Guesthouse vacation rentals in Cape Cod Bay
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Top-rated guesthouse rentals in Cape Cod Bay
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cape Cod Bay guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Chilmark
4.98 out of 5 average rating, 198 reviewsBeautiful Guest House in Chilmark
Sep 19 – 26
Guesthouse in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
Jun 24 – Jul 1
Guesthouse in Tisbury
4.86 out of 5 average rating, 227 reviewsAdorable Vineyard Haven Cottage
Oct 7 – 14
Guesthouse in Newton
4.95 out of 5 average rating, 138 reviewsCarriage Hse studio, pvt bath+entr
Jul 20 – 27
Guesthouse in Wellfleet
4.88 out of 5 average rating, 82 reviewsCharming renovated Wellfleet Hideaway
Aug 10 – 17
Guesthouse in Barnstable
4.89 out of 5 average rating, 45 reviewsOsterville Guest House
Jun 6 – 13
Guesthouse in Chilmark
4.99 out of 5 average rating, 78 reviews4-Season Guest House on Historic Chilmark Estate
Dec 2 – 9
Guesthouse in Edgartown
5.0 out of 5 average rating, 11 reviewsTHE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
Oct 22 – 29
Guest house rentals with a patio
Guesthouse in Marshfield
4.98 out of 5 average rating, 52 reviewsAdorable 1 bedroom guest house with ocean view
Jan 15 – 22
Guesthouse in Sandwich
4.96 out of 5 average rating, 47 reviewsPrivate 1 king bedroom guest house-2021 built
Mar 3 – 8
Guesthouse in Bourne
5.0 out of 5 average rating, 37 reviewsWaterfront Cottage / Your Cape Escape
Feb 18 – 25
Guesthouse in Brewster
5.0 out of 5 average rating, 20 reviewsCape Thyme Cottage
Oct 22 – 29
Guesthouse in Braintree
4.71 out of 5 average rating, 28 reviewsThe Pool House
Jan 19 – 26
Guesthouse in Melrose
4.97 out of 5 average rating, 60 reviewsJimmy & Donny's AirBnB
Apr 23 – 30
Guesthouse in Edgartown
4.87 out of 5 average rating, 60 reviewsMartha’s Vineyard Cottage - A Glamping Experience!
Oct 24 – 31
Guesthouse in Nantucket
4.94 out of 5 average rating, 52 reviewsBright and Airy 2 Bedroom Guest Cottage
Feb 20 – 27
Guest house rentals with a washer and dryer
Guesthouse in Warren
4.98 out of 5 average rating, 250 reviewsSmall Town Waterfront Community
Sep 14 – 21
Guesthouse in Bristol
4.93 out of 5 average rating, 121 reviewsCarriage House in Downtown Historic District
Dec 3 – 10
Guesthouse in Newton
4.93 out of 5 average rating, 211 reviewsCharming 2-story private Guesthouse
Jan 1 – 8
Guesthouse in Boston
4.99 out of 5 average rating, 231 reviewsThe Red Door Carriage House
Mar 11 – 18
Guesthouse in Brewster
4.91 out of 5 average rating, 58 reviewsCape Cod Cottage: Walk to the Beach in Brewster!
Mar 1 – 8
Guesthouse in Bourne
4.98 out of 5 average rating, 80 reviewsSecluded home for Cape Cod relaxation, exploration
Oct 21 – 28
Guesthouse in Abington
5.0 out of 5 average rating, 50 reviewsCozy In-Law Apartment
Jan 7 – 14
Guesthouse in Lexington
4.71 out of 5 average rating, 181 reviewsUnique Loft/ Studio Guesthouse (super convenient)
Jan 7 – 14
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