Title: South Chatham Vacation Rentals from CA $265: Short-Term Rentals for 2026 | Expedia.ca [South Chatham Travel Guide](https://expedia.ca/South-Chatham.dx6285831)[Hotels in South Chatham](https://expedia.ca/South-Chatham-Hotels.d6285831.Travel-Guide-Hotels)[South Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-South-Chatham.d6285831.Car-Rental-Guide)[South Chatham Vacation Packages](https://expedia.ca/South-Chatham.d6285831.Destination-Travel-Guides) ![South Chatham](https://images.trvl-media.com/place/6285831/b5c90245-67d3-4580-9ca8-e513d51788cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # South Chatham Vacation Rentals - ![](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 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6285831&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 four months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6285831&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Chatham vacation rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/f962a24a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/04db2f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/32fc512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83820000/83816000/83815910/4eeaa461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach [](https://www.expedia.ca/Chatham-Hotels-Darling.h83815910.Hotel-Information) Chatham 9.6/10 Exceptional (30) "CutePrivateGreat outdoor showe " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie D. CA $119 CA $447 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chatham-Hotels-Darling.h83815910.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) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/01e797f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/f2f728e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22970000/22960100/22960042/43937c74.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 (75) "Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice H. CA $191 CA $596 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/South-Wellfleet-Hotels-Spectacular-Private-Waterfront-Cottage-On-Bayside-Panoramic-Views-Pet-Friendly.h22960042.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/9355f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.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) "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 $134 CA $572 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/48b21b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/6e26ca43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/w1024h707x0y3-34e37554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/78fdfbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill [](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information) Dennis 9.8/10 Exceptional (178) "Great location, clean property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. [](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.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) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/309175c3.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 9.0/10 Wonderful (2) "Very cute cottage. Very clean and grounds well manicured. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $177 CA $444 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/5327d355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/w1279h853x1y0-15454cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/634c7c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/4eb2f400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming House by the Beach with Patio, Grill, FirePit [](https://www.expedia.ca/South-Yarmouth-Hotels-Charming-House-By-The-Beach-With-Patio.h110337547.Hotel-Information) Bass River 9.8/10 Exceptional (7) "Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. CA $204 CA $734 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/South-Yarmouth-Hotels-Charming-House-By-The-Beach-With-Patio.h110337547.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.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) ![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/b622a8da.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) "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 $218 CA $709 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/d9beb8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/7987321f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/23e79160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/d7b45073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely House 5 Min to Beach with Deck, Grill, Garage [](https://www.expedia.ca/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information) Eastham 10/10 Exceptional (1) "Great house with comfy beds. Would consider staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan C. CA $190 CA $650 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Eastham-Hotels-Lovely-House-5-Min-To-Beach-With-Deck.h116637224.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/0a0bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/4d495670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/b1c9bc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/e1baea8c.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) "Lovely house with nice location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy d. CA $205 CA $985 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/acaead50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/2e3b0e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/bae47548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/70000000/69630000/69627400/69627390/a7ed9117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🦀Waterfront at The Velvet Crab\~Amazing Sunsets [](https://www.expedia.ca/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information) Eastham 9.8/10 Exceptional (23) "Everything was great, we really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna T. CA $213 CA $585 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Eastham-Hotels-Waterfront-At-The-Velvet-CrabAmazing-Sunsets.h69627390.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/ae19d905.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/3cc13f68.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 (23) "Lovely time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan W. CA $237 CA $660 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77970000/77960900/77960841/cbb39829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77970000/77960900/77960841/f3fd1d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77970000/77960900/77960841/9d5eceac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77970000/77960900/77960841/5ef175c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge [](https://www.expedia.ca/Orleans-Hotels-Beautiful-Home-In-Orleans-Park.h77960841.Hotel-Information) Orleans 10/10 Exceptional (14) "Property was clean and as described in the listing, owner was communicative and easy to check in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darren Y. CA $2,464 CA $4,294 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Orleans-Hotels-Beautiful-Home-In-Orleans-Park.h77960841.Hotel-Information) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/933367ba.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/ba22f655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 (21) "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 $220 CA $681 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/77bb82da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/592ba5e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/89d3eb8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/9f0abd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint condo near private beach access with fireplace - close to dining [](https://www.expedia.ca/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information) Dennis Port 9.0/10 Wonderful (63) "Clean, beautiful, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. CA $92 CA $434 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h676x0y3-52a33aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h672x0y6-5d0a56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/db367aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w911h682x57y1-9c011222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2nd floor Ocean Edge condo [](https://www.expedia.ca/Brewster-Hotels-Stylish-2nd-Floor-Ocean-Edge-Condo.h90150286.Hotel-Information) Brewster 9.8/10 Exceptional (9) "Great property. It looks like it was recently renovated and done really well. Convenient to the beaches and restaurants, and golf. We love Brewster. