Title: Chatham Vacation Rentals from CA $240: Short-Term Rentals for 2025 | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[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 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Chatham ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.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) ![9 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/8e7c839a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/7644da4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome! Chatham 10/10 Exceptional (38) "Great place for a family get together " [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.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) ![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) ![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 (98) "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. " CA $153 CA $611 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/3c783f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/7533540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/c4dc6926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/a8b6ff8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holly Tree Resort West Yarmouth 9.0/10 Wonderful (355) "Excellent place to stay, near great restaurants and shopping." CA $209 CA $240 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/5e9e9f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/557ab900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/a3943801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1530000/1522300/1522228/69550109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Edgewater Beach Resort, a VRI resort Dennis Port 8.8/10 Excellent (286) "All around a great place to stay!" CA $273 CA $313 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Dennis-Port-Hotels-Edgewater-Beach-Resort.h1522228.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/14000000/13580000/13578400/13578334/6618db56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tennis court](https://images.trvl-media.com/lodging/14000000/13580000/13578400/13578334/6ac89c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/14000000/13580000/13578400/13578334/0d2eaf5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/14000000/13580000/13578400/13578334/efb76b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cove at Yarmouth by VRI Americas West Yarmouth 9.2/10 Wonderful (317) "Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. " [](https://www.expedia.ca/West-Yarmouth-Hotels-The-Cove-At-Yarmouth-By-VRI-Americas.h13578334.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/7388b961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/c237fc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/8728b40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/0e37a0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster Green Resort Brewster 9.4/10 Exceptional (111) "I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub." CA $231 CA $265 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/1000000/180000/171500/171475/92695162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/180000/171500/171475/4d70f606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, fishing](https://images.trvl-media.com/lodging/1000000/180000/171500/171475/9f78ada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/180000/171500/171475/ef562c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Resort Bass River 9.2/10 Wonderful (163) "Overall everything was great. Rooms are clean. Very quiet. The upper outside deck requires repair but my understanding is owners association is aware and addressing. I think its our fourth time there. Keep going back. Only thing is we wished there was an outdoor pool. Would be great on those warm sunny days." CA $287 CA $329 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/South-Yarmouth-Hotels-Riverview-Resort.h171475.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34980000/34974500/34974444/26f63d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34980000/34974500/34974444/3c75b050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34980000/34974500/34974444/2477f8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34980000/34974500/34974444/1c3f03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to the beach with an ocean view, Barnstable 10/10 Exceptional (129) "The house is a perfect place to stay. Close to the beach and the town of Hyannis. An ideal location for discovering the Cape Cod area. We felt relaxed and comfortable when we were there." [](https://www.expedia.ca/Hyannis-Hotels-Steps-To-The-Beach-With-An-Ocean-View.h34974444.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/33000000/32190000/32181100/32181067/f5392eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32190000/32181100/32181067/64046662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32190000/32181100/32181067/f3362267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32190000/32181100/32181067/09110203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to the Ocean! Perfect Location!!! Barnstable 10/10 Exceptional (224) "Perfect for a couple and two kids" [](https://www.expedia.ca/Hyannis-Hotels-Steps-To-The-Ocean-Perfect-Location.h32181067.