Title: Sag Harbor Vacation Rentals : Short-Term Rentals for 2025 | Expedia.ca

 

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# Sag Harbor Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-10-18&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-10-19&endDate=2025-10-20&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Sag Harbor

![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)

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/b061fa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/f8c8a8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Bay Point

CA $6,309

CA $8,960 total

includes taxes & fees

Oct 21 - Oct 22

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

![Beach](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/f6c15885.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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/d416d8d8.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)

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

Sag Harbor

CA $5,608

CA $9,024 total

includes taxes & fees

Oct 23 - Oct 24

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

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121680000/121678200/121678105/f0301ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121680000/121678200/121678105/1a87907c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121678200/121678105/89e72991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121680000/121678200/121678105/005911e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Construction full of amenities

Southampton

CA $480

CA $1,056 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Southampton-Hotels-New-Construction-Full-Of-Amenities.h121678105.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.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](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

Montauk

9.2/10

Wonderful

(1256)

"Beautiful grounds, excellent staff"

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

Jess

CA $177

CA $229 total

includes taxes & fees

Nov 3 - Nov 4

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

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/6b2173cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Resort

Montauk

9.0/10

Wonderful

(235)

"Great place to stay for small family "

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

DongHo

CA $202

CA $276 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/e03ad839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/de9e44d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/026ba813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Oceanside Suites

Downtown Montauk

8.6/10

Excellent

(415)

"We loved it, suite size was great! "

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

Patrick

CA $191

CA $233 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/d9295239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water Edge, First Floor, Corner | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

Greenport

9.0/10

Wonderful

(243)

"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "

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

dean

CA $314

CA $420 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/691fdd98.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)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/b6de66d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/9371eb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Old Lyme

10/10

Exceptional

(3)

"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 $72

CA $232 total

includes taxes & fees

Oct 19 - Oct 20

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

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.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/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/3067f697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/14ad38a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Clinton

9.2/10

Wonderful

(33)

"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "

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

michelle

CA $98

CA $249 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Clinton-Hotels-Shalom-Cottage-With-Private-Beach-Rights.h90991445.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882804/b0e14587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882804/1005bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882804/b7fe6484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882804/4fe8eeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious 3 BR Cottage w/ Ocean View Balcony

Amagansett

10/10

Exceptional

(3)

"Had a great weekend. Right on beach. Beautiful."

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

Steven B.

CA $840

CA $1,508 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Amagansett-Hotels-Luxurious-3-BR-Cottage-W-Ocean-View-Balcony.h92882804.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/7879bd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/94eada8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/a8147226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/6fe70455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freeboard at Soundview · Beach+Ocean+Sunrise

Old Lyme

9.4/10

Exceptional

(6)

"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "

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

Dana

CA $72

CA $232 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information)

![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fa3ad3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/8db6a5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/80b0c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/439e74da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Residences

Downtown Montauk

CA $742

CA $1,008 total

includes taxes & fees

Oct 19 - Oct 20

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

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/10f54062.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)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/40dd49e1.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)

### Hidden gem! Southampton beach cottage

Hampton Bays

10/10

Exceptional

(1)

CA $77

CA $630 total

includes taxes & fees

Oct 26 - Oct 27

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

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/b09ee47a.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/107000000/106150000/106148000/106147912/829a12a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/9ad12cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/85f0ba06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Old Lyme

9.4/10

Exceptional

(3)

"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"

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

Nora M.

CA $72

CA $232 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Mast-At-Soundview-BeachOceanViewSunrise.h106147912.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/1ce6739a.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/107000000/106150000/106148000/106147917/00523c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6c064ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6b05e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Old Lyme

8.0/10

Very good

(2)

"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.

CA $70

CA $230 total

includes taxes & fees

Oct 19 - Oct 20

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

![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882880/b09ddfae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882880/75eda288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882880/68fd7274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882880/259ba774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Retreat 1BR Beachside Loft | Tennis+WiFi+PKG

Amagansett

10/10

Exceptional

(2)

"First time in the area, and we hope to return. "

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

Amy E.

CA $700

CA $1,299 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Amagansett-Hotels-The-Retreat-1BR-Beachside-Loft-TennisWiFiPKG.h92882880.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/65eee158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c937e03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/51cab21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/a165f45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Greenport

10/10

Exceptional

(1)

"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 $351

CA $778 total

includes taxes & fees

Nov 5 - Nov 6

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1169h768x0y0-20f93b3c.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/w1134h757x18y5-04d00f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1109h758x16y4-b628a6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Calverton

8.4/10

Very good

(7)

"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "

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

Riyao

CA $700

CA $1,280 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Calverton-Hotels-Spacious-5-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/53aab435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/f9f66e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/ffda393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/fbefb98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

9.6/10

Exceptional

(52)

"Great stay, charming cottage, hope to return"

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

Ellen C.

CA $140

CA $357 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Mystic-New-London-Hotels-Seaside-Beach-Bungalow-At-Hawks-Nest.h52069712.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/f8cef332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h954x0y0-9b5015ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/a2326e66.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)

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

Saybrook Manor

9.6/10

Exceptional

(133)

"Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend."

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

Ray S.

