Guesthouse holiday rentals in Monterey Bay
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Top-rated Guesthouses in Monterey Bay
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 Monterey Bay guesthouses
Family-Friendly guesthouses
Guesthouse in Scotts Valley
4.77 out of 5 average rating, 891 reviewsLovely Retreat Nestled in the Woods
4–11 Mar
Guesthouse in Del Monte Forest
4.73 out of 5 average rating, 791 reviewsPebble Beach Studio
21–28 Apr
Guesthouse in Carmel
4.8 out of 5 average rating, 1458 reviewsCarmel Rustic Cabin Like a Treehouse + Dog
16–23 Sep
Guesthouse in Prunedale
4.94 out of 5 average rating, 671 reviewsThe Lodge at Tangled Oaks
12–19 Feb
Guesthouse in Santa Cruz
4.83 out of 5 average rating, 895 reviewsPrIvate Seabright Garden Apartment
6–13 Nov
Guesthouse in Santa Cruz
4.89 out of 5 average rating, 606 reviewsSunny Harborside Bungalow
9–16 Dec
Guesthouse in Woodside
4.99 out of 5 average rating, 483 reviewsGuest House in the Woods
4–11 Jan
Guesthouse in Carmel-by-the-Sea
4.83 out of 5 average rating, 533 reviewsCarmel Special. Private Cottage in Carmel
30 Aug – 6 Sep
Guesthouses with a patio
Guesthouse in Santa Cruz
4.87 out of 5 average rating, 202 reviewsStudio in the redwoods - 4.5 mi from the beach
17–24 Jun
Guesthouse in Boulder Creek
4.96 out of 5 average rating, 113 reviewsCustom Tiny Home Retreat in the Redwoods
14–21 Jul
Guesthouse in Watsonville
4.98 out of 5 average rating, 100 reviewsMagical hilltop 3-bedroom with spectacular views
11–18 Dec
Guesthouse in San Jose
4.98 out of 5 average rating, 106 reviews1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
13–20 Oct
Guesthouse in Santa Clara
4.92 out of 5 average rating, 108 reviewsEntire guesthouse Santa Clara smart lock entrance.
10–17 Jan
Guesthouse in Felton
4.96 out of 5 average rating, 91 reviewsRedwood Cottage & Hot Tub
21–26 Jul
Guesthouse in Watsonville
5.0 out of 5 average rating, 22 reviewsStudio Guest House in Corralitos Wine Country
21–28 Jul
Guesthouse in Felton
4.98 out of 5 average rating, 92 reviewsCozy Coastal Redwood Cabin
6–13 Oct
Guest house rentals with a washing machine and dryer
Guesthouse in Boulder Creek
4.94 out of 5 average rating, 108 reviewsBC Treehouse
26 Dec – 2 Jan
Guesthouse in Seaside
4.96 out of 5 average rating, 383 reviewsSunflower Casita
17–24 Sep
Guesthouse in Felton
4.95 out of 5 average rating, 130 reviewsPeaceful Creekside Retreat Under the Redwoods
4–11 Nov
Guesthouse in Campbell
4.99 out of 5 average rating, 272 reviewsDowntown Campbell Executive Cottage
16–23 Oct
Guesthouse in Santa Cruz
4.99 out of 5 average rating, 112 reviewsModern Cottage in Santa Cruz
13–20 Jul
Guesthouse in Monte Sereno
4.9 out of 5 average rating, 186 reviewsGreenwood Guest House, a Peaceful Oasis
17–24 Feb
Guesthouse in Santa Cruz
4.99 out of 5 average rating, 119 reviewsCarriage House on West Cliff Drive 18-0090
28 Oct – 4 Nov
Guesthouse in Campbell
4.89 out of 5 average rating, 149 reviewsCampbell Private Entry Studio with parking
4–11 Dec
Destinations to explore
- Monterey Holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Santa Cruz Holiday rentals
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