Title: South Dennis Guest Houses from CA $143 | Expedia.ca [Hotels in South Dennis](https://expedia.ca/South-Dennis-Hotels.d6285885.Travel-Guide-Hotels)[Vacation Rentals in South Dennis](https://expedia.ca/South-Dennis-Vacation-Rentals.d6285885.Travel-Guide-VacationRentals)[South Dennis Car Rentals](https://expedia.ca/Car-Rentals-In-South-Dennis.d6285885.Car-Rental-Guide)[South Dennis Vacation Packages](https://expedia.ca/South-Dennis.d6285885.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/487000/487254-south-dennis.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in South Dennis from CA $143 ![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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6285885&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Dennis Guest Houses ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/719ceca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Bathroom](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/79297ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/f458ac0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Multiple Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/f3e77f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Inn Hyannis 7.8/10 Good (189) "Property was very conveniently located. Management was very easy to contact and very responsive. We needed a place to stay for a wedding and this was the right price, A/C worked great and quiet." CA $125 CA $143 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Hyannis-Hotels-Sea-Breeze-Inn.h1555968.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/cb9a8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/0959237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/49d2eb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/29e47360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winstead Inn Harwich 9.4/10 Exceptional (124) "Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again." CA $248 CA $301 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Harwich-Hotels-Winstead-Inn.h6165614.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Quadruple Room, Private Bathroom, Ocean View (Room 202) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/7e4e0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/31b48c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/0ae72b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Sea Guests Bed & Breakfast & Suites Dennis Port 9.2/10 Wonderful (184) "Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!" CA $229 CA $302 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/38000000/37940000/37932000/37931979/c0d6fa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/38000000/37940000/37932000/37931979/17d1c4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/38000000/37940000/37932000/37931979/35a9d01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37940000/37932000/37931979/b825e1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rugosa Guest House Eastham 8.8/10 Excellent (124) "Perfect get away! " [](https://www.expedia.ca/Eastham-Hotels-The-Rugosa.h37931979.Hotel-Information) ![Sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/9000000/8420000/8411500/8411475/e6f5db9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Studio Suite, 1 King Bed w/ Kitchen, Non Smoking, 2 guests - pets allowed w/ fee](https://images.trvl-media.com/lodging/9000000/8420000/8411500/8411475/cca84ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/9000000/8420000/8411500/8411475/b2d60cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8420000/8411500/8411475/8c69f043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seagrove Suites & Guest Rooms Eastham 9.2/10 Wonderful (126) "Perfect getaway oasis. Everything was clean and communication was great. Very welcoming and can’t wait to go back! " [](https://www.expedia.ca/Eastham-Hotels-The-Seagrove-Suites-Guest-Rooms.h8411475.Hotel-Information) ![House, 3 Bedrooms, Non Smoking | Terrace/patio](https://images.trvl-media.com/lodging/105000000/104910000/104903600/104903562/68edda09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/105000000/104910000/104903600/104903562/a8358cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104910000/104903600/104903562/19e521f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Non Smoking | Living area](https://images.trvl-media.com/lodging/105000000/104910000/104903600/104903562/87317b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fleetwing Guest House West Harwich 10/10 Exceptional (1) "Had a wonderful stay at the fleetwing guest house. Beautiful restoration of an 1800' s stable house, still has original flooring. Very clean, nice beds, big upstairs room for families. Easy bike ride to beach or downtown shops and restaurants, and had a nice night sitting by the fire pit in a private back yard. Property owner was very prompt and helpful with any questions, will definitely be back!" [](https://www.expedia.ca/West-Harwich-Hotels-Fleetwing-Guest-House.h104903562.