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garret J. CA $244 CA $581 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Brewster-Hotels-Stylish-2nd-Floor-Ocean-Edge-Condo.h90150286.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/w1436h1080x4y0-91e61cab.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) ![Smart TV](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/b437617c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53440000/53434300/53434252/16780506.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) "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 $237 CA $722 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Eastham-Hotels-The-AlpineWalk-To-Beach-For-2-Or-More.h53434252.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/d0cb1259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/8e411523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/e218cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/8098adcd.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) "Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole V. CA $213 CA $673 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.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) ![Interior](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/w2399h905x0y0-78e213c8.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) "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 $690 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information) ![Smart TV, offices](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/b98bb3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100820000/100813500/100813406/b621cbee.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/101000000/100820000/100813500/100813406/1e0f9b5d.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) "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 $258 CA $753 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Wellfleet-Hotels-New-Island-Pines-A-Dog-Friendly-Boutique-Oasis.h100813406.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106201000/106200910/1d3a2a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106210000/106201000/106200910/8cb75782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106210000/106201000/106200910/07ba3536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106201000/106200910/23fc98f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach Bungalow I Guest Favorite I [](https://www.expedia.ca/West-Harwich-Hotels-Newly-Renovated-Home-W-AC-Walk-To-Beach-Shops-Private-Backyard-With-Patio.h106200910.Hotel-Information) Harwich 10/10 Exceptional (8) "We had an excellent stay on the cape at this beautiful home that was walking distance to the beach. The location was perfect and neighborhood was exactly what we dreamed of for an offseason getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher R. CA $279 CA $825 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/West-Harwich-Hotels-Newly-Renovated-Home-W-AC-Walk-To-Beach-Shops-Private-Backyard-With-Patio.h106200910.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=2026-01-14&endDate=2026-01-15®ionId=6285831&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Chatham-Vacation-Rentals.d6285831.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Chatham-Vacation-Rentals.d6285831.Travel-Guide-VacationRentals) ## Top South Chatham Hotel Reviews ![Chatham Tides](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/13f44770_y.jpg) ### Chatham Tides 10/10 Excellent "Staff was very nice. We had a takeout from his recomendded restaurant, it was very nice." [](https://expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Yes, lovely place to stay." [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Courtyard Resort](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e_y.jpg) ### Courtyard Resort 10/10 Excellent "Room what nice very easy check in.. The only thing is the toilet flooded our room but they moved us to another unit no problem! I always enjoy my stay at courtyard resort" [](https://expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Yes" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg) ### Comfort Inn Hyannis - Cape Cod 10/10 Excellent "Everything is fine " [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Reception staff was warm and welcoming! " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg) ### The Mansion at Ocean Edge 10/10 Excellent "The hotel is beautifully decorated for the holiday season" [](https://expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Clean room. Great breakfast. Lots of cousin fun!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "An incredible stay. Room at the main inn could use some updating. Just a bit tired with cracked tiles and some worn furniture, but overall the hotel is spectacular. The breakfast at Stars was amazing. " [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ## Find out more about South Chatham You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Chatham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in South Chatham ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in South Chatham ](https://expedia.ca/South-Chatham-Private-Vacation-Homes.d6285831-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in South Chatham ](https://expedia.ca/South-Chatham-Cottages.d6285831-aaCottages.Travel-Guide-Accommodation) - [Condo Rentals in South Chatham ](https://expedia.ca/South-Chatham-Condos.d6285831-aaCondos.Travel-Guide-Accommodation) - [Apartments in South Chatham ](https://expedia.ca/South-Chatham-Apartments.d6285831-aaApartments.Travel-Guide-Accommodation) - [Motels in South Chatham ](https://expedia.ca/South-Chatham-Motels.d6285831-aaMotels.Travel-Guide-Accommodation) - [B&B in South Chatham ](https://expedia.ca/South-Chatham-Bed-And-Breakfast.d6285831-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in South Chatham ](https://expedia.ca/South-Chatham-Guest-Houses.d6285831-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in South Chatham ](https://expedia.ca/South-Chatham-Resort-Hotels.d6285831-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in South Chatham ](https://expedia.ca/South-Chatham-Apart-Hotels.d6285831-aaApartHotels.Travel-Guide-Accommodation) - [Villas in South Chatham ](https://expedia.ca/South-Chatham-Villas.d6285831-aaVillas.Travel-Guide-Accommodation) - [Lodges in South Chatham ](https://expedia.ca/South-Chatham-Lodges.d6285831-aaLodges.Travel-Guide-Accommodation) - [Inns in South Chatham ](https://expedia.ca/South-Chatham-Inns.d6285831-aaInns.Travel-Guide-Accommodation) - [Cabin Rentals in South Chatham ](https://expedia.ca/South-Chatham-Cabins.d6285831-aaCabins.Travel-Guide-Accommodation) - [Hostels in South Chatham ](https://expedia.ca/South-Chatham-Hostels.d6285831-aaHostels.Travel-Guide-Accommodation) - [Condo Resorts in South Chatham ](https://expedia.ca/South-Chatham-Condominium-Resort.d6285831-aaCondominiumResort.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in South Chatham? ### What are some of the best vacation rentals in South Chatham? ### How many vacation rentals will I find in South Chatham? ### What can I see and do in South Chatham? ### What are vacation rentals like in South Chatham? ### Expedia's Latest Trends Hotels - 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