Title: Greenport Vacation Rentals from $305: Search Short-Term Rentals | Expedia.com

[Greenport Travel Guide](https://expedia.com/Greenport.dx110728)[Hotels in Greenport](https://expedia.com/Greenport-Hotels.d110728.Travel-Guide-Hotels)[Flights to Greenport](https://expedia.com/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)[Things to do in Greenport](https://expedia.com/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)[Car Rentals in Greenport](https://expedia.com/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)[Greenport Vacation Packages](https://expedia.com/Greenport.d110728.Destination-Travel-Guides)

![Always a nice ride out east here! ](https://images.trvl-media.com/place/110728/62d5cb36-9c7f-4534-97ff-4068f144c18e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Heather J

![](https://images.trvl-media.com/place/110728/62d5cb36-9c7f-4534-97ff-4068f144c18e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=110728&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=110728&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=110728&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=110728&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Greenport vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/56d08917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/edabfa8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/a03a52f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/1f68f090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Pipes Cove

[](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

9.8/10

Exceptional

(77 reviews)

"Wonderful stay at such a special spot. "

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

Meg B.

[](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

$176 nightly

$201 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/65a3c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/676d68a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"

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

Beth R.

$486 nightly

$555 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/777d29d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/5a3a43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/93dc69f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/7b423804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Greenport

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

10/10

Exceptional

(1 review)

"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"

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

Jeannette M.

$571 nightly

$652 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/w1440h957x0y3-4708a518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/w1439h957x0y3-0a9cd1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/907ffc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/28ef29e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-Gorgeous-Greenport-Beach-House-Right-On-The-Sound-Breathtaking-Views.h95352098.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"

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

Carine J.

$732 nightly

$836 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Gorgeous-Greenport-Beach-House-Right-On-The-Sound-Breathtaking-Views.h95352098.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943245/e1b28457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943245/38bb2954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943245/0ac400e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943245/60a692f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-6.h71943245.Hotel-Information)

2.0/10

(1 review)

"Not as advertised. Very disappointed "

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

Jeffrey

$210 nightly

$240 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-6.h71943245.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/0f4ff70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/a46c8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/9eb51e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/b7591d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in East Lyme

[](https://www.expedia.com/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information)

10/10

Exceptional

(3 reviews)

"It was a peaceful and quant "

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

Patricia M.

$224 nightly

$254 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f4eab9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/ede1bdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/07925577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f9422745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in East Lyme

[](https://www.expedia.com/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Every thing was amazing "

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

Annaliaa C.

$203 nightly

$230 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/85d04a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/c66a667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/eb388ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/e3540489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Old Lyme

[](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.Hotel-Information)

$332 nightly

$376 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.Hotel-Information)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Napeague

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

8.8/10

Excellent

(306 reviews)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

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

Jerry

$167 nightly

$190 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Clinton

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

9.6/10

Exceptional

(37 reviews)

"Many local restaurants near by. Christy's for breakfast was very good. "

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

Benjamin H.

$174 nightly

$197 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/116c6f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/fcccb3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/2c178ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/2c60a89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Lyme

[](https://www.expedia.com/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information)

8.0/10

Very Good

(2 reviews)

"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "

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

October P.

$201 nightly

$225 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/d1477c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/94e03953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/49ec459f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/a5732811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in East Lyme

[](https://www.expedia.com/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

10/10

Exceptional

(9 reviews)

"It was PERFECT way to spend USCGA Parent’s Weekend!!"

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

Kerri G.

$353 nightly

$399 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/33a85d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/b32ce68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/d4ad42a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/fda79bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waterford

[](https://www.expedia.com/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information)

10/10

Exceptional

(11 reviews)

"We had a nice stay. Kitchen well stocked and house was clean and comfortable."

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

Elaine A.

$345 nightly

$388 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/0bbae525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/f3aa91d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/185a0230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/035b4021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Waterford

[](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information)

10/10

Exceptional

(16 reviews)

"Convenient location. The property had everything we needed for a one-night stay. "

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

Jane E.

$270 nightly

$305 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/80e6a0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/62b9e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/deffdcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Clinton

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

10/10

Exceptional

(21 reviews)

"Enjoyed our stay - Highly recommend!"

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

Mary S.

$231 nightly

$261 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/c78f7795.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/115000000/114190000/114187500/114187476/ac410528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/87e567b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114190000/114187500/114187476/66104531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waterford

[](https://www.expedia.com/Waterford-Hotels-Charming-2-Bedroom-House-With-WiFi.h114187476.Hotel-Information)

10/10

Exceptional

(1 review)

"The home was very clean and welcoming."

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

Michelle M.

