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Guesthouse holiday rentals in Dennis
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Top-rated Guesthouses in Dennis
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Dennis guesthouses
Family-Friendly guesthouses
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Guesthouse in Wellfleet
5 out of 5 average rating, 18 reviewsPeaceful, Family-Friendly Cottage, w/Private Beach
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Guesthouse in Dennis Port
4.85 out of 5 average rating, 264 reviewsJoe's Beach Hideaway
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Guesthouse in Barnstable
4.9 out of 5 average rating, 59 reviewsOsterville Guest House
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Guesthouse in Eastham
4.82 out of 5 average rating, 11 reviewsCozy 2 bedroom home near Rock Harbor/ bike trail
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Guesthouse in Falmouth
4.72 out of 5 average rating, 68 reviewsCOZY GUESTHOUSE
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Private room in North Eastham
4.86 out of 5 average rating, 77 reviewsRugosa Guest House - Room 4
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Private room in North Eastham
4.8 out of 5 average rating, 40 reviewsRugosa Guest House - Room 3
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Private room in North Eastham
4.83 out of 5 average rating, 47 reviewsRugosa Guest House - Room 2
Guesthouses with a patio
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Guesthouse in Pocasset
5 out of 5 average rating, 65 reviewsWaterfront Cottage / Your Cape Escape
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Guesthouse in Chatham
4.96 out of 5 average rating, 23 reviewsCarriage House - Oyster Pond, Steps to Beach+Town
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Guesthouse in Brewster
5 out of 5 average rating, 10 reviewsClaw Foot Tub & King Bed at Club Tanuki Cottage
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Guesthouse in East Dennis
4.6 out of 5 average rating, 5 reviewsCharming Cottage in East Dennis
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Guesthouse in Forestdale
5 out of 5 average rating, 15 reviewsthe Elevated Escape
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Guesthouse in Barnstable
4.65 out of 5 average rating, 17 reviewsBeach glamping at the Zen Den
Guest house rentals with a washing machine and dryer
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Guesthouse in Harwich Port
4.95 out of 5 average rating, 20 reviewsHarwich Port - "Lee Side" cottage by the beach!
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Guesthouse in Sandwich
4.97 out of 5 average rating, 62 reviewsPrivate 1 king bedroom guest house-2021 built
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Guesthouse in West Yarmouth
5 out of 5 average rating, 39 reviewsCozy, renovated home in a charming duplex cottage
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Guesthouse in Yarmouth
4.87 out of 5 average rating, 15 reviewsCarriage house in historic district,walk to beach!
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Guesthouse in Brewster
4.99 out of 5 average rating, 74 reviewsBrand new, on a swimmable pond
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Guesthouse in Brewster
4.89 out of 5 average rating, 45 reviewsCape Cod beach inspired “Makondo” Suit Apartment!
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Guesthouse in Yarmouth
5 out of 5 average rating, 14 reviewsPristine Mid Cape Carriage House w/ Ocean Views
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Guesthouse in Marion
5 out of 5 average rating, 6 reviewsNewly renovated studio in heart of Marion village
Quick stats about guesthouse rentals in Dennis
Total rentals
20 properties
Nightly prices starting at
$105 NZD before taxes and fees
Total number of reviews
1.4K reviews
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
West Dennis Beach, Whydah Pirate Museum and Sesuit Harbor Cafe
Destinations to explore
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