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33576200/33576131/8745adc5.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/34000000/33580000/33576200/33576131/0c39717b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33576200/33576131/4bcd6a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33580000/33576200/33576131/0e1541d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! \[in Building A\] Dennis Port 9.6/10 Exceptional (136) "Great location by the beach. We loved staying here!" CA $471 CA $835 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Dennis-Port-Hotels-Cape-Cod-Oceanfront-Beachfront-New-Condo-With-Ocean-View-Private-Sandy-Beach.h33576131.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93450000/93449700/93449661/20f94e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93450000/93449700/93449661/cd3e8050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93450000/93449700/93449661/a8c5417c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93450000/93449700/93449661/1a817a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to a private beach in a classic Cape cottage. Pet-friendly! Dennis 8.8/10 Excellent (25) "Quaint, quiet on the off season, great outdoor shower with plenty of hot water! Perfect beach getaway! " [](https://www.expedia.ca/Dennis-Port-Hotels-Grandmas-Cottage-Old-Cape-Cod-At-Its-Best-Steps-To-The-Beach-Dog-Friendly.h93449661.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/f6142d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/9cffda80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/48192afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/373e97ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista! Dennis 9.4/10 Exceptional (114) "This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. " CA $975 CA $1,786 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Dennis-Port-Hotels-Stunning-Oceanfront-Property-Wamazing-Views.h33562838.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/26000000/25190000/25189600/25189577/78fdfbc7.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) ### 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill Dennis 10/10 Exceptional (171) "Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. " CA $124 CA $434 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/28000000/27010000/27003400/27003351/aa5b538d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/28000000/27010000/27003400/27003351/db1382a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27010000/27003400/27003351/40b485ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27010000/27003400/27003351/fca11cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Escape house on SeaView Beach, Dog-Friendly! Bass River 9.8/10 Exceptional (121) "We had a wonderful time on the Cape visiting with family from out of state. It was their first time on the Cape, and the location couldn't have been better! The host was kind and helpful. We would definitely stay here again. " [](https://www.expedia.ca/South-Yarmouth-Hotels-Direct-Access-To-The-Seaview-Beach-AC.h27003351.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/33000000/32600000/32590800/32590780/d52b4afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32600000/32590800/32590780/dd173e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32600000/32590800/32590780/4b8c3bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32600000/32590800/32590780/90-7c6b7f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES! Dennis 9.4/10 Exceptional (117) "Exceptional location on Swan Lake. We enjoyed kayaking and biking every day. Our dog had a blast as well. Very gracious owner, gave us lots of good info." [](https://www.expedia.ca/Dennis-Port-Hotels-THE-Boat-House-Loft-Private-Waterfront-Oasis-At-The-End-Of-A-Quiet-Country-Lane.h32590780.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32450000/32449800/32449757/w1397h1062x3y4-754e57ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32450000/32449800/32449757/w1396h1051x4y5-fd53b036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32450000/32449800/32449757/99c1a2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/33000000/32450000/32449800/32449757/521bd6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mermaid Cottage! beautiful propety! Dennis 10/10 Exceptional (104) "Great property and location!" [](https://www.expedia.ca/Dennis-Hotels-Mermaid-Cottage-Beautiful-Propety.h32449757.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/88000000/87660000/87656800/87656780/d78ad484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87660000/87656800/87656780/8d65ff1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87660000/87656800/87656780/85b93330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/88000000/87660000/87656800/87656780/3dbc2488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### beachfront cottage at Chases Ocean Grove Dennis Port 9.6/10 Exceptional (33) "Beautiful cottage within feet of the beach and can walk to almost anything you may need. Great communication with the owner. " [](https://www.expedia.ca/Dennis-Port-Hotels-Cozy-Beachfront-Cottage-Chases-Ocean-Grove.h87656780.