Title: Cuttyhunk Vacation Home Rentals from CA $191: Search Top Private Vacation Homes for Rent | Expedia.ca [Cuttyhunk Travel Guide](https://expedia.ca/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.ca/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Vacation Rentals in Cuttyhunk](https://expedia.ca/Cuttyhunk-Vacation-Rentals.d3000441000.Travel-Guide-VacationRentals)[Flights to Cuttyhunk](https://expedia.ca/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[Cuttyhunk Car Rentals](https://expedia.ca/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)[Cuttyhunk Vacation Packages](https://expedia.ca/Cuttyhunk.d3000441000.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cuttyhunk 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 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000441000&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cuttyhunk vacation homes ![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/43b6111e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/a29a09a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/18345de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/9af88744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Bedford [](https://www.expedia.ca/New-Bedford-Hotels-Blue-Haven-Houseboat.h122059103.Hotel-Information) CA $144 CA $191 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/New-Bedford-Hotels-Blue-Haven-Houseboat.h122059103.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/c30c5b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/afac6491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/de28f5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/ec92862e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-45-A-Refined-Island-Escape.h115155816.Hotel-Information) 10/10 Exceptional (1) "Beautiful area, walking distance to the beach and restaurants, nice clean house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana N. CA $142 CA $602 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-45-A-Refined-Island-Escape.h115155816.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/36e93354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/ed3d7332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/77b4c928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/17274708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-47-Relaxed-Island-Living.h115457583.Hotel-Information) 10/10 Exceptional (4) "Fantastic stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristin C. CA $152 CA $615 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Middletown-Hotels-Ellery-Beach-Bungalow-47-Relaxed-Island-Living.h115457583.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/3934b730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/2e6c1e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/f4fe6d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/929c0e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-51-Island-Calm-Near-Newport.h92431523.Hotel-Information) 9.6/10 Exceptional (94) "My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara C. CA $142 CA $602 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Middletown-Hotels-Ellery-Bungalow-51-Island-Calm-Near-Newport.h92431523.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/850adf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7664efea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/f9259183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Falmouth [](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information) 10/10 Exceptional (211) "Nicely furnished and very comfortable. Very private, yet convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John H. CA $224 CA $681 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/dcdc8712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e22d1060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/0f79d69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e2084987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Easton's Point [](https://www.expedia.ca/Middletown-Hotels-Beach-House-Walking-Distance-To-Second-Beach.h78741380.Hotel-Information) 9.8/10 Exceptional (26) "The house was clean, had every thing you could possibly need. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah S. CA $198 CA $791 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Middletown-Hotels-Beach-House-Walking-Distance-To-Second-Beach.h78741380.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/b98393ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h678x0y4-5f41b9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/2c8ca6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-e4ecdc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Easton's Point [](https://www.expedia.ca/Middletown-Hotels-Between-Beaches.h115400854.Hotel-Information) 8.0/10 Very good (1) CA $222 CA $929 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Middletown-Hotels-Between-Beaches.h115400854.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/f35f8567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/aee30659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/ea35892c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/9218d955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Mattapoisett [](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.Hotel-Information) 9.8/10 Exceptional (8) "This was the perfect getaway for our large family. Everything was immaculate and we had all the comforts of home. We had a great week!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine T. CA $781 CA $2,261 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/96bbef47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/f3f3a3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/1d87e5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/d035a3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Little-Creek-Retreat-RIBryan-Property.h103432449.Hotel-Information) 9.4/10 Exceptional (14) "Great place! So many bedrooms! Nice private yard, great if you have a dog. Had a wonderful stay, would stay again. Close enough to Newport to drive in and out no problem, plus close to beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd C. CA $333 CA $922 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Middletown-Hotels-Little-Creek-Retreat-RIBryan-Property.h103432449.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1277h848x3y5-3151e9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-0a85db64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-b48fd2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/e27a6574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Middletown-Modern-Bungalow-RIBryan-Property.h103431272.Hotel-Information) 9.4/10 Exceptional (14) "Wonderful house and great location!! Super responsive host. Great vacation, thank you!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen P. CA $296 CA $792 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Middletown-Hotels-Middletown-Modern-Bungalow-RIBryan-Property.h103431272.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/c76c5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/8ca80e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/f9457118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Oak Bluffs [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) 9.4/10 Exceptional (3) "This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis R. CA $484 CA $1,235 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/3015598e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/6792f460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/c00f7dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/105000000/104150000/104141900/104141861/fe6ff6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dartmouth [](https://www.expedia.ca/South-Dartmouth-Hotels-Cozy.h104141861.Hotel-Information) 10/10 Exceptional (14) "Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick R. CA $1,170 CA $1,995 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/South-Dartmouth-Hotels-Cozy.h104141861.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f462c27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/dbe99d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/965aa78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/9c21b73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Tisbury [](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information) 10/10 Exceptional (16) "The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste P. CA $691 CA $1,498 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100530500/100530404/w1024h678x0y4-4b77f22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100540000/100530500/100530404/w1024h678x0y4-5f172227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100540000/100530500/100530404/w1017h678x4y4-eecb3f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100540000/100530500/100530404/w1020h678x4y4-16f3aa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Allston-Greens-Summar.h100530404.Hotel-Information) 10/10 Exceptional (9) "Great location and perfect layout of the home for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna P. CA $485 CA $1,321 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Middletown-Hotels-Allston-Greens-Summar.h100530404.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/86f269ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/ecee4cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/c22646ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65560000/65554100/65554090/6e922e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Easton's Point [](https://www.expedia.ca/Middletown-Hotels-Double-Lot-Walk-To-Beach-5-Bed-7-Bath.h65554090.Hotel-Information) 9.8/10 Exceptional (26) "We enjoyed our stay at the home. Very well maintained." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anmol P. CA $904 CA $2,131 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Middletown-Hotels-Double-Lot-Walk-To-Beach-5-Bed-7-Bath.h65554090.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/f4a7a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Oak Bluffs [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) 10/10 Exceptional (7) "Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Swathanthra M. CA $760 CA $1,674 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/9d8b0d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/aa9a1a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/9c2705c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112096600/112096519/24695554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Easton's Point [](https://www.expedia.ca/Middletown-Hotels-Spectacular-View-From-Rooftop-Deck-Sleeps-12.h112096519.Hotel-Information) 10/10 Exceptional (1) "After finding out we had booked hotel rooms with the wrong hotel there were no rooms available last minute for a group of six. Stay Newport was able to get us in last minute and the lodging was wonderful. Very responsive communication. Great location. Very clean and well taken care of property. We wish we could have stayed for a few more days!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon D. CA $973 CA $2,315 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Middletown-Hotels-Spectacular-View-From-Rooftop-Deck-Sleeps-12.h112096519.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/cb94a1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/38ebf860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/29afd0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101860000/101856900/101856830/w1199h764x0y0-6d83ea91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Solo-Fish-Family-Home.h101856830.Hotel-Information) 9.0/10 Wonderful (2) "Everything about our stay was perfect. The house was extremely clean and very spacious! We were there celebrating my wedding and hosting many people. All the girls got ready there in the morning and we had so much room! Taking pictures in the home that will last us a lifetime made is super easy due to how clean and modern the home was. We all felt so comfortable there and really enjoyed the backyard as well. We will definitely be coming back!Lastly, the management team was 10/10\. They answered... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. CA $783 CA $1,836 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Middletown-Hotels-Solo-Fish-Family-Home.h101856830.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/ec0a550c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/21f7b0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/aa23d432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/123000000/122060000/122059100/122059054/w1440h1648x0y0-55b95c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Bedford [](https://www.expedia.ca/New-Bedford-Hotels-Drift-Loft-Houseboat.h122059054.Hotel-Information) CA $195 CA $248 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/New-Bedford-Hotels-Drift-Loft-Houseboat.h122059054.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107900000/107894800/107894734/db3090a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107900000/107894800/107894734/1f5ea70a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107900000/107894800/107894734/121fe1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107900000/107894800/107894734/a2ae5431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Third-Beach-Road-Summ.h107894734.Hotel-Information) 6.0/10 (1) "Renovated house, very cute. Kitchen was definitely a highlight as it was a good space for cooking and gathering together. Some amenities of house were not exactly as listed in description. Location of house was nice-close to beach and park with pickleball courts, easy access to Newport wharves and restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet S. CA $739 CA $2,085 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Middletown-Hotels-Third-Beach-Road-Summ.h107894734.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=2026-01-22&endDate=2026-01-23®ionId=3000441000&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%2FCuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Private-Vacation-Homes.d3000441000-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Cuttyhunk Hotel Reviews ![Residence Inn by Marriott New Bedford Dartmouth](https://images.trvl-media.com/lodging/1000000/880000/877200/877180/w4000h2664x0y3-73cda9b6_y.jpg) ### Residence Inn by Marriott New Bedford Dartmouth 10/10 Excellent "Staff was friendly and knowledgeable our stay was pleasant as usual we really enjoyed our whirlpool tub and fireplace very comfortable and good location " [](https://expedia.ca/North-Dartmouth-Hotels-Residence-Inn-By-Marriott-New-Bedford-Dartmouth.h877180.Hotel-Information) ![Baymont by Wyndham North Dartmouth / Fall River](https://images.trvl-media.com/lodging/1000000/20000/13800/13758/f635e897_y.jpg) ### Baymont by Wyndham North Dartmouth / Fall River 10/10 Excellent "Staff is always wonderful and pleasant! Room was spotless! " [](https://expedia.ca/North-Dartmouth-Hotels-Baymont-By-Wyndham-North-Dartmouth.h13758.Hotel-Information) ![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1_y.jpg) ### AutoCamp Cape Cod 10/10 Excellent "We had the best time, and we knew on Day 1 that we definitely want to stay here again. The staff is phenomenal. It’s so romantic for couples, and very close to interesting areas." [](https://expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) ![Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island](https://images.trvl-media.com/lodging/45000000/44920000/44912700/44912672/8bae903e_y.jpg) ### Quaint Cottage On Christmas Tree Farm in SE coastal Rhode Island 10/10 Excellent "Fabulous stay as usual. It has been a pleasure getting to know the area and our hosts over the last 5 years. Highly recommend, they are upgrading and making improvements. Even went and got “us”a new oven right before Christmas. Thanks so much Watne family!!" [](https://expedia.ca/Tiverton-Hotels-Quaint-Cottage-On-Christmas-Tree-Farm-In-SE-Coastal-Rhode-Island.h44912672.Hotel-Information) ![Fairfield Inn & Suites by Marriott New Bedford](https://images.trvl-media.com/lodging/4000000/3560000/3551400/3551384/eb19fbf7_y.jpg) ### Fairfield Inn & Suites by Marriott New Bedford 10/10 Excellent "Nice staff. Standard hotel room. Clean and comfortable. " [](https://expedia.ca/New-Bedford-Hotels-Fairfield-Inn-Suites-By-Marriott-New-Bedford.h3551384.Hotel-Information) ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Our second time staying. Friendly staff, perfect location, great views. Highly recommend." [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. " [](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Hampton Inn by Hilton New Bedford/Fairhaven](https://images.trvl-media.com/lodging/1000000/60000/55000/54948/647c4f15_y.jpg) ### Hampton Inn by Hilton New Bedford/Fairhaven 10/10 Excellent "Should add hand rails in shower/tub" [](https://expedia.ca/Fairhaven-Hotels-Hampton-Inn-By-Hilton-New-BedfordFairhaven.h54948.Hotel-Information) ![Falmouth Tides ](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6_y.jpg) ### Falmouth Tides 10/10 Excellent "Great stay! Great place! Great view! Great people!" [](https://expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information) ## Find out more about Cuttyhunk ## Cuttyhunk Vacation Homes information | Number of reviews | 391 | | ----------------- | ------------------ | | Accommodation | 468 Vacation Homes | | Lowest Price | CA $191 | | Highest Price | CA $2,315 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Bliss Corner ](https://www.expedia.ca/4Star-Bliss-Corner-Hotels.s40-0-d553248635976386960.Travel-Guide-Filter-Hotels) - [Aparthotels in Aquinnah ](https://www.expedia.ca/Aquinnah-Apart-Hotels.d553248634998599060-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aquinnah ](https://www.expedia.ca/Aquinnah-Bed-And-Breakfast.d553248634998599060-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Aquinnah Cliffs ](https://www.expedia.ca/Aquinnah-Cliffs-Hotels.0-l6091789-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Aquinnah ](https://www.expedia.ca/Aquinnah-Guest-Houses.d553248634998599060-aaGuestHouses.Travel-Guide-Accommodation) - 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