Title: Chatham Vacation Home Rentals from CA $468: Search Top Private Vacation Homes for Rent | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![Chatham featuring a windmill, general coastal views and wild flowers](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.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 [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=10743&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) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham vacation homes ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) Chatham 9.6/10 Exceptional (102 reviews) "Our second year in a row staying here. Cute house and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. CA $129 CA $664 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/58cbf5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/ff5b375b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/3da525ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches [](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) Chatham 10/10 Exceptional (117 reviews) "Clean, quiet, and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $251 CA $683 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/161a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/34f69a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/b1c8cf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome! [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) Chatham 10/10 Exceptional (40 reviews) "It was absolutely amazing! Could have not asked for a better place. It was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JK W. CA $2,332 CA $3,919 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) West Brewster 9.6/10 Exceptional (51 reviews) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $181 CA $813 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/55ac4f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/1b973fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/9dda4a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/fa847e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds! [](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information) West Brewster 10/10 Exceptional (25 reviews) "Lovely house with nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy d. CA $175 CA $946 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/f2144f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/d4814c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/933367ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/7255c893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pet-Friendly Surf Shack Hideaway on the Cove [](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information) Eastham 10/10 Exceptional (23 reviews) "We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer G. CA $210 CA $694 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/a2f5ff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/5dfb9f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/c4d26f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34010200/34010162/d3048208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage Close to Beach!! [](https://www.expedia.ca/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.Hotel-Information) Harwichport 9.8/10 Exceptional (75 reviews) "Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John N. CA $432 CA $1,121 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Harwich-Port-Hotels-Family-Cottage-Close-To-Beach.h34010162.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/5599a184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/240104d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/088bfd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113410000/113402100/113402058/b2ffc4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok [](https://www.expedia.ca/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information) Eastham 10/10 Exceptional (2 reviews) "The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michele I. CA $263 CA $908 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Eastham-Hotels-Solace-In-The-Sun-Adj-BedsGame-RoomSoakng-Tub.h113402058.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/67e7efb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/4439aa97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/6abdb82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/d0678136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 2-8/Soaking Tub/FirePit\~Burrows [](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information) Eastham 10/10 Exceptional (7 reviews) "Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kallee M. CA $213 CA $712 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/1233c7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/c695a9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard [](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information) Dennis 8.8/10 Excellent (3 reviews) "Very cute cottage. Very clean and grounds well manicured. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $191 CA $468 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/8abef419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/ceca8394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Large Home in Harwich with Patio near Wequassett Resort [](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information) Harwich 9.8/10 Exceptional (11 reviews) "Host was very responsive and the house provided everything we needed. Great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley M. CA $206 CA $700 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7ba4d94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/7409298e.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/101000000/100820000/100813500/100813406/7f0dab22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/1cb62e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Island Pines-A Dog Friendly Boutique Oasis [](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information) Wellfleet 9.4/10 Exceptional (11 reviews) "Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian F. CA $255 CA $771 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/8ee96842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/d1704236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/dd3082d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117600000/117596900/117596856/7682a80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftmoor\~Dog Frndly 3bd/2 bth\~Luxe [](https://www.expedia.ca/Eastham-Hotels-DriftmoorDog-Frndly-3bd2-BthLuxe.h117596856.Hotel-Information) Eastham CA $254 CA $768 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-DriftmoorDog-Frndly-3bd2-BthLuxe.h117596856.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102760000/102750700/102750682/5bb188e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102760000/102750700/102750682/fe7f094c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102760000/102750700/102750682/c34a12ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102760000/102750700/102750682/1c7ec94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ebb Tide\~3b/2b and dog friendly for 2-10 [](https://www.expedia.ca/Wellfleet-Hotels-Ebb-Tide3b2b-And-Dog-Friendly-For-2-10.h102750682.Hotel-Information) Wellfleet 8.0/10 Very good (2 reviews) "Great stay. Kind extra touches of hospitality appreciated!