Guesthouse holiday rentals in San Diego
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Top-rated Guesthouses in San Diego
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 San Diego guesthouses
Family-Friendly guesthouses
Guesthouse in Encinitas
4.86 out of 5 average rating, 228 reviewsSunset/Ocean View Guest House! Minutes to Beach
29 Dec – 5 Jan
Guesthouse in Chula Vista
4.95 out of 5 average rating, 476 reviewsPrivate Casita in Great Eastlake Neighborhood
29 Sep – 6 Oct
Guesthouse in San Diego
4.78 out of 5 average rating, 600 reviews$ 100-150 night - Windansea # 3
14–21 Nov
Guesthouse in San Diego
4.97 out of 5 average rating, 292 reviewsPrivate Guest House with a View
5–12 Aug
Guesthouse in San Diego
4.95 out of 5 average rating, 474 reviewsRomantic Private Garden Studio Near Downtown
26 Oct – 2 Nov
Guesthouse in El Cajon
4.98 out of 5 average rating, 190 reviewsFletcher Hills - modern 1 BR.Easy, no step access.
1–8 Mar
Guesthouse in San Diego
4.91 out of 5 average rating, 381 reviewsNorth Park Cottage
26 Mar – 2 Apr
Guesthouse in San Diego
4.92 out of 5 average rating, 367 reviewsCozy 1-bdr apt in Normal Heights near Adams Ave
25 Apr – 2 May
Guesthouses with a patio
Guesthouse in La Mesa
4.98 out of 5 average rating, 250 reviewsLa Mesa Suite
18–25 Feb
Guesthouse in Lakeside
4.94 out of 5 average rating, 100 reviewsSky Mesa-Adorable Cottage on the Hill
26 Jan – 2 Feb
Guesthouse in San Diego
4.98 out of 5 average rating, 124 reviewsPrivate Studio Cottage with Outdoor Patio
10–17 Dec
Guesthouse in San Diego
4.92 out of 5 average rating, 150 reviewsCentral studio w/ private outdoor space & parking
12–19 Mar
Guesthouse in San Diego
5.0 out of 5 average rating, 107 reviewsSantorini-Inspired Cottage #1 w/ Hot Tub + Views
25 Oct – 1 Nov
Guesthouse in Poway
4.99 out of 5 average rating, 117 reviews⭐️Garden studio guesthouse, resort living with pool
Guesthouse in San Diego
4.99 out of 5 average rating, 151 reviewsAdorable cottage in Talmadge
23–30 Mar
Guesthouse in San Diego
4.99 out of 5 average rating, 140 reviewsMission Hills-Entire Guest House-Center of it All
Guest house rentals with a washing machine and dryer
Guesthouse in San Diego
4.87 out of 5 average rating, 418 reviewsThe Golden Hill mosaic "casita"
7–12 Jul
Guesthouse in San Diego
4.91 out of 5 average rating, 151 reviewsRelaxing Oasis - short walk to shops & recreation
1–8 Sep
Guesthouse in San Diego
4.96 out of 5 average rating, 117 reviews1BR Casita in the Heart of Kensington!
3–10 Sep
Guesthouse in San Diego
4.9 out of 5 average rating, 193 reviewsSTUNNING Casita with a View!!
21–28 Oct
Guesthouse in San Diego
4.98 out of 5 average rating, 117 reviewsCasita Hermosa - Close to everything in San Diego
20–27 Sep
Guesthouse in San Diego
4.99 out of 5 average rating, 131 reviewsCarrie’s North Park Casita, in Heart of San Diego
25 Aug – 1 Sep
Guesthouse in San Diego
4.97 out of 5 average rating, 306 reviewsPrivate Guesthouse in Trendy North Park
2–9 Nov
Guesthouse in San Diego
4.92 out of 5 average rating, 527 reviewsThe Best Cottage in North Park!
27 Sep – 4 Oct
Quick stats about guesthouse rentals in San Diego
Total rentals
980 properties
Rentals with dedicated workspaces
530 properties have a dedicated workspace
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
101K reviews
Destinations to explore
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