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/28000000/27120000/27116600/27116587/37c2b5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27116600/27116587/ece3ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27116600/27116587/018f8462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27116600/27116587/1a919578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach Dennis 9.6/10 Exceptional (51) "We’d love to stay here again." [](https://www.expedia.ca/Dennis-Hotels-MAYFLOWER-BEACH-Waterview-Home-With-Central-AC-Across-From-Mayflower-Beach.h27116587.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111586000/111585942/c876bb12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/112000000/111590000/111586000/111585942/2f4058ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111586000/111585942/0f8445cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111590000/111586000/111585942/fe9618b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large waterfront home with direct beach access! Dennis 10/10 Exceptional (4) "My friends and I had a wonderful stay at this property! It’s one of the most beautiful properties I’ve rented for a vacation, and the hosts were very responsive to our requests." [](https://www.expedia.ca/West-Dennis-Hotels-Large-Waterfront-Home-With-Direct-Beach-Access.h111585942.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33970000/33966800/33966782/fabf1946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/34000000/33970000/33966800/33966782/9200ca18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33966800/33966782/a79cfa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33970000/33966800/33966782/3b735b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach Orleans 10/10 Exceptional (73) "Very homey, spacious place!" [](https://www.expedia.ca/Orleans-Hotels-Luxury-7-BR.h33966782.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11®ionId=10743&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals) ## Top Chatham Hotel Reviews ![Aiden by Best Western Cape Cod - West Yarmouth](//images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg) ### Aiden by Best Western Cape Cod - West Yarmouth 10/10 Excellent "I have stayed here before and looks like they have done some renovations to the property. nice and clean and very comfortable" [](https://expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.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 "We booked this stay last minute and I am so glad we made the change. The motel is beautiful, every single detail has been considered even down to personalised fridges. The bed was so comfortable and toiletries were high end. Both pools are gorgeous and the landscaping is well considered. I wish we had booked for longer and feel this place has set a standard that no others will reach on our trip. I hope this little motel has great success as someone has put a lot of love into it " [](https://expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Hyannis Inn](//images.trvl-media.com/lodging/14000000/13280000/13278900/13278900/4bf51c8a_y.jpg) ### Hyannis Inn 10/10 Excellent "The staff here was very helpful and friendly. The room was very neat and clean. We totally enjoyed using the pool. A very fun time. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Inn.h13278900.Hotel-Information) ![Viking Shores Motor Inn](//images.trvl-media.com/lodging/10000000/9770000/9769800/9769773/1939327a_y.jpg) ### Viking Shores Motor Inn 10/10 Excellent "The room was clean and newly renovated. I really enjoyed my stay. Perhaps they can put up some hooks by the bathtub area to hang a towel. " [](https://expedia.ca/Eastham-Hotels-Viking-Shores-Motor-Inn.h9769773.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 "Very nice place to stay " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Bayside Resort Hotel](//images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Great family-friendly place! " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Clean, quiet, safe. Staff friendly and helpful. Just off of Main Street… lots of shopping and food! " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Friendly and clean." [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![Best Western Cape Cod Hotel](//images.trvl-media.com/lodging/1000000/30000/28200/28183/d0406405_y.jpg) ### Best Western Cape Cod Hotel 10/10 Excellent "The staff was very helpful, friendly, and works hard to keep your stay presentable, having a great breakfast, and very cleansed! I would definitely stay here again!" [](https://expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) ## Find out more about Chatham **Everything you need to know about** **Chatham** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chatham vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chatham vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chatham vacation rentals we have selected for you start as low as CA $240 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chatham rentals** At Expedia, we put the best Chatham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in 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) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Chatham](https://expedia.ca/Chatham-Private-Vacation-Homes.d10743-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Chatham](https://expedia.ca/Chatham-Cottages.d10743-aaCottages.Travel-Guide-Accommodation) - [Condo Rentals in Chatham](https://expedia.ca/Chatham-Condos.d10743-aaCondos.Travel-Guide-Accommodation) - [Apartments in Chatham](https://expedia.ca/Chatham-Apartments.d10743-aaApartments.Travel-Guide-Accommodation) - [Motels in Chatham](https://expedia.ca/Chatham-Motels.d10743-aaMotels.Travel-Guide-Accommodation) - [B&B in Chatham](https://expedia.ca/Chatham-Bed-And-Breakfast.d10743-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Chatham](https://expedia.ca/Chatham-Resort-Hotels.d10743-aaResortHotels.Travel-Guide-Accommodation) - [Guest Houses in Chatham](https://expedia.ca/Chatham-Guest-Houses.d10743-aaGuestHouses.Travel-Guide-Accommodation) - [Aparthotels in Chatham](https://expedia.ca/Chatham-Apart-Hotels.d10743-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Chatham](https://expedia.ca/Chatham-Cabins.d10743-aaCabins.Travel-Guide-Accommodation) - [Villas in Chatham](https://expedia.ca/Chatham-Villas.d10743-aaVillas.Travel-Guide-Accommodation) - [Inns in Chatham](https://expedia.ca/Chatham-Inns.d10743-aaInns.Travel-Guide-Accommodation) - [Lodges in Chatham](https://expedia.ca/Chatham-Lodges.d10743-aaLodges.Travel-Guide-Accommodation) - [Condo Resorts in Chatham](https://expedia.ca/Chatham-Condominium-Resort.d10743-aaCondominiumResort.Travel-Guide-Accommodation) - [Hostels in Chatham](https://expedia.ca/Chatham-Hostels.d10743-aaHostels.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Chatham? > Yes, you can find vacation rentals in Chatham close to Chatham Railroad Museum, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors like the popular beaches and waterfront in Chatham. While you're here, grab a bite or have a drink at the seafood restaurants. ### What are some of the best vacation rentals that Chatham has to offer? > [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): Visitors give good reviews to this Chatham vacation home rental, which is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. ### How many vacation rentals are there in Chatham? > With 299 Expedia vacation rentals, you're sure to find just the right place for your Chatham stay. ### What can I see and do in Chatham? > Cultural attractions include Atwood House Museum and Gallery Antonia, whereas Chatham Lighthouse Beach and Ridgevale Beach are a couple of picturesque spots to enjoy the outdoors. While here, Chatham Fish Pier and Chatham Lighthouse are other places worth a visit. ### What are vacation rentals like in Chatham? > Vacation rentals are privately owned properties you can stay in for several days or longer in Chatham. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings. ### Expedia's Latest Trends Hotels - [Best Hotels in Lowell](https://expedia.ca/Lowell-Hotels.d8422.Travel-Guide-Hotels) - [Best Hotels in Nantucket](https://expedia.ca/Nantucket-Hotels.d285.Travel-Guide-Hotels) - [Best Hotels in Plymouth](https://expedia.ca/Plymouth-Hotels.d9512.Travel-Guide-Hotels) - [Best Hotels in Andover](https://expedia.ca/Andover-Hotels.d5997.Travel-Guide-Hotels) - [Best Hotels in Worcester](https://expedia.ca/Worcester-Hotels.d6023336.Travel-Guide-Hotels) - [Best Hotels in Falmouth](https://expedia.ca/Falmouth-Hotels.d7287.Travel-Guide-Hotels) - [Best Hotels in Provincetown](https://expedia.ca/Provincetown-Hotels.d2909.Travel-Guide-Hotels) - [Best Hotels in Mansfield](https://expedia.ca/Mansfield-Hotels.d8456.Travel-Guide-Hotels) - [Best Hotels in Foxboro](https://expedia.ca/Foxboro-Hotels.d8136.Travel-Guide-Hotels) - [Best Hotels in Marlborough](https://expedia.ca/Marlborough-Hotels.d8869.Travel-Guide-Hotels) - [Best Hotels in Lenox](https://expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels) - [Best Hotels in Springfield](https://expedia.ca/Springfield-Hotels.d6047669.Travel-Guide-Hotels) - [Best Hotels in Amherst](https://expedia.ca/Amherst-Hotels.d5948.Travel-Guide-Hotels) - [Best Hotels in Hyannis](https://expedia.ca/Hyannis-Hotels.d1544.Travel-Guide-Hotels) - [Best Hotels in Fall River](https://expedia.ca/Fall-River-Hotels.d6057.Travel-Guide-Hotels) - [Best Hotels in Rockport](https://expedia.ca/Rockport-Hotels.d6350.Travel-Guide-Hotels) Flights - [Flights to HFD](https://expedia.ca/Cheap-Flights-To-Springfield.d6047669.Travel-Guide-Flights) - [Flights to PVD](https://expedia.ca/Cheap-Flights-To-Foxboro.d8136.Travel-Guide-Flights) - [Flights to ORH](https://expedia.ca/Cheap-Flights-To-Harvard.d3000441113.Travel-Guide-Flights) Activities - [Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities) - [Things to do in Provincetown](https://expedia.ca/Things-To-Do-In-Provincetown.d2909.Travel-Guide-Activities) Packages - [Halifax Vacation Packages](https://expedia.ca/Halifax.d6139204.Destination-Travel-Guides) - [Nantucket Vacation Packages](https://expedia.ca/Nantucket.d285.Destination-Travel-Guides) General - [Visit Great Barrington](https://expedia.ca/Great-Barrington.dx110336) - [Visit Worcester](https://expedia.ca/Worcester.dx6023336) - [Visit Shelburne Falls](https://expedia.ca/Shelburne-Falls.dx6294302) - [Visit Rockport](https://expedia.ca/Rockport.dx6350) - [Visit Centerville](https://expedia.ca/Centerville.dx88031) - [Visit West Yarmouth](https://expedia.ca/West-Yarmouth.dx10485) - [Visit Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea.dx129363) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)