Title: Sag Harbor Vacation Rentals from CA $248: Short-Term Rentals for 2026 | Expedia.ca

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![Sag Harbor](https://images.trvl-media.com/place/154327/2fa7105b-f3b3-4a94-a762-647a1d718945.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Sag Harbor Vacation Rentals

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## Check prices for these dates

Tonight

[Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-11&endDate=2026-01-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 12 - Jan 13](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-12&endDate=2026-01-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Sag Harbor vacation rentals

![Living area](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/81c1a2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/7c610f07.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/122000000/121230000/121223500/121223481/9bd2f7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/493ff63c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Sag Harbor Beach House with Pool

[](https://www.expedia.ca/Sag-Harbor-Hotels-Newly-Renovated-Sag-Harbor-Beach-House-With-Pool.h121223481.Hotel-Information)

Sag Harbor

CA $631

CA $1,277 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Sag-Harbor-Hotels-Newly-Renovated-Sag-Harbor-Beach-House-With-Pool.h121223481.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/0ceaea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/126bef9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/b7d556ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-bedroom house with water views and 2 houses from the bay.

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

Sag Harbor

CA $5,565

CA $8,894 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.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/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/4c26b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/10a94b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Water View w Dock 1.5ml from town

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

Bay Point

CA $6,261

CA $8,833 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/ec2516ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

Montauk

9.2/10

Wonderful

(1,281 reviews)

"Very beautiful place, staff are amazing. Thank you"

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

Frank

CA $193

CA $248 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/150849d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/55dd3e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/909788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stern at Soundview · Beach+Ocean+Sunrise

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information)

Old Lyme

10/10

Exceptional

(3 reviews)

"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "

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

Lylian

CA $106

CA $269 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/a654b98c.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)

### 1-bedroom cottage with Grove Beach 🏖️ access.

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

Clinton

9.6/10

Exceptional

(34 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.

CA $109

CA $248 total

includes taxes & fees

Jan 20 - Jan 21

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

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/0a5356ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/f28083b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/765aa668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/b72c2ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze #3: Cozy Cottage by the beach

[](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information)

Hampton Bays

10/10

Exceptional

(1 review)

CA $77

CA $606 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information)

![One Bedroom Condo King with Ocean view | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/0ca01820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/804eaa5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Residences

[](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

Downtown Montauk

CA $639

CA $889 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/f55efa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/a87c1b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/1c33ad63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/9b6d9dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Cottage, 5 min walk to water & town

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.Hotel-Information)

Westbrook Center

9.4/10

Exceptional

(15 reviews)

"Very nice small place to stay by the beach and close to great coffee shop. "

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

Donovan V.

CA $262

CA $607 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.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)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/9e4cf8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

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

Greenport

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.

CA $390

CA $825 total

includes taxes & fees

Feb 5 - Feb 6

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

![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)

![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)

### Black Swan: Beachfront Home w/ Year-Round Jacuzzi

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

Hampton Bays

9.6/10

Exceptional

(14 reviews)

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

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

Will K.

CA $209

CA $1,771 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/0757fd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/22c7cce7.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/109000000/108020000/108011000/108010988/w1131h754x6y7-9ef245fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

Calverton

8.6/10

Excellent

(8 reviews)

"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."

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

Nicole A.

CA $430

CA $925 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h956x0y0-f00664d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h953x0y0-69414cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h959x0y0-51b04f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

Saybrook Manor

9.6/10

Exceptional

(134 reviews)

"We loved our stay!"

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

Deana L.

CA $278

CA $715 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss w/ Game Room, Gym & Golf Green

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

Westbrook

10/10

Exceptional

(1 review)

"Perfect house for 6 guests. Loved that it was close to the beach."

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

Shannon G.

CA $205

CA $718 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/062981d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/1df3b518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/4d2b821a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/f9943aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### White Studio Apt w/ Balcony, Tub & Ocean view!

[](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information)

Napeague

8.0/10

Very good

(1 review)

CA $612

CA $1,167 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/1190496c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/934c8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/253d38d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/ef1a1d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canoe Place Waterfront Residences

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information)

Hampton Bays

10/10

Exceptional

(1 review)

CA $2,010

CA $2,435 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/146ca0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/aed266db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackberry: Private home with jacuzzi year-round

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

East Hampton

9.0/10

Wonderful

(4 reviews)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

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

Suzanne R.

