Title: Chatham Vacation Home Rentals from CA $513: 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 showing a house and boating](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105464-Chatham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chatham Vacation Homes ![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) ![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) ![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) ![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 Chatham 9.6/10 Exceptional (99) "Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike D. CA $124 CA $573 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![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) ![Dining](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/229c2748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/c6f721f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/b03267aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches Chatham 10/10 Exceptional (114) "Comfortable and terrific location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barry L. CA $252 CA $692 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/0a75a95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/9f2630b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/97bd2b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/60d936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham Chatham 8.6/10 Excellent (26) "Our family took our first vacation as a family of 3 and the house was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara A. CA $280 CA $741 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34510000/34509400/34509337/w1800h1199x0y1-d8c39523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34510000/34509400/34509337/0668da0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34510000/34509400/34509337/fde54655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/35000000/34510000/34509400/34509337/w1799h1199x1y1-22561416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room Chatham 10/10 Exceptional (21) "We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pierre V. CA $1,851 CA $2,936 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chatham-Hotels-Stunning-Family-Friendly-7-Bed-Walk-To-Chatham-Bars-Inn.h34509337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/2d0aa72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/8a964601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/d254022c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/c42f2794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! Chatham 10/10 Exceptional (17) "Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane C. CA $1,484 CA $2,534 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Chatham-Hotels-Downtown-Chatham-Gem-Walk-To-Beach.h33974477.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) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/77e758ff.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) ![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) ### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds! West Brewster 10/10 Exceptional (24) "Very nice house and neighborhood. We enjoyed our stay very much and hope to return next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. CA $129 CA $900 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82900000/82897100/82897004/e3912894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82900000/82897100/82897004/df517b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82900000/82897100/82897004/a4257914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82900000/82897100/82897004/ef5c7532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside Getaway - Harwichport Beachhouse Harwich 9.8/10 Exceptional (9) "Great location great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn M. CA $188 CA $513 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harwich-Port-Hotels-Seaside-Getaway-Harwichport-Beachhouse.h82897004.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) ![Interior](https://images.trvl-media.com/lodging/79000000/78590000/78589900/78589850/5843ee06.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) ![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) ### Sand Bar-Dog Friendly on Cooks Brook Beach Eastham 10/10 Exceptional (20) "The house was comfortable and proximity to the beach was great. Hosts were attentive and friendly. Thanks for a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) M G. CA $250 CA $693 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Eastham-Hotels-The-Sandbar-Beach-Cottage.h78589850.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.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) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail West Brewster 9.6/10 Exceptional (50) "Clean, lots of space, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. B. CA $185 CA $729 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.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) ![Smart TV](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/cc6892c8.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 Dennis 10/10 Exceptional (173) "Had a wonderful time during our stay. Great communication, property, etc! Awesome beach and restaurant recommendations provided. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.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) ![Dining](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/1b667609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89770000/89767900/89767890/ad052d18.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) ### The Pet-Friendly Surf Shack Hideaway on the Cove Eastham 10/10 Exceptional (20) "Lovely property, spacious and VERY clean..location is ideal..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy M. CA $231 CA $715 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Eastham-Hotels-The-Pet-Friendly-Surf-Shack-Hideaway-On-The-Cove.h89767890.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93080000/93079600/93079579/8e411523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### National Seashore/Updated/Game Room~Blue Pearl Eastham 10/10 Exceptional (8) " We enjoyed our stay at the property. We loved the location. My only issue is two little things. First, the ppropettypropermanager is" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard M. CA $218 CA $696 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Eastham-Hotels-The-Blue-Pearl-Of-Eastham.h93079579.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) ![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) ![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) ### Cozy Large Home in Harwich with Patio near Wequassett Resort Harwich 9.8/10 Exceptional (11) "We had a great time here - the kids’ room is truly special!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aravind CA $223 CA $733 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77870000/77865300/77865275/w1440h1076x0y4-d6f6a3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77870000/77865300/77865275/0848b788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77870000/77865300/77865275/77f8456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77870000/77865300/77865275/9ab8fe61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🐚Shell City on Lt Island Wellfleet 9.4/10 Exceptional (6) "We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele P. CA $253 CA $839 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wellfleet-Hotels-Shell-City-On-Lt-Island.h77865275.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93300000/93291500/93291480/eba68a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93300000/93291500/93291480/6a538222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/94000000/93300000/93291500/93291480/b4f59744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93300000/93291500/93291480/a688dea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds Harwich 10/10 Exceptional (13) "This beach home was " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Julieta A. CA $274 CA $717 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Harwich-Hotels-Vrbo-Property.h93291480.