Guesthouse holiday rentals in San Diego
Find and book unique guesthouse rentals on Airbnb
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
18–25 Nov
Guesthouse in San Diego
4.92 out of 5 average rating, 366 reviewsCozy 1-bdr apt in Normal Heights near Adams Ave
8–15 Jan
Guesthouse in Chula Vista
4.95 out of 5 average rating, 475 reviewsPrivate Casita in Great Eastlake Neighborhood
17–24 Oct
Guesthouse in San Diego
4.91 out of 5 average rating, 379 reviewsNorth Park Cottage
15–22 Apr
Guesthouse in San Diego
4.96 out of 5 average rating, 211 reviewsNorth Park, San Diego's Best At Your Doorstep
3–10 Jun
Guesthouse in San Diego
4.97 out of 5 average rating, 291 reviewsPrivate Guest House with a View
6–13 Aug
Guesthouse in San Diego
4.84 out of 5 average rating, 315 reviewsPacific Beach Guest House With Garage and A/C
14–21 Dec
Guesthouse in San Diego
4.96 out of 5 average rating, 251 reviewsYour Kensington Bungalow
27 Sep – 4 Oct
Guesthouses with a patio
Guesthouse in San Diego
5.0 out of 5 average rating, 106 reviewsSantorini-Inspired Cottage #1 w/ Hot Tub + Views
22–29 Oct
Guesthouse in San Diego
4.98 out of 5 average rating, 123 reviewsPrivate Studio Cottage with Outdoor Patio
1–8 Jan
Guesthouse in San Diego
4.93 out of 5 average rating, 147 reviewsCentral studio w/ private outdoor space & parking
23–30 Mar
Guesthouse in Oceanside
4.94 out of 5 average rating, 154 reviewsDetached, Private Cottage! Fenced, PET friendly!
12–19 Mar
Guesthouse in La Mesa
4.98 out of 5 average rating, 250 reviewsLa Mesa Suite
7–14 Apr
Guesthouse in San Diego
4.99 out of 5 average rating, 151 reviewsAdorable cottage in Talmadge
4–11 Aug
Guesthouse in San Diego
4.99 out of 5 average rating, 107 reviewsModern Guest House with Patio, Parking, & Laundry
5–12 Jun
Guesthouse in La Mesa
4.99 out of 5 average rating, 167 reviewsSDCannaBnB #1 *420 *parking *dog-friendly *hot tub
Guest house rentals with a washing machine and dryer
Guesthouse in San Diego
4.96 out of 5 average rating, 208 reviewsPrivate beach guesthouse w/ private parking
3–10 Oct
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
4.91 out of 5 average rating, 190 reviewsSTUNNING Casita with a View!!
13–20 Oct
Guesthouse in La Mesa
4.99 out of 5 average rating, 133 reviewsStunning Guest House 15 min. from Zoo, Downtown
16–23 Oct
Guesthouse in El Cajon
4.98 out of 5 average rating, 190 reviewsFletcher Hills - modern 1 BR.Easy, no step access.
6–13 Apr
Guesthouse in San Diego
4.99 out of 5 average rating, 131 reviewsCarrie’s North Park Casita, in Heart of San Diego
6–13 Oct
Guesthouse in San Diego
4.98 out of 5 average rating, 117 reviewsCasita Hermosa - Close to everything in San Diego
23–30 Nov
Guesthouse in San Diego
4.97 out of 5 average rating, 327 reviewsPrivate Guesthouse with Bay View Deck
24–31 May
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
- Tijuana Holiday rentals
- Palm Springs Holiday rentals
- Anaheim Holiday rentals
- Joshua Tree Holiday rentals
- Los Angeles Holiday rentals
- Beverly Hills Holiday rentals
- Santa Monica Holiday rentals
- Malibu Holiday rentals
- Santa Barbara Holiday rentals
- Las Vegas Strip Holiday rentals
- Las Vegas Holiday rentals
- Phoenix Holiday rentals
- House rentals United States
- Guesthouse rentals United States
- Beach condo rentals San Diego
- Rentals with a home theatre San Diego
- Hotel rentals San Diego
- Cottage rentals San Diego
- House rentals San Diego
- Fitness-friendly rentals San Diego
- Beach house rentals San Diego
- Rentals with a washing machine and dryer San Diego
- Family-friendly rentals San Diego
- Monthly Rentals San Diego
- Townhouse rentals San Diego
- Rentals with pools San Diego
- Rentals with beach access San Diego
- Holiday home rentals San Diego
- Waterfront rentals San Diego
- Rentals with an accessible height bed San Diego
- Luxury rentals San Diego
- Wheelchair accessible rentals San Diego
- Rentals with a sauna San Diego
- Kid-friendly rentals San Diego
- Beachfront rentals San Diego
- Rentals with a beach view San Diego
- Rentals with an accessible height toilet San Diego
- Rentals with a fireplace San Diego
- Rentals with a patio San Diego
- Rentals with breakfast San Diego
- Cabin rentals San Diego
- Rentals with a balcony San Diego
- Rentals with lake access San Diego
- Rentals with an EV charger San Diego
- Resort rentals San Diego
- Serviced apartment rentals San Diego
- Rentals with a hot tub San Diego
- Rentals with a kayak San Diego
- Rentals with outdoor seating San Diego
- Rentals with a fire pit San Diego
- Apartment rentals San Diego
- Smoking-friendly rentals San Diego
- Private suite rentals San Diego
- Bungalow rentals San Diego
- Pet-friendly rentals San Diego
- Villa rentals San Diego
- Bed and breakfasts San Diego
- Loft rentals San Diego
- Condo rentals San Diego
- Tiny house rentals San Diego
- Guesthouse rentals California
- House rentals California
- House rentals Palm Springs
- Guesthouse rentals Palm Springs
- Guesthouse rentals Anaheim
- House rentals Anaheim
- House rentals Tijuana
- Guesthouse rentals Tijuana
- Guesthouse rentals San Diego County
- House rentals San Diego County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom