Title: Surfside Vacation Home Rentals from CA $560: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Surfside](https://expedia.ca/Surfside-Hotels.d553248635975749234.Travel-Guide-Hotels)[Vacation Rentals in Surfside](https://expedia.ca/Surfside-Vacation-Rentals.d553248635975749234.Travel-Guide-VacationRentals)[Surfside Car Rentals](https://expedia.ca/Car-Rentals-In-Surfside.d553248635975749234.Car-Rental-Guide)[Surfside Vacation Packages](https://expedia.ca/Surfside.d553248635975749234.Destination-Travel-Guides) ![Nantucket_NobadeerBeach_6287514-6](https://images.trvl-media.com/place/6287514/da3a9e09-fb7d-4bcc-89bd-dd336bcad686.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6287514/da3a9e09-fb7d-4bcc-89bd-dd336bcad686.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975749234&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975749234&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975749234&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975749234&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Surfside vacation homes ![Exterior](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067950/d486f29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067950/51e39043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067950/b2edb30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067950/5ceefe01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor. [](https://www.expedia.ca/Nantucket-Hotels-3-Bedroom-2-12-Bath-House-1-12-Blocks-From-Main-Street.h32067950.Hotel-Information) Nantucket Town 10/10 Exceptional (120 reviews) "Great location! Great home base to explore Nantucket! The hosts were super responsive and check-in/check out was very easy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlene R. CA $134 CA $560 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Nantucket-Hotels-3-Bedroom-2-12-Bath-House-1-12-Blocks-From-Main-Street.h32067950.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142984/991fcab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142984/a14dfd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142984/02f62f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142984/86c65f4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachy right near “Children’s” Beach, near town and walking distance from Ferry. [](https://www.expedia.ca/Nantucket-Hotels-Beachy-Right-Near-Childrens-Beach.h34142984.Hotel-Information) Nantucket Town 10/10 Exceptional (112 reviews) "What a lovely house and in the perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty K. CA $194 CA $636 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Nantucket-Hotels-Beachy-Right-Near-Childrens-Beach.h34142984.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74246000/74245948/2e5bc218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74250000/74246000/74245948/12c717ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74250000/74246000/74245948/3ce1195a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74250000/74246000/74245948/1522410b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated house in Brandt Point, right near town and Children's Beach [](https://www.expedia.ca/Nantucket-Hotels-Newly-Renovated-House-In-Brandt-Point.h74245948.Hotel-Information) Nantucket Town 9.8/10 Exceptional (47 reviews) "Great location , very clean easy check in and out " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen E. CA $181 CA $618 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Nantucket-Hotels-Newly-Renovated-House-In-Brandt-Point.h74245948.Hotel-Information) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/71000000/70090000/70085000/70084954/9197d7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/71000000/70090000/70085000/70084954/35a083a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70090000/70085000/70084954/6682a38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/71000000/70090000/70085000/70084954/65278588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St [](https://www.expedia.ca/Nantucket-Hotels-Swedish-Blue-And-Yellow-House-New-2021-Just-Over-A-Block-To-Harbor-And-Main-St.h70084954.Hotel-Information) Nantucket Town 10/10 Exceptional (74 reviews) "Great location just a short walk to the shops, restaurants, and bars. The house was newly updated and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael G. CA $208 CA $650 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Nantucket-Hotels-Swedish-Blue-And-Yellow-House-New-2021-Just-Over-A-Block-To-Harbor-And-Main-St.h70084954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34170000/34162200/34162167/2c7b4ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34170000/34162200/34162167/f23d98d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34170000/34162200/34162167/cc4df4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/35000000/34170000/34162200/34162167/a8bd8743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Sand, Madaket on the Beach, Lovely Seaside Home [](https://www.expedia.ca/Nantucket-Hotels-Love-Sand.h34162167.Hotel-Information) Nantucket 9.8/10 Exceptional (56 reviews) "Great location and overall experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $246 CA $1,136 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Nantucket-Hotels-Love-Sand.h34162167.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112907500/112907499/w2999h2249x1y1-eb50c77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112910000/112907500/112907499/ba60e6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112910000/112907500/112907499/w3000h2249x0y1-a5c8ae18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/113000000/112910000/112907500/112907499/442a8587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach. [](https://www.expedia.ca/Nantucket-Hotels-NEW-DISCOUNTED-RATELuxury-5-Bedroom-Nantucket-Home-With-New-Pool-Walk-To-Town.h112907499.Hotel-Information) Nantucket 10/10 Exceptional (1 review) "Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie B. CA $2,084 CA $3,523 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Nantucket-Hotels-NEW-DISCOUNTED-RATELuxury-5-Bedroom-Nantucket-Home-With-New-Pool-Walk-To-Town.h112907499.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70130000/70128800/70128788/a75838c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/71000000/70130000/70128800/70128788/b4bd04d0.