741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/114000000/113590000/113583500/113583444/af3567fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom apartment in Hicksville with WiFi, AC

[](https://www.expedia.com/Hicksville-Hotels-Cozy-1-Bedroom-Apartment-In-Nice-Hicksville-With-WiFi.h113583444.Hotel-Information)

Hicksville

9.2/10

Wonderful

(9 reviews)

"Nice location, clean and comfortable, and looking forward to possibly revisiting."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Doug S.

$140 nightly

$156 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Hicksville-Hotels-Cozy-1-Bedroom-Apartment-In-Nice-Hicksville-With-WiFi.h113583444.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/6c684bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/928e9d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/aafd1c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120230000/120222800/120222771/e208f14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

[](https://www.expedia.com/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information)

Greenwich

7.6/10

Good

(4 reviews)

"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen W.

$137 nightly

$154 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-Private-Gazebo-On-Byram-River.h120222771.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=141226&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Old+Greenwich%2C+Connecticut%2C+United+States+of+America&regionId=141226&latLong=41.023262%2C-73.565208&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

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## Top Old Greenwich Hotel Reviews

![Hampton Inn Garden City Long Island](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545130/031a6d93_y.jpg)

### Hampton Inn Garden City Long Island

10/10 Excellent

"The room was clean "

[](https://expedia.com/Garden-City-Hotels-Hampton-Inn-Garden-City-Long-Island.h1545130.Hotel-Information)

![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg)

### DoubleTree by Hilton Stamford

10/10 Excellent

"great staff!"

[](https://expedia.com/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Lovely space and kind staff. Breakfast was delicious."

[](https://expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![LIV Hotel Bronx](https://images.trvl-media.com/lodging/118000000/117970000/117967600/117967593/1c497b69_y.jpg)

### LIV Hotel Bronx

10/10 Excellent

"Everybody was wonderful"

[](https://expedia.com/New-York-Hotels-LIV-Hotel-Bronx.h117967593.Hotel-Information)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg)

### Royal Regency Hotel

10/10 Excellent

"The rooms clean , breakfast great staff nice "

[](https://expedia.com/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information)

![Red Roof Inn PLUS+ Long Island - Garden City](https://images.trvl-media.com/lodging/1000000/870000/865100/865060/a76ccb4f_y.jpg)

### Red Roof Inn PLUS+ Long Island - Garden City

10/10 Excellent

"The Safe didn't work I tried twice..Staff was nice , yet I didn't let anyone in to clean bc of that Reason."

[](https://expedia.com/Westbury-Hotels-Red-Roof-Inn-PLUS-Long-Island-Garden-City.h865060.Hotel-Information)

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"Nice big clean room, staff was friendly and kind. Good parking and only a short distance from where I had to go."

[](https://expedia.com/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

![Hyatt Place New York/Yonkers](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6_y.jpg)

### Hyatt Place New York/Yonkers

10/10 Excellent

"Great location, staff was great, rooms were clean and everything was accessible.will definitely return here."

[](https://expedia.com/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information)

![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg)

### Hampton Inn & Suites Yonkers - Westchester

10/10 Excellent

"."

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information)

## Find out more about Old Greenwich

**Everything you need to know about Old Greenwich vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Old Greenwich vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Greenwich vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Old Greenwich vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Old Greenwich. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Old Greenwich in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Old Greenwich rentals**

At Expedia, we put the best Old Greenwich vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Old Greenwich rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Greenwich vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Greenwich. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Old Greenwich

