Title: Bailey's Bay Vacation Rentals from CA $522: Short-Term Rentals for 2025 | Expedia.ca [Bailey's Bay Travel Guide](https://expedia.ca/Baileys-Bay.dx6130831)[Hotels in Bailey's Bay](https://expedia.ca/Baileys-Bay-Hotels.d6130831.Travel-Guide-Hotels)[Flights to Bailey's Bay](https://expedia.ca/Cheap-Flights-To-Baileys-Bay.d6130831.Travel-Guide-Flights)[Things to do in Bailey's Bay](https://expedia.ca/Things-To-Do-In-Baileys-Bay.d6130831.Travel-Guide-Activities)[Bailey's Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Baileys-Bay.d6130831.Car-Rental-Guide)[Bailey's Bay Vacation Packages](https://expedia.ca/Baileys-Bay.d6130831.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Bailey's Bay 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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6130831&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6130831&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6130831&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6130831&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Bailey's Bay ## Our top choices for Bailey's Bay vacation rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75790000/75788600/75788548/753c8d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75790000/75788600/75788548/d4a71822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75790000/75788600/75788548/bc3fb3cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75790000/75788600/75788548/63e43bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise at Limehouse Hamilton 9.4/10 Exceptional (40) "Excellent stay. Goodwin was very helpful too." [](https://www.expedia.ca/Hamilton-Parish-Hotels-Paradise-At-Limehouse.h75788548.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102010000/102005000/102004964/72331ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102010000/102005000/102004964/d9ff9bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102010000/102005000/102004964/816f2412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102010000/102005000/102004964/3aae094a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Water Views Hamilton 9.0/10 Wonderful (10) "This was a great property. We really enjoyed our stay. The access to the railway walking path was really nice and the views were spectacular. " [](https://www.expedia.ca/Hamilton-Parish-Hotels-Wyndham-Water-Views.h102004964.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/5700/5603/e0b2e937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/5700/5603/f10342a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Pool View, Poolside | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/5700/5603/dfbbd31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/10000/5700/5603/d51f0160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosemont Guest Suites Pembroke Parish 8.6/10 Excellent (181) "Great little quaint local property, clean, a quiet and walkable to Front street shops and restaurants. " CA $441 CA $522 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Pembroke-Parish-Hotels-Rosemont-Guest-Suites.h5603.Hotel-Information) ![Apartment | Dining room](https://images.trvl-media.com/lodging/35000000/34580000/34575900/34575815/ee14460c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Balcony view](https://images.trvl-media.com/lodging/35000000/34580000/34575900/34575815/1b5136a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/35000000/34580000/34575900/34575815/81b434ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/35000000/34580000/34575900/34575815/1a5a8658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seven Arches Warwick Parish 9.4/10 Exceptional (50) "Nice property " [](https://www.expedia.ca/Warwick-Hotels-Seven-Arches.h34575815.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/119000000/118330000/118325900/118325880/a99dea02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118330000/118325900/118325880/5a4abc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118330000/118325900/118325880/e683d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118330000/118325900/118325880/720cb172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach! Paget 10/10 Exceptional (1) "Fantastic property- conveniently located and as advertised! " [](https://www.expedia.ca/Paget-Parish-Hotels-Entire-House-Studio-Cottage-Pool-Near-Beach.h118325880.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559871/f82c1024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559871/cfca72c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559871/6191fbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33559900/33559871/fdc1a102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway! Sandy's 10/10 Exceptional (115) "Amazing place Jody has set up! My fiance and I had a wonderful time!" [](https://www.expedia.ca/Sandys-Hotels-Welcome-To-Paradise-Aaa-Private-Romantic-Getaway.h33559871.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23910000/23901900/23901867/652bc9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23910000/23901900/23901867/270-08190b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/24000000/23910000/23901900/23901867/f9c1db60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23910000/23901900/23901867/270-0feaf0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning sunsets, turtle watching, longtails wheeling and glow worms .... Somerset Village 9.8/10 Exceptional (163) "Once again, we really enjoyed our stay. This has to be the best little cottage in Bermuda. Thank you and see you soon. Jo and Ed" [](https://www.expedia.ca/Sandys-Parish-Hotels-Stunning-Sunsets.h23901867.