Title: Sag Harbor Vacation Rentals from CA $228: Short-Term Rentals for 2025 | Expedia.ca [Sag Harbor Travel Guide](https://expedia.ca/Sag-Harbor.dx154327)[Hotels in Sag Harbor](https://expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)[Flights to Sag Harbor](https://expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights)[Things to do in Sag Harbor](https://expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)[Sag Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)[Sag Harbor Vacation Packages](https://expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Sag Harbor Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Sag Harbor ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119420000/119413500/119413429/00e22938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/120000000/119420000/119413500/119413429/1082c190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119420000/119413500/119413429/818970aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119420000/119413500/119413429/8b5bb1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town Sag Harbor [](https://www.expedia.ca/Sag-Harbor-Hotels-Charming-Sag-Harbor-Retreat-With-Private-Pool.h119413429.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/b3459743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/3124f202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/2f629380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/625fcc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Sag Harbor Escape, Moments from the Water and Long Beach to View... Sag Harbor 9.0/10 Wonderful (2) "Great location and comfortable stay, amazing sheets.Ended up buying for my home. " [](https://www.expedia.ca/Sag-Harbor-Hotels-Modern-Sag-Harbor-Escape.h114459121.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33750000/33742900/33742846/a49b3072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33750000/33742900/33742846/9cd3b0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33742900/33742846/05164a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33750000/33742900/33742846/a88b5cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum Sag Harbor 10/10 Exceptional (50) "Great house, kitchen is well equipped which made dining in very easy. Loved the pool and backyard." [](https://www.expedia.ca/Sag-Harbor-Hotels-Beautiful-SagHarbour-Village-WHeated-Pool-5-Min-Walk-To-BeachRestaurantMuseum.h33742846.Hotel-Information) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106420000/106419600/106419564/2b3e02bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106420000/106419600/106419564/cef89655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106420000/106419600/106419564/d802c720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106420000/106419600/106419564/39e6cbe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi Sag Harbor 7.0/10 Good (8) "We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! " [](https://www.expedia.ca/Sag-Harbor-Hotels-Charming-3-Bedroom.h106419564.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117730000/117723200/117723152/74a743fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/118000000/117730000/117723200/117723152/274831d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117730000/117723200/117723152/324d5e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/118000000/117730000/117723200/117723152/030d1860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool,... Sag Harbor 10/10 Exceptional (1) "beautiful place" [](https://www.expedia.ca/Sag-Harbor-Hotels-Luxury-Resort-Style-Retreat-In-The-Heart-Of-Sag-Harbor-With-Heated-Pool.h117723152.Hotel-Information) ![Ocean View 2BD Corner King and Queen | Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/27ca1ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/700cd038.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) ### Windward Shores Ocean Resort Amagansett 8.8/10 Excellent (296) "Very nice & affordable " [](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.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) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.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) ### Montauk Manor Montauk 9.2/10 Wonderful (1252) "Beautiful grounds, excellent staff" CA $176 CA $228 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.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) ![Porch](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/026ba813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4c252ffa.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) ### Montauk Oceanside Suites Montauk 8.6/10 Excellent (414) "We loved it, suite size was great! " CA $190 CA $232 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 | 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) ![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](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport 9.0/10 Wonderful (241) "Great view of the water and nice amenities with the beach and pool." CA $312 CA $417 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1ba7bf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtside Two Bedroom](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1c56664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/c514c91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Ocean View](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/f8e91815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Surf Club Montauk 8.6/10 Excellent (278) "Very close walk to the beach great for little ones " [](https://www.expedia.ca/Montauk-Hotels-The-Surf-Club.h4207128.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) ![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) ![Studio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.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 " CA $198 CA $271 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/20bccc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/ca35c4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/95829c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/9341740d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill Montauk 8.8/10 Excellent (28) "This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!... [](https://www.expedia.ca/Montauk-Hotels-Oceanfront.h26554014.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/05048f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/67d18d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/70e808a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/dc64ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping Southampton 9.8/10 Exceptional (32) "Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!" [](https://www.expedia.ca/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/618fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor Bridgehampton 9.6/10 Exceptional (15) "Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!" CA $231 CA $548 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/69c78126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/c8232312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/46ba0f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle, toaster](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/3a51fa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy houseboat escape surrounded by breath taking views across from Rocky Neck! Old Lyme 10/10 Exceptional (13) "Such a fun, beautiful and unique stay. Would love to stay again!" CA $244 CA $420 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Old-Lyme-Hotels-Cozy-Houseboat-Escape-Surrounded-By-Breath-Taking-Views-Across-From-Rocky-Neck.h104804253.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/ee3ffaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/eb892682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/43458864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/ec9d9a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town! Montauk 9.8/10 Exceptional (96) "Very Nice stay there for business would go back for pleasure" [](https://www.expedia.ca/Montauk-Hotels-Newly-Renovated-Montauk-Oceanfront-Condo-Steps-To-Beach.h33088314.