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Old Greenwich ](https://expedia.com/Old-Greenwich-Apartments.d141226-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Old Greenwich ](https://expedia.com/Old-Greenwich-Private-Vacation-Homes.d141226-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Old Greenwich ](https://expedia.com/Old-Greenwich-Cottages.d141226-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Old Greenwich ](https://expedia.com/Old-Greenwich-Apart-Hotels.d141226-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Old Greenwich ](https://expedia.com/Old-Greenwich-Motels.d141226-aaMotels.Travel-Guide-Accommodation)
- [B&B in Old Greenwich ](https://expedia.com/Old-Greenwich-Bed-And-Breakfast.d141226-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Old Greenwich ](https://expedia.com/Old-Greenwich-Guest-Houses.d141226-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Old Greenwich ](https://expedia.com/Old-Greenwich-Condos.d141226-aaCondos.Travel-Guide-Accommodation)
- [Villas in Old Greenwich ](https://expedia.com/Old-Greenwich-Villas.d141226-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Old Greenwich ](https://expedia.com/Old-Greenwich-Lodges.d141226-aaLodges.Travel-Guide-Accommodation)
- [Inns in Old Greenwich ](https://expedia.com/Old-Greenwich-Inns.d141226-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Old Greenwich ](https://expedia.com/Old-Greenwich-Cabins.d141226-aaCabins.Travel-Guide-Accommodation)
- [Castles in Old Greenwich ](https://expedia.com/Old-Greenwich-Castles.d141226-aaCastles.Travel-Guide-Accommodation)
- [Farmstay in Old Greenwich ](https://expedia.com/Old-Greenwich-Agritourism.d141226-aaAgritourism.Travel-Guide-Accommodation)
- [Hostels in Old Greenwich ](https://expedia.com/Old-Greenwich-Hostels.d141226-aaHostels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Old Greenwich?

### What are some of the best vacation rentals in Old Greenwich?

### How many vacation rentals will I find in Old Greenwich?

### What can I see and do in Old Greenwich?

### What are vacation rentals like in Old Greenwich?

### Expedia's Latest Trends

Hotels

- [Hotel Rooms in Hartford](https://expedia.com/Hartford-Hotels.d180005.Travel-Guide-Hotels)
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- [Hotel Rooms in Danbury](https://expedia.com/Danbury-Hotels.d6046722.Travel-Guide-Hotels)
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- [Hotel Rooms in Mystic](https://expedia.com/Mystic-Hotels.d9007.Travel-Guide-Hotels)
- [Hotel Rooms in Wallingford](https://expedia.com/Wallingford-Hotels.d7533.Travel-Guide-Hotels)
- [Hotel Rooms in New Haven](https://expedia.com/New-Haven-Hotels.d180036.Travel-Guide-Hotels)
- [Hotel Rooms in Fairfield](https://expedia.com/Fairfield-Hotels.d8066.Travel-Guide-Hotels)
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- [Hotel Rooms in Greenwich](https://expedia.com/Greenwich-Hotels.d8045.Travel-Guide-Hotels)
- [Hotel Rooms in Waterbury](https://expedia.com/Waterbury-Hotels.d10425.Travel-Guide-Hotels)

Flights

- [Flights to HVN](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
- [Hartford Cheap Flights](https://expedia.com/lp/flights/180005/flights-from-hartford)
- [Flights to HFD](https://expedia.com/Cheap-Flights-To-Hartford.d180005.Travel-Guide-Flights)

Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
- [Car rentals in Stamford](https://expedia.com/Car-Rentals-In-Stamford.d602523.Car-Rental-Guide)
- [Car rentals in Bridgeport](https://expedia.com/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)
- [Car rentals in Hartford](https://expedia.com/Car-Rentals-In-Hartford.d180005.Car-Rental-Guide)
- [Car rentals in Danbury](https://expedia.com/Car-Rentals-In-Danbury.d6046722.Car-Rental-Guide)
- [Car rentals in Waterbury](https://expedia.com/Car-Rentals-In-Waterbury.d10425.Car-Rental-Guide)

Activities

- [Things to do in Hartford](https://expedia.com/Things-To-Do-In-Hartford.d180005.Travel-Guide-Activities)

General

- [Visit Hartford](https://expedia.com/Hartford.dx180005)
- [Visit Stamford](https://expedia.com/Stamford.dx602523)
- [Visit New Haven](https://expedia.com/New-Haven.dx180036)

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