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10190000/10189100/10189013/a7d5f334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, 1 Queen Bed, Garden View | Living area](https://images.trvl-media.com/lodging/11000000/10190000/10189100/10189013/947d7cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10190000/10189100/10189013/984ca106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Garden View | Private kitchen](https://images.trvl-media.com/lodging/11000000/10190000/10189100/10189013/96575350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsong Guest Apartments Pembroke Parish 8.8/10 Excellent (93) "Place was really clean and big, Roslyn was very caring and helpful. Great place to stay!!!!" [](https://www.expedia.ca/Pembroke-Parish-Hotels-Windsong-Guest-Apartments.h10189013.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29490000/29487200/29487106/7c9b8104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/30000000/29490000/29487200/29487106/5082b453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29490000/29487200/29487106/0ae23473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29490000/29487200/29487106/7200704f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach! Somerset village 10/10 Exceptional (41) "Overall a very nice property. We like to be off the beaten track and it certainly was." [](https://www.expedia.ca/Sandys-Parish-Hotels-Historic-1780s-Beach-House-With-Large-Veranda-Nestled-On-Cambridge-Beach.h29487106.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/20000000/19680000/19674700/19674664/w2210h1651x0y1-9ee1cbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19680000/19674700/19674664/38d5490b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/20000000/19680000/19674700/19674664/17a31429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/20000000/19680000/19674700/19674664/00228807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course Southampton 10/10 Exceptional (122) "We really enjoyed our stay. Beautiful location and great home for large family gathering. Jessica was immediately responsive in answering questions and helping us when needed. Kids loved the pool, and the nearby beach." [](https://www.expedia.ca/Southampton-Parish-Hotels-Luxury-Villa-With-Stunning-Views-Of-Horseshoe-Bay-On-The-Turtle-Hill-Golf-Course.h19674664.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252983/df74e3ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252983/40e1c633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252983/539ab0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24260000/24253000/24252983/2e51bfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION! Devonshire 9.8/10 Exceptional (126) "the views are breath taking house needs some work but being on the water will beat any property up" [](https://www.expedia.ca/Devonshire-Parish-Hotels-Beautiful-Water-Front-Property-Snorkel.h24252983.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33501800/33501800/938bf3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33501800/33501800/ffc08309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33501800/33501800/6207db90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33501800/33501800/6aa984fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Beachfront and Private Resort living Southampton 9.8/10 Exceptional (134) "Fantastic stay. Accurate description. Right on bus route and basically a beautiful private beach. Wonderful hosts. We will come again. " [](https://www.expedia.ca/Southampton-Parish-Hotels-Spacious-Beachfront-And-Private-Resort-Living.h33501800.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34324300/34324264/da0bbd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34324300/34324264/52bf53ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34324300/34324264/w2588h1555x0y0-b4ba1242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34324300/34324264/44394b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment Sandys 10/10 Exceptional (91) "This place is fabulous, just like in the pictures. You get your private balcony to watch the sunsets, and walk right down to the ocean for swimming and snorkeling. The owners are super nice and very helpful. The is room comfy and the bed is nice and firm. We would definitely stay here again. Small word of awareness, it is down a steep road, and can be tricky to navigate. Also it requires some up and down hilly walking to the ocean and room, just keep that in mind. Other than that, it's paradise,... [](https://www.expedia.ca/Sandys-Parish-Hotels-Ocean-Front-Studio.h34324264.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955399/4697dcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955399/3eb4fc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955399/w446h336x0y0-4a4188d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33955400/33955399/036a0121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance! Sandy's 9.8/10 Exceptional (96) "We loved our time at this property! The unit was beautifully setup, amazing view all day long, convenient access to bus, walkable to beach and Breezes restaurant. And to top it off the host is great too and even coordinated our transportation to and from airport. Highly recommend! " [](https://www.expedia.ca/Sandys-Hotels-Private-And-Dreamyyou-Will-NOT-Be-Disappointed.h33955399.