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/d31ec06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/ef304302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/358a7fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/57b353a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play! Westbrook Center 10/10 Exceptional (7) "We enjoyed our time in Westbrook! Hosts were more than accomodating and helpful throughout our stay - thank you! House is cute, the perfect size for a small group, and in a good location (walking distance to many shops and restaurants). Private beach access is easy to get to (beach area is small, but it worked!)" [](https://www.expedia.ca/Westbrook-Hotels-Perfect-Shoreline-Stay-Walk-To-Beach.h70101127.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/ec19dfea.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/55000000/54250000/54242900/54242867/03847a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/930e309c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/9f7825c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairy Tale Guest Cottage in Magic Garden by Pool Bridgehampton 10/10 Exceptional (74) "We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. " [](https://www.expedia.ca/Bridgehampton-Hotels-Fairy-Tale-Guest-Cottage-In-Magic-Garden-By-Pool.h54242867.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/4c400fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/c5a193ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/270-800f5613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/ad085255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MONTAUK MANOR-DELUXE STUDIO APARTMENT MONTAUK 9.8/10 Exceptional (74) "We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! " [](https://www.expedia.ca/Montauk-Hotels-MONTAUK-MANOR-DELUXE-STUDIO-APARTMENT.h32522969.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/850fe737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ae5634ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/b05e12cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! Hampton Bays 9.6/10 Exceptional (137) "Perfect property to hangout and stay entertained for hours" [](https://www.expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.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=2025-10-18&endDate=2025-10-19®ionId=154327&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals) ## Top Sag Harbor Hotel Reviews ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "I arrived late night for check-in. The staff text arranged for checking me in ahead of time and left a nice breakfast for me for the morning. Thank you!" [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. " [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "The ocean view from the 2nd floor was beautiful. The area was very walkable, but it was still nice to have a car to explore other areas such as the light house. Room was clean and staff was helpful. " [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "All new decor . Very clean . Helpful staff" [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 10/10 Excellent "The staff is excellent and very accommodating. Great place in a great location. Would stay here again." [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](//images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities" [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect location!" [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful grounds and quiet private beach" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ## 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 CA $228 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.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Sag Harbor ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Resorts in Sag Harbor](https://expedia.ca/Sag-Harbor-Resort-Hotels.d154327-aaResortHotels.Travel-Guide-Accommodation) - [Guest Houses in Sag Harbor](https://expedia.ca/Sag-Harbor-Guest-Houses.d154327-aaGuestHouses.Travel-Guide-Accommodation) - [Aparthotels in Sag Harbor](https://expedia.ca/Sag-Harbor-Apart-Hotels.d154327-aaApartHotels.Travel-Guide-Accommodation) - [Houseboats in Sag Harbor](https://expedia.ca/Sag-Harbor-Houseboats.d154327-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Sag Harbor](https://expedia.ca/Sag-Harbor-Inns.d154327-aaInns.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) - [Condo Resorts in Sag Harbor](https://expedia.ca/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation) - [Hostels in Sag Harbor](https://expedia.ca/Sag-Harbor-Hostels.d154327-aaHostels.Travel-Guide-Accommodation) - [Residences in Sag Harbor](https://expedia.ca/Sag-Harbor-Residences.d154327-aaResidences.Travel-Guide-Accommodation) ## 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. ### What are some of the best vacation home rentals that Sag Harbor has to offer? > [Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping](https://www.expedia.ca/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information): Located near Sag Harbor, this vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. ### How many vacation rentals are there in Sag Harbor? > With 321 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. ### Expedia's Latest Trends Hotels - [Hotels in Niagara Falls](https://expedia.ca/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels) - [Hotels in Utica](https://expedia.ca/Utica-Hotels.d6055801.Travel-Guide-Hotels) - [Hotels in Lake George](https://expedia.ca/Lake-George-Hotels.d6055969.Travel-Guide-Hotels) - [Hotels in Watertown](https://expedia.ca/Watertown-Hotels.d417.Travel-Guide-Hotels) - [Hotels in Orchard Park](https://expedia.ca/Orchard-Park-Hotels.d6047844.Travel-Guide-Hotels) - [Hotels in Binghamton](https://expedia.ca/Binghamton-Hotels.d6034018.Travel-Guide-Hotels) - [Hotels in Alexandria Bay](https://expedia.ca/Alexandria-Bay-Hotels.d10739.Travel-Guide-Hotels) - [Hotels with Free Airport Shuttle in Syracuse](https://expedia.ca/Syracuse-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d601764-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels in Syracuse](https://expedia.ca/Syracuse-Hotels.d601764.Travel-Guide-Hotels) - [Hotels in Saratoga Springs](https://expedia.ca/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels) - [Hotels in Lake Placid](https://expedia.ca/Lake-Placid-Hotels.d6055989.Travel-Guide-Hotels) - [Hotels in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels) - [Hotels in Albany](https://expedia.ca/Albany-Hotels.d603260.Travel-Guide-Hotels) - [Hotels in Ellicottville](https://expedia.ca/Ellicottville-Hotels.d183669.Travel-Guide-Hotels) - [Hotels in Lewiston](https://expedia.ca/Lewiston-Hotels.d125678.Travel-Guide-Hotels) - [Hotels in Watkins Glen](https://expedia.ca/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels) - [Hotels in Ithaca](https://expedia.ca/Ithaca-Hotels.d6056124.Travel-Guide-Hotels) - [Beach Hotel in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels-Beach-Hotel.0-0-d2816-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels in Corning](https://expedia.ca/Corning-Hotels.d6045.Travel-Guide-Hotels) Flights - [Cheap Flights from Ogdensburg](https://expedia.ca/lp/flights/2648/flights-from-ogdensburg) - [Cheap Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh) - [Cheap Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse) Activities - [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities) - [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities) - [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities) - [Things to do in Lewiston](https://expedia.ca/Things-To-Do-In-Lewiston.d125678.Travel-Guide-Activities) 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) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)