CA $421

CA $811 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.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=2025-11-01&endDate=2025-11-02&regionId=154327&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Sag Harbor Hotel Reviews

## Find out more about Sag Harbor

**Everything you need to know about** **Sag Harbor** **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 Sag Harbor vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Sag Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Sag Harbor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Sag Harbor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sag Harbor vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sag Harbor vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Sag Harbor rentals**

At Expedia, we put the best Sag Harbor 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 Sag Harbor 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 Sag Harbor 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 Sag Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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## Frequently asked questions

### Can I find a vacation rental in Sag Harbor?

> Yes, we give you a choice of vacation rentals in Sag Harbor close to Sag Harbor Whaling and Historical Museum, or you can go with a more secluded option if you want a relaxing stay. Discover why Sag Harbor is known for its waterfront. Make sure you have time to check out the beaches and churches during your trip.

### How many vacation rentals are there in Sag Harbor?

> With 322 Expedia vacation rentals, you're sure to find just the right place for your Sag Harbor stay.

### What can I see and do in Sag Harbor?

> Cultural attractions include Sag Harbor Whaling and Historical Museum and Bay Street Theatre, whereas Havens Beach and Foster Memorial Town Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Noyac Golf Club and The Style Bar.

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

> Vacation rentals are private properties you can book for several days or longer in Sag Harbor. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for families.

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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFUklEQVR4Xu3bMZIbOQxAUU5NoNBH6KPwaN1H66PoCA4VTA1XAEESTXPHRm15A83/iSUI5FPW1pY3lf+hNA/+RiChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJ5ZCPNLW10VspZ7o9l58j7adMc3mk5/G7vN7ryLePm0ESyLwGUtvHzSAJZF4Dqe3j5ldF9vFObxxursN7Pe4RO/hTvkrvehcICAiIBKKBaCA929VuHdnrh6dMbfFI9tjX0V3+MERH14MSCAiI/AECkkBArK8RzY7f+uJRd7K8ri9BQCQQEA0kgYCk/4wcdZB1ubbX/dPepnd5B7LJ9KiDrMu1ve6f9hYExEYgWZdre90/7S0IiI2+DzJyu5+CPOrvab1R0xvlhX27t/7JfBdIAQEBKSAWCEiZkWuG6PEz3Zy7HE3t42aQxWhqHzeDLEZT+7gZZDGa2sfNIIvR1D5uBlmMpvZxM8hiNLWPmx2ySI9b4xl/pB/9sd+RrwIBWQQyBQKyCGTqdRF7VN/KeHqP5JP3+lKRMTrqsT5Kl4MgIBpIPdZHCQQEBETrT2/tXncXv6cV0WxLepMz9jcBPdgDASkgFojugrRLQUCKHO/ZjdoviN/qB8e3k3f2NwELpG31gyBbnYOMQNpWPwiy1TnI6HWRH/W1Pap1d/mr+9McO3u4gyAgFggIiAQC8ltk/9cbc3U1f2P/Kr55BKKBgFyaRyAaCMilefTySOrH7cZT3H58fBU3erN73Ldrk/ESBAREAwFpk/ES5Jsimu6eDRqIPtBt1Ldu9cZx8LrVAwHRQEBAQCSQ8iuiv6eTHLeOeirLa7tRRuNGfaDPgRQQEJAeyCWQAjIjR1u69RuvT2+9cW+ja/rtkvw2nwMBKSAWiAYyAgEpgtjv6cXoiiR57D/kxru8nl3d6oGAFBCQxQikgIDoB+lyo/+lfMpbuVFHeqONNPkq+oy/Pa+8HJRAQEAkEBCQAmI5RLPjN3l9r5K6emNKW9tqLbdA7PjWtlrLLRA7vrWt1nILxI5vbau13AKx41vbai23QOz41rZayy0QO761rdZy6wvko/4s9o/q1Ee57tzb8bZlHcme8am6IBpID0QCAQEBaS2RPIbP4+Mfc9lxG531xuuWZXdZICAgly0LBKSAgNgH+hNbb0xpayNNH+iK2A/x68Hx7WRZt3ogICAgIFnegoBYS+SsN2pHJRSx4zbK9atoezHEf7seSAIBSSB9ajeCaCAJxO3KJ3U31f92rSPb8qPOjEq5yx9ylwUCAjIHAmKBgCwabu+9fjK5slXcXw7GSAIBWQQCAiKBgHy4q7RNpkd7oD/k6X3det4oW3qj/Ta37KtYIBqIb5MpiA9EA/FtMgXxvSqyj3d63Pp0Fyd3400+vNeRdl62eiAgIO7G87LVAwEBcTeel63e6yLjH3MJ8iGv9X8bLuUhrzd5JY99P9It6xdXAvEjEBAQkL3uSCB+BOIRLety6j+e22Nfbnzv7lkRu6sHAgICAgJiZV1OIL0/Qba6qlu5POpnioz/Bblv9UB0BAKSQEBAQGozMrJdOe5vHGW3fLQRiD/uy275aCMQf9yX3fLRRiD+uC+75aONQPxxX3bLRxuB+OO+7JaPNgLxx33ZLR9t9AfItU2m8uP50250o9J/T99lVf5yoM947S6PfRdIAZkMEBAQC6R8e+TvBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQr4P8A5WbmPWZBFlNAAAAAElFTkSuQmCC)