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102060000/102050500/102050449/w1590h1150x10y9-bf42f3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102060000/102050500/102050449/01a4c135_edited_6ecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102060000/102050500/102050449/w1584h1056x9y8-f879f190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102060000/102050500/102050449/714126ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish......... Devonshire DV08 10/10 Exceptional (13) "We had the best stay with Austin. His home is lovely and fully equipped with everything you need. Never had a host take such great care of us. He went above and beyond. Would definitely stay with him again Thanks Austin we had a great time. The Luersens." [](https://www.expedia.ca/Devonshire-Parish-Hotels-Exquisite-1-Bedroom-Apartment-Is-Centrally-Located-In-Devonshire-Parish.h102050449.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/39000000/38010000/38006800/38006795/b5c76cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38010000/38006800/38006795/26634602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38010000/38006800/38006795/8f99658a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38010000/38006800/38006795/57b2e0db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Location! Location! HALF PRICE SALE @ 100 Daily, Sep 25 - Oct 10 & Oct 27- Nov 1 5 Cross Bay Road 10/10 Exceptional (146) "⭐️💌TOP HOST & LOCATION⭐️💌Perfect 4 Couples Looking for Serenity & a Secure Sanctuary💌⭐️40+YEAR HOST Hospitality & Guidance if Needed💌⭐️PRIVATE ACCESS TO THE BEST SOUTH SHORE~CROSS BAY BEACH⭐️💌Full Amenities on Property w/Transportation Available⭐️💌KINDNESS MATTERS as this is what Host Wendell & his family are all about💓Lynn&Mark, June 2025" [](https://www.expedia.ca/LOCATION-LOCATION-On-Bermudas-Famous-Gold-Coast-Of-Beaches-And-Restaurants.h38006795.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18780000/18770200/18770131/49d18459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18770200/18770131/051ef17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18780000/18770200/18770131/3caa6f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18780000/18770200/18770131/2f811bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views. Warwick 9.8/10 Exceptional (99) "Sand Dollar was exactly what we needed for our week in Bermuda - amazing beach & accommodations and great access to the bus line too " [](https://www.expedia.ca/Warwick-Parish-Hotels-2-Bedroom-Beachfront-House-On-Marley-Beach-60-Second-Walk-To-The-Private-Beach.h18770131.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101770000/101766000/101766000/3786db3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101770000/101766000/101766000/71b86c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101770000/101766000/101766000/8310217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101770000/101766000/101766000/b2404d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boathouse: Large Waterfront Cottage on Harrington Sound – Sleeps 4+ Smiths 10/10 Exceptional (11) "Not only is Bermuda beautiful- staying at the Boathouse wonderful! Great beach, dock- the views- awesome. could not have been closer to bus stops… both ways! Comfortable wonderful week at the Boathouse!" [](https://www.expedia.ca/Smiths-Parish-Hotels-Large-Serene-Cottage-On-Harrington-Sound-Bermuda.h101766000.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27140000/27132500/27132412/07e79c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/28000000/27140000/27132500/27132412/4c5cdd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/28000000/27140000/27132500/27132412/w1436h1076x0y4-ecc510bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/28000000/27140000/27132500/27132412/57fa5738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New, modern, light, delightful small apartment packed with luxuries Southampton 9.2/10 Wonderful (25) "Love it! It was great staying here. Patrick was amazing & attentive. Definitely coming back!" [](https://www.expedia.ca/Southampton-Parish-Hotels-Brand-New.h27132412.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45150000/45146500/45146424/8dbb523b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/46000000/45150000/45146500/45146424/9fde7257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45150000/45146500/45146424/dc836d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45150000/45146500/45146424/28f00b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style Smith's Parish 9.2/10 Wonderful (38) "Property location is a 10! This house is directly across from John Smith's Bay, one of the best beaches in Bermuda. Beach chairs and umbrellas are provided in addition to all necessary kitchen/bath amenities. Bus stops are conveniently located close by. Well stocked grocery store is a quick bus ride away. Property could use some updating, but did not deter our wonderful vacation." [](https://www.expedia.ca/Smiths-Parish-Hotels-Beach-House-Chateau-West-SLEEPS-5-2-Bed-1Bath-Bermy-Style.h45146424.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=2025-10-07&endDate=2025-10-08®ionId=6130831&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%2FBaileys-Bay-Vacation-Rentals.d6130831.