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/71000000/70130000/70128800/70128788/e9110c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70130000/70128800/70128788/5640c515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to the Beach and Town! [](https://www.expedia.ca/Nantucket-Hotels-Steps-To-The-Beach-And-Town.h70128788.Hotel-Information) Nantucket Town 10/10 Exceptional (15 reviews) "Great location, great host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stefan J. CA $1,090 CA $2,096 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Nantucket-Hotels-Steps-To-The-Beach-And-Town.h70128788.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34100000/34099500/34099475/8f45ca1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34100000/34099500/34099475/bb46b4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34100000/34099500/34099475/b5679a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34100000/34099500/34099475/w1216h651x0y32-e82f8918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking [](https://www.expedia.ca/Nantucket-Hotels-Gorgeous-Home-In-Town-3Bed-3-Bath-Screened-Porch-3-Levels-Of-Living-Parking.h34099475.Hotel-Information) Nantucket Town 10/10 Exceptional (40 reviews) "Great house and location! Will definitely return. Has everything one needs at a rental property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra D. CA $1,042 CA $2,031 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Nantucket-Hotels-Gorgeous-Home-In-Town-3Bed-3-Bath-Screened-Porch-3-Levels-Of-Living-Parking.h34099475.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=2026-01-31&endDate=2026-02-01®ionId=553248635975749234&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Surfside%2C+Massachusetts%2C+United+States+of+America®ionId=553248635975749234&latLong=41.244568%2C-70.087794&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Surfside%2C+Massachusetts%2C+United+States+of+America®ionId=553248635975749234&latLong=41.244568%2C-70.087794&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Surfside%2C+Massachusetts%2C+United+States+of+America®ionId=553248635975749234&latLong=41.244568%2C-70.087794&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Surfside%2C+Massachusetts%2C+United+States+of+America®ionId=553248635975749234&latLong=41.244568%2C-70.087794&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) ![](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%2FSurfside-Private-Vacation-Homes.d553248635975749234-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSurfside-Private-Vacation-Homes.d553248635975749234-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Surfside Hotel Reviews ![Nantucket Inn](https://images.trvl-media.com/lodging/4000000/3410000/3402500/3402474/1b3e658d_y.jpg) ### Nantucket Inn 10/10 Excellent "There were no food services at this time. Nice staff and beautiful pool " [](https://expedia.ca/Nantucket-Hotels-Nantucket-Inn.h3402474.Hotel-Information) ![Nantucket Resort Collection](https://images.trvl-media.com/lodging/1000000/930000/922200/922199/8d2f3d6a_y.jpg) ### Nantucket Resort Collection 10/10 Excellent "yes!" [](https://expedia.ca/Nantucket-Hotels-Nantucket-Resort-Collection.h922199.Hotel-Information) ![Newly renovated house in Brandt Point, right near town and Children's Beach](https://images.trvl-media.com/lodging/75000000/74250000/74246000/74245948/c583443b_y.jpg) ### Newly renovated house in Brandt Point, right near town and Children's Beach 10/10 Excellent "Great location. Walking distance to downtown. Clean. We stayed during Christmas and had about 2-3” of snow. Host was prompt and replied early saying they were looking for someone to shovel the walkway (which wasn’t necessary). Would absolutely come back and stay here. Loved it!! Thank you!" [](https://expedia.ca/Nantucket-Hotels-Newly-Renovated-House-In-Brandt-Point.h74245948.Hotel-Information) ![Cliff Lodge](https://images.trvl-media.com/lodging/15000000/14990000/14984100/14984092/bd71f067_y.jpg) ### Cliff Lodge 10/10 Excellent "The inn itself is truly perfect Charming and tastefully designed The Innkeeoer Monique made our experience exceptional Every need or wish fulfilled We were here for Christmas and I could not have imagined better Thank You Cliff Lodge " [](https://expedia.ca/Nantucket-Hotels-Cliff-Lodge.h14984092.Hotel-Information) ![Hotel Pippa](https://images.trvl-media.com/lodging/13000000/12340000/12332400/12332368/696479b3_y.jpg) ### Hotel Pippa 10/10 Excellent "Nice friendly hostess and very clean " [](https://expedia.ca/Nantucket-Hotels-Hotel-Pippa.h12332368.Hotel-Information) ![Jared Coffin House](https://images.trvl-media.com/lodging/2000000/1670000/1667200/1667140/3d506bf6_y.jpg) ### Jared Coffin House 10/10 Excellent "Room and staff were excellent " [](https://expedia.ca/Nantucket-Hotels-Jared-Coffin-House.h1667140.Hotel-Information) ![Brass Lantern Inn](https://images.trvl-media.com/lodging/2000000/1650000/1641900/1641897/98f2c5c7_y.jpg) ### Brass Lantern Inn 10/10 Excellent "Everything was wonderful!" [](https://expedia.ca/Nantucket-Hotels-Brass-Lantern-Inn.h1641897.Hotel-Information) ![Martin House Inn](https://images.trvl-media.com/lodging/17000000/16110000/16104900/16104816/b6c7a44c_y.jpg) ### Martin House Inn 10/10 Excellent "My room and the common area were very clean and welcoming. The innkeeper David was very friendly. Great location close to the ferry port but far enough away from the busy spots" [](https://expedia.ca/Nantucket-Hotels-Martin-House-Inn.h16104816.Hotel-Information) ![Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!](https://images.trvl-media.com/lodging/27000000/26740000/26735800/26735735/bb5c028e_y.jpg) ### Luxurious Harbor View “Eliza” Cottage! Next To White Elephant! 10/10 Excellent "Everything was amazing. " [](https://expedia.ca/Nantucket-Hotels-Luxurious-Harbor-View-Eliza-Cottage-Next-To-White-Elephant.h26735735.Hotel-Information) ## Find out more about Surfside ## Surfside Vacation Homes information | Number of reviews | 458 | | ----------------- | ------------------ | | Accommodation | 257 Vacation Homes | | Lowest Price | CA $560 | | Highest Price | CA $3,523 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Cottages in Monomoy ](https://www.expedia.ca/Monomoy-Cottages.d553248635976384808-aaCottages.Travel-Guide-Accommodation) - [Farmstay in Nantucket ](https://www.expedia.ca/Nantucket-Agritourism.d285-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Nantucket ](https://www.expedia.ca/Nantucket-Apart-Hotels.d285-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Nantucket ](https://www.expedia.ca/Nantucket-Apartments.d285-aaApartments.Travel-Guide-Accommodation) - [B&B in Nantucket ](https://www.expedia.ca/Nantucket-Bed-And-Breakfast.d285-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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