Title: Holiday Rentals Cuttyhunk from £130: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Cuttyhunk Travel Guide](https://expedia.co.uk/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Flights to Cuttyhunk](https://expedia.co.uk/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[Cuttyhunk Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Cuttyhunk.d3000441000.Car-Hire-Guide)[Cuttyhunk Holidays](https://expedia.co.uk/Cuttyhunk.d3000441000.Holidays-City-Breaks) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Cuttyhunk ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](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 Tonight [9 Oct - 10 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Oct - 11 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [10 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Cuttyhunk ![On the beach, white sand](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/7f1dbbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/65350001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/a3da66ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154022/910c8a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InnSeason Resorts Captain's Quarters Falmouth Heights 9.8/10 Exceptional (186) "Great location and helpful staff" [](https://www.expedia.co.uk/Falmouth-Hotels-InnSeason-Resorts-Captains-Quarters.h1154022.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/9c91c77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/5273ce14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/a80877bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/70000000/69240000/69239700/69239615/afa6faf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards Middletown 9.8/10 Exceptional (159) "Great place, loved it! Had everything we needed." £136 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Newport-Hotels-Dog-Friendly-Cottages-W-Easy-Access-To-Newport.h69239615.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/ce6e4469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/57fc35ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/057c470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/e77f579c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs Oak Bluffs 6.4/10 (31) "The weather was perfect and our crew made the best of our trip." [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Tranquil.h22130502.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/01b70ed1.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) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOST CHIC SPOT! Your Martha's Vineyard Getaway! Oak Bluffs 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." £924 includes taxes & fees 10 Oct - 11 Oct [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/94064cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/f65d6d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/e150c826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49040000/49037700/49037659/9c73882b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly Tisbury 10/10 Exceptional (64) "The house was well stocked and had everything you could need. " [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-Downtown-Captains-House.h49037659.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/11aa19af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/72ea1095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/2743c156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/8770ae26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy getaway in a central location w/ a full kitchen & furnished deck Oak Bluffs 6.8/10 (23) "The furniture and amenities provided were good" [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Cozy-Getaway-In-A-Central-Location-W-A-Full-Kitchen-Furnished-Deck.h35381442.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/63bfffde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/1dbbb0ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/30b1c10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106160000/106156300/106156274/210d8571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated One Bedroom Apartment Downtown Falmouth Minutes From the Beach Falmouth 10/10 Exceptional (1) "The location was great and the pullouts were comfortable. The only downside is the walk through bathroom." [](https://www.expedia.co.uk/Falmouth-Hotels-Renovated-One-Bedroom-Apartment-Downtown-Falmouth-Minutes-From-The-Beach.h106156274.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565200/33565185/5a314b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565200/33565185/a53c3816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33565200/33565185/99697a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33570000/33565200/33565185/6fee03bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet 2-Bed, 2-Bath Condo with Spacious Sundeck & Tennis Courts Edgartown 9.8/10 Exceptional (80) "Central property with all essentials!" [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Quiet-2-Bed.h33565185.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/270-9046fa20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/270-27e28fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/d5a5e801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33568700/33568664/270-bacd281f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Water - Steps to the Beach - 4Br, AC, Views of Vineyard Sound Falmouth 9.8/10 Exceptional (23) "We had a great week staying at this property. It's well maintained and had plenty of room for a family getaway to the Cape. Steps away from the beach, this property is well taken care of and had everything we needed for a comfortable stay. This would be our first choice for any future trips to the Cape." [](https://www.expedia.co.uk/Falmouth-Hotels-By-The-Water-Steps-To-The-Beach-4Br.h33568664.