CA $138

CA $1,361 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/c1360527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/b56aaa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/f42f3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/fed3485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach cottage, private road, private beach, private mooring, private parking. 

[](https://www.expedia.ca/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

Laurel

10/10

Exceptional

(1 review)

CA $376

CA $1,127 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Laurel-Hotels-Beach-Cottage.h106340524.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)

![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/96000000/95360000/95352100/95352098/9392204d.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)

### Beachfront Greenport Villa

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

Greenport

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.

CA $543

CA $1,081 total

includes taxes & fees

Jan 12 - Jan 13

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

![Exterior](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/0fd41d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/618bb647.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/e5db1f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully farmhouse

[](https://www.expedia.ca/Southold-Hotels-Beautifully-Farmhouse.h113098265.Hotel-Information)

Southold

10/10

Exceptional

(3 reviews)

"good experience"

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

Anonymous traveller

CA $835

CA $1,634 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Southold-Hotels-Beautifully-Farmhouse.h113098265.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.ca/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26&regionId=154327&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Sag+Harbor%2C+New+York%2C+United+States+of+America&regionId=154327&latLong=40.997879%2C-72.29258&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=HOUSE_BOAT)

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## Top Sag Harbor Hotel Reviews

![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg)

### Residence Inn by Marriott New York Long Island East End

10/10 Excellent

"great place,I loved it"

[](https://expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"Amazing room and view from the room was perfect! "

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg)

### Hilton Garden Inn Riverhead

10/10 Excellent

"Clean, well maintained stay with a working Gym "

[](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.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

"Clean and quiet. "

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

![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg)

### Saybrook Point Resort & Marina

10/10 Excellent

"All was beautiful"

[](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg)

### Offshore Montauk

10/10 Excellent

"Always a great stay"

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg)

### Montauk Manor

10/10 Excellent

"Very beautiful place, staff are amazing. Thank you"

[](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.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

"The rooms were so nice! Definitely gonna be back!"

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

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Excellent "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

## Find out more about Sag Harbor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sag Harbor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Vacation Homes in Sag Harbor ](https://expedia.ca/Sag-Harbor-Private-Vacation-Homes.d154327-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Sag Harbor ](https://expedia.ca/Sag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Sag Harbor ](https://expedia.ca/Sag-Harbor-Apartments.d154327-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Sag Harbor ](https://expedia.ca/Sag-Harbor-Condos.d154327-aaCondos.Travel-Guide-Accommodation)
- [Villas in Sag Harbor ](https://expedia.ca/Sag-Harbor-Villas.d154327-aaVillas.Travel-Guide-Accommodation)
- [B&B in Sag Harbor ](https://expedia.ca/Sag-Harbor-Bed-And-Breakfast.d154327-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Sag Harbor ](https://expedia.ca/Sag-Harbor-Motels.d154327-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Sag Harbor ](https://expedia.ca/Sag-Harbor-RV-Parks.d154327-aaRVParks.Travel-Guide-Accommodation)
- [Resorts in Sag Harbor ](https://expedia.ca/Sag-Harbor-Resort-Hotels.d154327-aaResortHotels.Travel-Guide-Accommodation)
- [Farmstay in Sag Harbor ](https://expedia.ca/Sag-Harbor-Agritourism.d154327-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Sag Harbor ](https://expedia.ca/Sag-Harbor-Apart-Hotels.d154327-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Sag Harbor ](https://expedia.ca/Sag-Harbor-Inns.d154327-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Sag Harbor ](https://expedia.ca/Sag-Harbor-Guest-Houses.d154327-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Sag Harbor ](https://expedia.ca/Sag-Harbor-Houseboats.d154327-aaHouseboats.Travel-Guide-Accommodation)
- [Cabin Rentals in Sag Harbor ](https://expedia.ca/Sag-Harbor-Cabins.d154327-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Sag Harbor ](https://expedia.ca/Sag-Harbor-Chalets.d154327-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Sag Harbor ](https://expedia.ca/Sag-Harbor-Hostels.d154327-aaHostels.Travel-Guide-Accommodation)
- [Condo Resorts in Sag Harbor ](https://expedia.ca/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation)
- [Residences in Sag Harbor ](https://expedia.ca/Sag-Harbor-Residences.d154327-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

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### What are vacation rentals like in Sag Harbor?

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Packages

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

General

- [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
- [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
- [Visit Montauk](https://expedia.ca/Montauk.dx10637)

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