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106220000/106214300/106214262/4dcc532d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106220000/106214300/106214262/b46296b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106220000/106214300/106214262/783355cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106220000/106214300/106214262/15b62e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air Bass River 9.6/10 Exceptional (11) "Great location and plenty of room to fit everyone." [](https://www.expedia.ca/South-Yarmouth-Hotels-Newly-Furnished-Enjoy-Sun-Drenched-Days-W-Gentle-Breezes-Fragrant-Salt-Air.h106214262.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/84000000/83010000/83005200/83005165/ed91c93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83010000/83005200/83005165/040bfa11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, dishwasher, toaster](https://images.trvl-media.com/lodging/84000000/83010000/83005200/83005165/c0c45f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83010000/83005200/83005165/3e2d9648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach family gateway, modern 5BR, walk to the beach, big yard, firepit Dennis 10/10 Exceptional (13) "Thoroughly enjoyed our stay. The house is spacious, yet warm and cozy. Very clean and convenient to the beach and town. Tanya is terrific, would definitely stay here again!" [](https://www.expedia.ca/Dennis-Port-Hotels-Beach-Family-Gateway.h83005165.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105900000/105891100/105891053/19ecf786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105900000/105891100/105891053/0454236d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/106000000/105900000/105891100/105891053/42e96918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105900000/105891100/105891053/b84ed813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & Cozy with Patio, Grill and near the Beach & Golf Brewster 10/10 Exceptional (9) "We needed a place to stay for a few days while visiting with family nearby. This "in-law apartment" was absolutely perfect for us in every way. Communications were great, info provided was 100% accurate, and we loved having our little private getaway. Will definitely stay again!!" [](https://www.expedia.ca/Brewster-Hotels-Bright-Cozy-With-Patio.h105891053.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=2025-10-15&endDate=2025-10-16®ionId=6285885&adults=2&lodging=GUEST_HOUSE&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%2FSouth-Dennis-Guest-Houses.d6285885-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Dennis-Guest-Houses.d6285885-aaGuestHouses.Travel-Guide-Accommodation) ## Top South Dennis Hotel Reviews ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Nice place very clean " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Aiden by Best Western Cape Cod - West Yarmouth](//images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg) ### Aiden by Best Western Cape Cod - West Yarmouth 10/10 Excellent "Nice boutique designed hotel " [](https://expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Hyannis Inn](//images.trvl-media.com/lodging/14000000/13280000/13278900/13278900/4bf51c8a_y.jpg) ### Hyannis Inn 10/10 Excellent "helpful call re late arrival" [](https://expedia.ca/Hyannis-Hotels-Hyannis-Inn.h13278900.Hotel-Information) ![Sunbird Cape Cod Resort](//images.trvl-media.com/lodging/80000000/79410000/79402900/79402816/e6eb20e4_y.jpg) ### Sunbird Cape Cod Resort 10/10 Excellent "Clean room, excellent hospitality" [](https://expedia.ca/West-Yarmouth-Hotels-Sunbird-Cape-Cod-Resort.h79402816.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Clean and quiet. Good value for the money. " [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![Margaritaville Resort Cape Cod](//images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Everything was perfect " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The Room was clean and the staff was excellent." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](//images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Comfy beds…. Nice breakfast buffet!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Bayside Resort Hotel](//images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Great location and wonderful facilities. Bar, indoor and outdoor pool, sauna and gym. Friendly, helpful staff. Enjoyed the breakfast options. Hot drinks available 24hrs. Would recommend." [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ## Find out more about South Dennis ## South Dennis Guest Houses information | Number of reviews | 772 | | --- | --- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $143 | | Highest Price | CA $302 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Harwich](https://www.expedia.ca/4Star-Harwich-Hotels.s40-0-d183331.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Dennis](https://www.expedia.ca/5Star-Dennis-Hotels.s50-0-d183325.Travel-Guide-Filter-Hotels) - [Cape Cod Hotels](https://www.expedia.ca/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels) - [Hotels near Cape Cod Museum of Art](https://www.expedia.ca/Cape-Cod-Museum-Of-Art-Hotels.0-l6070155-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Cod Rail Trail](https://www.expedia.ca/Cape-Cod-Rail-Trail-Hotels.0-l553248621533117127-0.Travel-Guide-Filter-Hotels) - 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