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) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/d7b45073.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) ![Beach](https://images.trvl-media.com/lodging/117000000/116640000/116637300/116637224/452d57b6_edited_0752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely House 5 Min to Beach with Deck, Grill, Garage 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 $250 CA $742 total includes taxes & fees Oct 27 - Oct 28 [](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/77000000/76660000/76659000/76658932/w1440h1075x0y5-390d6dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/fc8d2d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/03b3dd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/77000000/76660000/76659000/76658932/53cd10d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pond House~Waterfront Oasis W/Jacuzzi Tub Eastham 10/10 Exceptional (10) "We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosaline K. CA $219 CA $717 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Eastham-Hotels-Pond-HouseWaterfront-Oasis-WJacuzzi-Tub.h76658932.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) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/c6a902a7.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) ![Interior](https://images.trvl-media.com/lodging/73000000/72060000/72057400/72057337/w2399h905x0y0-78e213c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 2-8/Soaking Tub/FirePit~Burrows 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 $230 CA $724 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Eastham-Hotels-New-Listing-A-Perfect-Warm-Cozy-Cape-Getaway.h72057337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/16ceac87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/68daf8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/ab42d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/ecb64c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Haven in West Dennis Dennis 10/10 Exceptional (3) "Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward R. CA $350 CA $850 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/West-Dennis-Hotels-Coastal-Haven-In-West-Dennis.h106616596.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110300000/110297300/110297216/1dded8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110300000/110297300/110297216/3639fa7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110300000/110297300/110297216/5c45ce68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110300000/110297300/110297216/d499ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New! Sandy Point-Private beach/Dog Friendly Eastham 10/10 Exceptional (1) "The little touches included with this listing are what makes the difference between returning to a “house we rented” and returning to a “home away from home”. Thoughtful items like nightlights, labeled light switches (so easy but so useful), and motion sensing lights on the outdoor deck stairs for when you were out later than expected and forgot to leave the outside lights on. The kitchen is well stocked with pots, pans, and all manner of cooking gear. WiFi was super fast all throughout the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew and Kym P. CA $303 CA $882 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Eastham-Hotels-New-Sandy-Point-Private-BeachDog-Friendly.h110297216.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=2025-11-08&endDate=2025-11-09®ionId=10743&adults=2&lodging=VACATION_HOME&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%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 ![Hyannis Harbor Hotel](//images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg) ### Hyannis Harbor Hotel 10/10 Excellent "Close to the hospital and absolutely clean ! " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room nice view" [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.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 "The breakfast was the best breakfast at any hotel I have ever had! So yummy and so many options. And there was a kind person in there to answer my questions. I didn’t expect such a clean and beautiful, for such a good price! Clean bathroom, clean beds, clean room. Many staff around if I ever had a question, and they were so nice to me. This is an amazing motel. " [](https://expedia.ca/West-Yarmouth-Hotels-Sunbird-Cape-Cod-Resort.h79402816.Hotel-Information) ![Uncommoner Hotel by Reverie Boutique Collection](//images.trvl-media.com/lodging/1000000/490000/480800/480770/76dbfadf_y.jpg) ### Uncommoner Hotel by Reverie Boutique Collection 10/10 Excellent "Amazing hotel! So well-equipped and beautifully decorated, clean and new. Would 100% stay here again! " [](https://expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The hotel staff was great! Friendly and helpful. Really near the dock to catch the ferry to Nantucket. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![The Hawthorne](//images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f_y.jpg) ### The Hawthorne 10/10 Excellent "Nice well maintained clean little motel with kitchenette. Staff friendly and helpful. Great view of the fisherman's harbor and Chatham pier. Half mile walk to main street loaded with shops and places to eat." [](https://expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.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 "We stayed 6 nights. The hotel is very clean,quiet and has a great breakfast! It saves so much time to be able to have breakfast before we leave for the day. Coffee was always ready any time of day. And parking was so easy. They’ve got plenty of parking. It’s a place I’ll stay again for sure " [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.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 "Resort was everything we wanted." [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Plaza Hotel](//images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "Thank you, was good experience. Will stay again and will advise your hotel to my friend and family. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ## Find out more about Chatham ## Chatham Vacation Homes information | Number of reviews | 483 | | --- | --- | | Accommodation | 2582 Vacation Homes | | Lowest Price | CA $513 | | Highest Price | CA $2,936 | ## 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) - [Hotels near Chatham Fish Pier](https://www.expedia.ca/Chatham-Fish-Pier-Hotels.0-l6286473-0.Travel-Guide-Filter-Hotels) - 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[Spa Hotels in West Chatham](https://www.expedia.ca/West-Chatham-Hotels-Spa-Hotel.0-0-d6285894-tSpaHotel.Travel-Guide-Filter-Hotels) - [West Chatham Hotels](https://www.expedia.ca/West-Chatham-Hotels.d6285894.Travel-Guide-Hotels) - [Lodges in West Chatham](https://www.expedia.ca/West-Chatham-Lodges.d6285894-aaLodges.Travel-Guide-Accommodation) - [Flights to Harwich Port](https://www.expedia.ca/Cheap-Flights-To-Harwich-Port.d113258.Travel-Guide-Flights) - [Academy Playhouse](https://www.expedia.ca/Academy-Playhouse-Orleans.d6311794.Vacation-Attraction) - [Captain's Cove Golf Course](https://www.expedia.ca/Captains-Cove-Golf-Course-Brewster.d6070161.Vacation-Attraction) - [Chatham Drama Guild](https://www.expedia.ca/Chatham-Drama-Guild-Chatham.d6311758.Vacation-Attraction) - [Hardings Lighthouse](https://www.expedia.ca/Hardings-Lighthouse-West-Chatham.d6070173.Vacation-Attraction) - [Visit Harwich Port](https://www.expedia.ca/Harwich-Port.dx113258) - [Monomoy Theatre](https://www.expedia.ca/Monomoy-Theatre-Chatham.d6286898.Vacation-Attraction) - 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[Book Vacation Homes in Chatham on Expedia.com](https://www.expedia.com/Chatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation)