Guesthouse holiday rentals in Santa Cruz County
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Top-rated Guesthouses in Santa Cruz County
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 Santa Cruz County guesthouses
Family-Friendly guesthouses
Guesthouse in Scotts Valley
4.77 out of 5 average rating, 891 reviewsLovely Retreat Nestled in the Woods
7 – 14 Apr
Guesthouse in Soquel
4.84 out of 5 average rating, 128 reviewsModern Coastal Bungalow w/ Loft
28 Aug – 4 Sept
Guesthouse in Santa Cruz
4.83 out of 5 average rating, 211 reviewsSunny Garden Guesthouse on the Westside
28 Sept – 5 Oct
Guesthouse in Santa Cruz
4.9 out of 5 average rating, 505 reviewsTimeless Coastal Carriage House
20 – 27 Oct
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 186 reviewsGreenwood Guest House, a Peaceful Oasis
30 Dec – 6 Jan
Guesthouse in Santa Cruz
4.95 out of 5 average rating, 513 reviewsSunny Cottage + Hot Tub near UCSC
4 – 11 Feb
Guesthouse in Los Gatos
4.94 out of 5 average rating, 194 reviewsPrivate Garden Cottage with Private Entrance
11 – 18 Dec
Guesthouse in Santa Cruz
4.86 out of 5 average rating, 766 reviewsGarden Beach Cottage
6 – 13 Dec
Guesthouses with a patio
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
14 – 21 July
Guesthouse in Watsonville
4.95 out of 5 average rating, 172 reviews*Tanoak Casita* Tree House + Hot Tub +Aquarium Tix
24 – 31 Aug
Guesthouse in Watsonville
4.98 out of 5 average rating, 100 reviewsMagical hilltop 3-bedroom with spectacular views
3 – 10 Dec
Guesthouse in Felton
4.96 out of 5 average rating, 89 reviewsRedwood Cottage & Hot Tub
21 – 26 July
Guesthouse in Watsonville
5.0 out of 5 average rating, 22 reviewsStudio Guest House in Corralitos Wine Country
30 Nov – 7 Dec
Guesthouse in Felton
4.98 out of 5 average rating, 91 reviewsCozy Coastal Redwood Cabin
5 – 12 July
Guesthouse in Santa Cruz
5.0 out of 5 average rating, 68 reviewsForest Cabin Retreat
26 Sept – 3 Oct
Guesthouse in Soquel
4.96 out of 5 average rating, 25 reviewsCreekside Santa Cruz Mountains Cabin Pet+
2 – 9 Oct
Guest house rentals with a washing machine and dryer
Guesthouse in Santa Cruz
4.96 out of 5 average rating, 125 reviewsCozy 1-Bedroom duplex in Seabright
3 – 10 Oct
Guesthouse in Campbell
4.92 out of 5 average rating, 120 reviewsPrivate adorable 1 bed 1 bath house
11 – 18 Aug
Guesthouse in Santa Cruz
4.99 out of 5 average rating, 111 reviewsModern Cottage in Santa Cruz
2 – 9 July
Guesthouse in Scotts Valley
4.96 out of 5 average rating, 101 reviewsTreescape, a perfect modern, rustic, SV getaway.
9 – 16 July
Guesthouse in Los Gatos
4.91 out of 5 average rating, 312 reviewsLos Gatos/Cambrian COTTAGE-HOTTUB/ pvt.parking
16 – 23 July
Guesthouse in Aptos
4.92 out of 5 average rating, 121 reviewsAmazing Ocean Views, Steps to Beach, Great Deck
8 – 15 Oct
Guesthouse in Santa Cruz
4.89 out of 5 average rating, 574 reviewsSanta Cruz Guesthouse Surrounded by Redwoods
19 – 26 June
Guesthouse in Saratoga
4.85 out of 5 average rating, 146 reviewsLittle Paradise sauna garden near downtown
24 Sept – 1 Oct
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