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/113000000/112450000/112447700/112447645/a2ad4532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112450000/112447700/112447645/ff639d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112450000/112447700/112447645/faa2d194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112450000/112447700/112447645/2ff350d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground-Floor Studio w/ 2 King Beds & Kitchenette (103) Falmouth Heights 6.0/10 (2) "Our trip was a last minute decision, and needed to stay just one night. The location, the fast response, clear instructions, cleanliness, assigned parking and pricing all came together very nicely! " £130 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Falmouth-Hotels-First-Floor-Walkout-Suite-With-Ocean-Views.h112447645.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/94ed0eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/w1200h800x0y0-42e49c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed with Sofa bed | Private kitchenette | Full-sized fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/02488726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 Queen Bed with Sofa bed | Private kitchen | Full-sized fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/dcdcbc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Village Resort Falmouth 9.2/10 Wonderful (99) "Great location! Nice property! " [](https://www.expedia.co.uk/Falmouth-Hotels-Beachside-Village-Resort-By-VRI-Americas.h1154021.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34780000/34776100/34776061/b900bbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34780000/34776100/34776061/542008df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34780000/34776100/34776061/8b3367ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34780000/34776100/34776061/ac3b6286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW MARKDOWN! Stay at a waterside beach cottage minutes away from water! Easton's Point 9.2/10 Wonderful (31) "So at home - loved every minute" [](https://www.expedia.co.uk/Middletown-Hotels-NEW-MARKDOWN-Stay-At-A-Waterside-Beach-Cottage-Minutes-Away-From-Water.h34776061.Hotel-Information) ![TV, DVD player, books](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/42c94b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/697d3f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/18c0ec5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/803a09fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious colonial home close to town with AC, porches, & W/D Oak Bluffs 10/10 Exceptional (5) "We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!" [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Spacious-Colonial-Home-Close-To-Town-With-AC.h116536158.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/2a366c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/ad84f765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/df408bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/b8b9588b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome West Tisbury 8.8/10 Excellent (33) "The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel." [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-Uniquely-Designed-Island-Retreat-With-Fast-WiFi-Private-WD-Dogs-Welcome.h76252485.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/60505837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A NOSTALGIC SPACE! Your Martha's Vineyard Getaway! Oak Bluffs 9.0/10 Wonderful (2) "The house was lovely. Very clean and orderly. Beautiful back porch that we enjoyed very much. The beds were very comfortable. Our only complaint was the Master bathroom needs some updating. The shower head desperately needs to be changed and the lighting is extremely poor. Also, only 1 half size mirror on the whole first floor. Other than that, it was perfect." £511 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/bb406a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/a4dd4f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/7d765850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/dde7e9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026! Oak Bluffs 10/10 Exceptional (71) "Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend." [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Modern.h33644369.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/80f792bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/4bdce25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/4e918ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/108000000/107810000/107802400/107802346/af4f8ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious home in central location with beautiful patio, pool table, W/D, & AC Oak Bluffs 10/10 Exceptional (4) "Absolutely loved our stay at this Oak Bluffs home! The location was perfect—just a 20-minute walk to downtown—and the house itself was warm, inviting, and beautifully laid out with an open-air feel. The kitchen was fully stocked, the beds were super comfortable, and the outdoor shower was a wonderful bonus. We felt completely relaxed and free during our stay. Can’t wait to come back next summer!" [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Spacious-Home-In-Central-Location-With-Beautiful-Patio.h107802346.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96450000/96443900/96443890/323dea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96450000/96443900/96443890/d5dacd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96450000/96443900/96443890/d3a6891f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, WiFi](https://images.trvl-media.com/lodging/97000000/96450000/96443900/96443890/270-a8265849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs Oak Bluffs 10/10 Exceptional (7) "Excellent property with a wonderful pool and quiet neighborhood. Listing was accurate as described and communication with owner was prompt and helpful to all questions. Excellent amenities including game room with pool table and boats games. Great location for adults and children to enjoy. " [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Retreat-To-Marthas-Vineyard-With-A-Private-Pool-Outdoor-Living-In-Oak-Bluffs.h96443890.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321106/0fdc8e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321106/7ba192ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321106/c89fc637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92330000/92321200/92321106/558431c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site Tisbury 10/10 Exceptional (29) "Perfect for my family of 4. Very walkable to everything Vineyard Haven. " [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-Entire-Cottage.h92321106.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96660000/96650700/96650624/27ec51b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96660000/96650700/96650624/c663787b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96660000/96650700/96650624/0cb6407d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Internet, bed sheets](https://images.trvl-media.com/lodging/97000000/96660000/96650700/96650624/9e7735a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette West Tisbury 8.0/10 Very good (17) "Well maintained. Very quiet. No TV. Doubt if there is any air conditioning. " [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-Nanas-Rear-Treehouse-House-In-With-Deck.h96650624.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.co.uk/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=3000441000&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Holiday-Rentals.d3000441000.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Holiday-Rentals.d3000441000.Travel-Guide-HolidayRentals) ## Top Cuttyhunk Hotel Reviews ![The East Island Reserve Hotel](//images.trvl-media.com/lodging/18000000/17450000/17443700/17443695/ebabd3a5_y.jpg) ### The East Island Reserve Hotel 10/10 Excellent "Amazing property. Very clean and quiet." [](https://expedia.co.uk/Newport-Hotels-The-East-Island-Reserve-Hotel.h17443695.Hotel-Information) ![Atlantic Beach Hotel Newport](//images.trvl-media.com/lodging/1000000/330000/327200/327192/f0b3ff3f_y.jpg) ### Atlantic Beach Hotel Newport 10/10 Excellent "Clean and comfortable room. It would be helpful if there was a grab bar in the tub as there was done and the tub was very slippery. There was also quite a bit of ice buildup in the freezer of the small refrigerator." [](https://expedia.co.uk/Newport-Hotels-Atlantic-Beach-Hotel-Newport.h327192.Hotel-Information) ![Best Western Dartmouth-New Bedford](//images.trvl-media.com/lodging/2000000/1540000/1535900/1535858/3263a0b3_y.jpg) ### Best Western Dartmouth-New Bedford 10/10 Excellent "I loved everything about my stay. The room was clean. The only thing I would suggest would be some new towels for the hotel. They’re pretty old. Other than that, everything was perfect" [](https://expedia.co.uk/North-Dartmouth-Hotels-Best-Western-Dartmouth-New-Bedford.h1535858.Hotel-Information) ![Vineyard Harbor Motel - Private Beach](//images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg) ### Vineyard Harbor Motel - Private Beach 10/10 Excellent "Loved this place! Location and staff were GREAT!! HIGHLY RECOMMEND 😁" [](https://expedia.co.uk/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information) ![Iris Hotel Cape Cod ](//images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg) ### Iris Hotel Cape Cod 10/10 Excellent "Clean room, friendly staff" [](https://expedia.co.uk/Falmouth-Hotels-Holiday-Inn-Cape-Cod-Falmouth.h11989.Hotel-Information) ![Inn on the Square](//images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "quiet and clean with restaurants within walking distance " [](https://expedia.co.uk/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![New Bedford Harbor Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/24000000/23260000/23251300/23251279/9aa17686_y.jpg) ### New Bedford Harbor Hotel, an Ascend Collection Hotel 10/10 Excellent "Great staff." [](https://expedia.co.uk/New-Bedford-Hotels-New-Bedford-Harbor-Hotel.h23251279.Hotel-Information) ![Falmouth Tides ](//images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6_y.jpg) ### Falmouth Tides 10/10 Excellent "Clean " [](https://expedia.co.uk/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information) ![Seaport Resort & Marina](//images.trvl-media.com/lodging/1000000/550000/544000/543980/b06f5566_y.jpg) ### Seaport Resort & Marina 10/10 Excellent "Clean and convenient." [](https://expedia.co.uk/Fairhaven-Hotels-Seaport-Inn-Marina.h543980.Hotel-Information) ## Find out more about Cuttyhunk **Everything you need to know about** **Cuttyhunk** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuttyhunk holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Cuttyhunk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Cuttyhunk holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. 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 Cuttyhunk holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuttyhunk holiday rentals we have selected for you start as low as £130 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Cuttyhunk rentals** At Expedia, we put the best Cuttyhunk holiday 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 Cuttyhunk 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 Cuttyhunk holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuttyhunk. 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.co.uk - All accommodation types in Cuttyhunk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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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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)