Guesthouse accommodation & 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 San Diego
4.77 out of 5 average rating, 881 reviewscharming, colorful, close to beach
13 – 20 Mar
Guesthouse in Chula Vista
4.95 out of 5 average rating, 476 reviewsPrivate Casita in Great Eastlake Neighborhood
13 – 20 June
Guesthouse in San Diego
4.98 out of 5 average rating, 156 reviewsNew Guest House - North Park
4 – 11 Apr
Guesthouse in San Diego
4.77 out of 5 average rating, 601 reviews$100-150 night--Windansea #3
14 – 21 Nov
Guesthouse in San Diego
4.93 out of 5 average rating, 449 reviewsPrivate Cottage in Walkable North Park w/AC
18 – 25 June
Guesthouse in San Diego
4.97 out of 5 average rating, 293 reviewsPrivate Guest House with a View
24 – 31 Aug
Guesthouse in Encinitas
4.86 out of 5 average rating, 228 reviewsSunset/Ocean View Guest House! Minutes to Beach
14 – 21 Nov
Guesthouse in El Cajon
4.98 out of 5 average rating, 191 reviewsFletcher Hills - modern 1 BR.Easy, no step access.
21 – 28 Mar
Guesthouses with a patio
Guesthouse in Poway
4.99 out of 5 average rating, 118 reviews⭐️Garden studio guesthouse, resort living with pool
Guesthouse in San Diego
4.98 out of 5 average rating, 101 reviewsKing Bed, Free Parking, Fast Wi-Fi, Full Kitchen
30 Nov – 7 Dec
Guesthouse in La Mesa
4.98 out of 5 average rating, 251 reviewsLa Mesa Suite
21 – 28 Feb
Guesthouse in San Diego
4.91 out of 5 average rating, 152 reviewsCentral studio w/ private outdoor space & parking
4 – 11 Nov
Guesthouse in San Diego
4.98 out of 5 average rating, 125 reviewsPrivate Studio Cottage with Outdoor Patio
2 – 9 Jan
Guesthouse in San Diego
4.99 out of 5 average rating, 152 reviewsAdorable cottage in Talmadge
15 – 22 Oct
Guesthouse in Oceanside
4.94 out of 5 average rating, 156 reviewsDetached, Private Cottage! Fenced, PET friendly!
11 – 18 Sept
Guesthouse in La Mesa
4.97 out of 5 average rating, 131 reviewsDa Hui Hut-Beachy home/La Mesa’s best view and spa
23 – 30 Sept
Guest house rentals with a washing machine and dryer
Guesthouse in San Diego
4.87 out of 5 average rating, 419 reviewsThe Golden Hill mosaic "casita"
30 July – 4 Aug
Guesthouse in San Diego
4.96 out of 5 average rating, 117 reviews1BR Casita in the Heart of Kensington!
16 – 23 Sept
Guesthouse in San Diego
4.98 out of 5 average rating, 118 reviewsCasita Hermosa - Close to everything in San Diego
20 – 27 Dec
Guesthouse in San Diego
4.94 out of 5 average rating, 100 reviewsBrand New studio/self check-in&off street parking
20 – 27 Dec
Guesthouse in San Diego
4.92 out of 5 average rating, 528 reviewsThe Best Cottage in North Park!
28 Sept – 5 Oct
Guesthouse in San Diego
4.97 out of 5 average rating, 307 reviewsPrivate Guesthouse in Trendy North Park
8 – 15 June
Guesthouse in La Mesa
4.99 out of 5 average rating, 133 reviewsStunning Guest House 15 min. from Zoo, Downtown
10 – 17 Sept
Guesthouse in San Diego
4.99 out of 5 average rating, 133 reviewsCarrie’s North Park Casita, in Heart of San Diego
2 – 9 Sept
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
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