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ross M. CA $242 CA $762 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Wellfleet-Hotels-Ebb-Tide3b2b-And-Dog-Friendly-For-2-10.h102750682.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/abe7cc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/180-2a992e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/f2fbf262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/2d001dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly [](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information) Wellfleet 10/10 Exceptional (80 reviews) "Excellent communication from host. Great location. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick E. CA $207 CA $619 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/14a12791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/d9080607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/63040a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/07309766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alpine/Walk to Beach for 2 or more! [](https://www.expedia.ca/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information) Eastham 9.2/10 Wonderful (11 reviews) "The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer G. CA $233 CA $741 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/2e6318af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/d1d9c80c.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/94000000/93080000/93079600/93079579/e56819eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/ea361125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### National Seashore/Updated/Game Room\~Blue Pearl [](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information) Eastham 10/10 Exceptional (8 reviews) "The house was exactly as advertised and location was great. Host was very easy to communicate with and responded quickly when contacted. I have nothing but positives for our stay. Looking forward to staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan N. CA $209 CA $691 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/3e149d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/8e1bc08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/5843ee06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/4d999a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sand Bar-Dog Friendly on Cooks Brook Beach [](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information) Eastham 10/10 Exceptional (25 reviews) "The hosts were so thoughtful and the sunset view was incredible " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill K. CA $249 CA $709 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/03b3dd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/6f7b476f.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/77000000/76660000/76659000/76658932/1a7cda94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/915a04b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pond House\~Waterfront Oasis W/Jacuzzi Tub [](https://www.expedia.ca/Eastham-Hotels-Pond-HouseWaterfront-Oasis-WJacuzzi-Tub.h76658932.Hotel-Information) Eastham 10/10 Exceptional (10 reviews) "Beautiful spot ! House was clean and well equipped. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia P. CA $215 CA $718 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Eastham-Hotels-Pond-HouseWaterfront-Oasis-WJacuzzi-Tub.h76658932.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/ec7f5979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/40c1b64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/3bdd02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/6d5b6832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Beach & Pond Getaway; Heart of Cape Cod [](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information) South Yarmouth 10/10 Exceptional (12 reviews) "Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis S. CA $240 CA $781 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.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=2026-03-30&endDate=2026-03-31®ionId=10743&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+Massachusetts%2C+United+States+of+America®ionId=10743&latLong=41.682602%2C-69.961624&adults=2&startDate=2026-06-13&d1=2026-06-13&endDate=2026-06-16&d2=2026-06-16&lodging=CABIN) ![](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%2FChatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chatham Hotel Reviews ![Holiday Inn Hyannis by IHG](https://images.trvl-media.com/lodging/1000000/20000/12500/12477/6128ed99_y.jpg) ### Holiday Inn Hyannis by IHG 10/10 Excellent "The room was very comfortable. The bathroom was clean and the shower was really nice. The beds were so comfortable, too." [](https://expedia.ca/Hyannis-Hotels-Holiday-Inn-Hyannis-By-IHG.h12477.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Beautiful place" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 4/10 Poor "The cost for this place was over priced for the accommodations. Breakfast was nothing to talk about the whirlpool was load when draining and could here other filling theirs." [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "Love this place " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 8/10 Good "Good price" [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 10/10 Excellent "Grea" [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Very nice room" [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg) ### Anchor In Distinctive Waterfront Lodging 8/10 Good "Marry was great Room outdated and small" [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg) ### Aiden by Best Western Cape Cod - West Yarmouth 6/10 Okay "We stayed during the blizzard of 2026, so it may have been a harder time to keep everything clean, but the carpets on the stairs and in the hallways were very dirty, and the door to our bathroom wasn’t wiped down. Breakfast was good if you steered clear of the eggs and home fries and just stuck to the bagels and pastries. Again, that could have been a staffing issue due to the storm. Staff was vey friendly and I am thankful they had lights and heat, and the kids had a blast in the pool, just wanted to be honest with my review. " [](https://expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ## Find out more about Chatham ## Chatham Vacation Homes information | Number of reviews | 438 | | ----------------- | ------------------- | | Accommodation | 2470 Vacation Homes | | Lowest Price | CA $468 | | Highest Price | CA $3,919 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Harwich ](https://www.expedia.ca/4Star-Harwich-Hotels.s40-0-d183331.Travel-Guide-Filter-Hotels) - [Hotels near Academy of Performing Arts ](https://www.expedia.ca/Academy-Of-Performing-Arts-Hotels.0-l553248621532666580-0.Travel-Guide-Filter-Hotels) - [Hotels near Allen Harbor Marina ](https://www.expedia.ca/Allen-Harbor-Marina-Hotels.0-l553248622004961370-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Cod Baseball & Bumper Boats ](https://www.expedia.ca/Cape-Cod-Baseball-Bumper-Boats-Hotels.0-l553248621532666557-0.Travel-Guide-Filter-Hotels) - 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