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBaileys-Bay-Vacation-Rentals.d6130831.Travel-Guide-VacationRentals) ## Top Bailey's Bay Hotel Reviews ![Azura Bermuda](//images.trvl-media.com/lodging/47000000/46260000/46255100/46255083/b6eabdaf_y.jpg) ### Azura Bermuda 10/10 Excellent "I had high expectations based on previous reviews but holy cow this place blew them away. Seriously could not have asked for more. The place was beautiful and clean and the staff was amazing. Seriously don’t look elsewhere, this is the place you want. " [](https://expedia.ca/Warwick-Hotels-Azura-Bermuda.h46255083.Hotel-Information) ![The St. Regis Bermuda Resort](//images.trvl-media.com/lodging/64000000/63210000/63208600/63208533/cc9eaed6_y.jpg) ### The St. Regis Bermuda Resort 10/10 Excellent "Great beach" [](https://expedia.ca/St-Georges-Parish-Hotels-The-St-Regis-Bermuda-Resort.h63208533.Hotel-Information) ![Cambridge Beaches Resort & Spa](//images.trvl-media.com/lodging/1000000/10000/5500/5424/716c11f1_y.jpg) ### Cambridge Beaches Resort & Spa 10/10 Excellent "The best hotel with the best views and best beach’s. " [](https://expedia.ca/Sandys-Parish-Hotels-Cambridge-Beaches-Resort-Spa.h5424.Hotel-Information) ![Grotto Bay Beach Resort](//images.trvl-media.com/lodging/1000000/20000/15200/15124/c4d9445b_y.jpg) ### Grotto Bay Beach Resort 10/10 Excellent "We really liked the underwater grottoes where we could swim and also we had a massage in one of the grottos. The place is very beautiful right on the water can't ask for more." [](https://expedia.ca/Hamilton-Parish-Hotels-Grotto-Bay-Beach-Resort.h15124.Hotel-Information) ![St George's Club Hotel](//images.trvl-media.com/lodging/79000000/78160000/78150600/78150545/469fd519_y.jpg) ### St George's Club Hotel 10/10 Excellent "I love the location. I loved that there was a free shuttle to take us to shops, beach, and restaurants of St. George’s. What I didn’t like is, it’s not for older people, because the grounds are hilly. If it wasn’t for the shuttle my husband and I would have never been able to visit the shops or restaurants. " [](https://expedia.ca/Town-Of-St-George-Hotels-St-Georges-Club-Bermuda.h78150545.Hotel-Information) ![The Reefs Resort & Club](//images.trvl-media.com/lodging/1000000/860000/853000/852942/e04f9fdc_y.jpg) ### The Reefs Resort & Club 10/10 Excellent "Nice, clean, private beach, great continental breakfast and dining options. very friendly staff. " [](https://expedia.ca/Southampton-Parish-Hotels-The-Reefs-Hotel-And-Club.h852942.Hotel-Information) ![Willowbank Resort](//images.trvl-media.com/lodging/4000000/3860000/3850900/3850836/665f7ae6_y.jpg) ### Willowbank Resort 10/10 Excellent "The place is perfect. Paradise. Adjacent to a crime free neighborhood. Away from crowded areas. People working here are so kind. I’ll be back. Always left my room unlocked. " [](https://expedia.ca/Sandys-Parish-Hotels-Willowbank-Resort.h3850836.Hotel-Information) ![Hamilton Princess & Beach Club - a Fairmont Managed Hotel](//images.trvl-media.com/lodging/1000000/10000/6200/6112/b390b0bc_y.jpg) ### Hamilton Princess & Beach Club - a Fairmont Managed Hotel 10/10 Excellent "What a wonderful resort. Absolutely loved staying here with my husband. " [](https://expedia.ca/Pembroke-Parish-Hotels-Hamilton-Princess-Beach-Club-A-Fairmont-Managed-Hotel.h6112.Hotel-Information) ![Pompano Beach Club](//images.trvl-media.com/lodging/8000000/7820000/7819100/7819058/ab3050b0_y.jpg) ### Pompano Beach Club 10/10 Excellent "Fantastic Beach, professional and courteous staff, always a welcoming feeling from the staff with a "Welcome Home" environment." [](https://expedia.ca/Southampton-Parish-Hotels-Pompano-Beach-Club.h7819058.Hotel-Information) ## Find out more about Bailey's Bay **Everything you need to know about** **Bailey's Bay** **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 Bailey's Bay 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 Bailey's Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Bailey's Bay vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Bailey's Bay. 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 Bailey's Bay 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 Bailey's Bay vacation rentals we have selected for you start as low as CA $522 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Bailey's Bay rentals** At Expedia, we put the best Bailey's Bay 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 Bailey's Bay 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 Bailey's Bay 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 Bailey's Bay. 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 Bailey's Bay ### 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) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Resorts in Bailey's Bay](https://expedia.ca/Baileys-Bay-Resort-Hotels.d6130831-aaResortHotels.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Bailey's Bay? > Yes, you can find vacation rentals near top points of interest in Bailey's Bay, or you can select a more remote option if you're looking for relaxation. Bailey's Bay is known for its beaches and restaurants. Make sure you have time to check out the sporting events and shopping during your trip. ### What's the top vacation rental that Bailey's Bay has to offer? > [Your Private Luxury Villa - 3 Bedrooms, House & Cottage, Pool, Walk to Beach!](https://www.expedia.ca/Paget-Parish-Hotels-Entire-House-Studio-Cottage-Pool-Near-Beach.h118325880.Hotel-Information) : This vacation home rental outside of Bailey's Bay is located next to a golf course and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. ### What’s there to see and do in Bailey's Bay? > Explore the area and family-friendly sights such as Bermuda Aquarium Museum and Zoo (BAMZ), or get out into nature at a spot like Abbot's Cliff Park. In the larger area, you’ll find Bermuda Perfumery and Crystal Caves. ### What’s a vacation rental in Bailey's Bay like? > Vacation rentals are privately owned properties where you can stay for a long or short time in Bailey's Bay. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. 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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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)