$326 nightly

$369 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Waterford-Hotels-Charming-2-Bedroom-House-With-WiFi.h114187476.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/e98e2196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/0f5be429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/efa99c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/b134d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Killingworth

[](https://www.expedia.com/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

10/10

Exceptional

(55 reviews)

"Amazing property, we loved everything about it, highly recommended, will stay again "

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

Rick

$726 nightly

$821 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/b305c77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/7ee4af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/27df0d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

9.2/10

Wonderful

(11 reviews)

"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."

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

Harry V.

$471 nightly

$538 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/84a27bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/997596e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4422918e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information)

9.6/10

Exceptional

(15 reviews)

"Nice house. Photos and descriptions represent it very accurately. "

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

Will K.

[](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.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=2026-03-14&endDate=2026-03-15&regionId=110728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_110728)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America&regionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=HOUSE_BOAT)

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## Top Greenport Hotel Reviews

![Silver Sands Motel & Beach Bungalows](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg)

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Everything was perfect. Beautiful room, lovely staff, great food. "

[](https://expedia.com/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Nice "

[](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg)

### Sleep Inn & Suites Niantic North

10/10 Excellent

"Staff were super friendly, Room was great. Breakfast was yummy and the pool was warm! Handled a horrible snow storm very well!"

[](https://expedia.com/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information)

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Fantastic stay. Excellent service. Perfect location. Wonderful breakfast."

[](https://expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The Menhaden](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf_y.jpg)

### The Menhaden

10/10 Excellent

"John is an excellent hospitality professional. Very mindful of the guest experience. "

[](https://expedia.com/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg)

### Hyatt Place Long Island East End

10/10 Excellent

"Everyone was polite room was great staff is very helpful "

[](https://expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg)

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question. "

[](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Everything was wonderful Very nice staff Room was very clean Bed was comfy View was wonderful "

[](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg)

### Best Western Niantic - New London/Mystic Area

10/10 Excellent

"Nice clean hotel "

[](https://expedia.com/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

## Find out more about Greenport

**Everything you need to know about Greenport 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 Greenport 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 Greenport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Greenport vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Greenport. 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 Greenport 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 $305 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 Greenport rentals**

At Expedia, we put the best Greenport 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 Greenport 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 Greenport 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 Greenport. 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
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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [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)

- [Vacation Homes in Greenport ](https://expedia.com/Greenport-Private-Vacation-Homes.d110728-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Greenport ](https://expedia.com/Greenport-Cottages.d110728-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Greenport ](https://expedia.com/Greenport-Apartments.d110728-aaApartments.Travel-Guide-Accommodation)
- [B&B in Greenport ](https://expedia.com/Greenport-Bed-And-Breakfast.d110728-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Greenport ](https://expedia.com/Greenport-Villas.d110728-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Greenport ](https://expedia.com/Greenport-Condos.d110728-aaCondos.Travel-Guide-Accommodation)
- [RV Parks in Greenport ](https://expedia.com/Greenport-RV-Parks.d110728-aaRVParks.Travel-Guide-Accommodation)
- [Motels in Greenport ](https://expedia.com/Greenport-Motels.d110728-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Greenport ](https://expedia.com/Greenport-Agritourism.d110728-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Greenport ](https://expedia.com/Greenport-Apart-Hotels.d110728-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Greenport ](https://expedia.com/Greenport-Resorts.d110728-aaResorts.Travel-Guide-Accommodation)
- [Inns in Greenport ](https://expedia.com/Greenport-Inns.d110728-aaInns.Travel-Guide-Accommodation)
- [Cabin Rentals in Greenport ](https://expedia.com/Greenport-Cabins.d110728-aaCabins.Travel-Guide-Accommodation)
- [Houseboats in Greenport ](https://expedia.com/Greenport-Houseboats.d110728-aaHouseboats.Travel-Guide-Accommodation)
- [Guest Houses in Greenport ](https://expedia.com/Greenport-Guest-Houses.d110728-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Greenport ](https://expedia.com/Greenport-Chalets.d110728-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Greenport ](https://expedia.com/Greenport-Hostels.d110728-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Greenport ](https://expedia.com/Greenport-Lodges.d110728-aaLodges.Travel-Guide-Accommodation)
- [Residences in Greenport ](https://expedia.com/Greenport-Residences.d110728-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Greenport?

### What are some of the best vacation home rentals that Greenport has to offer?

### How many vacation rentals are there in Greenport?

### What can I see and do in Greenport?

### What are vacation rentals like in Greenport?

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- [Hotels in Lake George](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)
- [Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)

Flights

- [Flights to Albany](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to Niagara Falls](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to Syracuse](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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