Guesthouse vacation 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.

Guest favourite
Guesthouse in San Diego
Romantic Private Garden Studio Near Downtown
A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.
Feb. 23 – Mar. 2
$188 CAD per night
4.95 out of 5 average rating, 463 reviews
Guest favourite
Guesthouse in San Diego
Mission Hills Charming suite, walkable to all.
Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.
Aug. 19 – 26
$167 CAD per night
4.91 out of 5 average rating, 406 reviews
Guest favourite
Guesthouse in San Diego
Private Studio Cottage with Outdoor Patio
Welcome to your San Diego cottage! Nestled in charming Point Loma Heights, this stylish 200 sqft studio features a private patio, BBQ grill, outdoor firepit, kitchenette, A/C, queen bed, and 55" TV. Wake up to the calming tropical pond view right outside your window. Excellent location for your beach vacation, convention center event, or romantic getaway.
Nov. 11 – 18
$266 CAD per night
4.98 out of 5 average rating, 112 reviews

Popular amenities for San Diego guesthouses

Family-friendly guesthouses

Superhost
Guesthouse in San Diego
$100-150 night--Windansea #3
Sep. 26 – Oct. 3
$239 CAD per night
4.77 out of 5 average rating, 582 reviews
Superhost
Guesthouse in San Diego
charming, colorful, close to beach
Jan. 16 – 23
$162 CAD per night
4.77 out of 5 average rating, 866 reviews
Guest favourite
Guesthouse in Bonita
Garden Cottage with a bathroom, Kitchenet & patio
Jun. 11 – 18
$136 CAD per night
4.93 out of 5 average rating, 296 reviews
Guest favourite
Guesthouse in El Cajon
Fletcher Hills - modern 1 BR.Easy, no step access.
Oct. 3 – 10
$156 CAD per night
4.99 out of 5 average rating, 185 reviews
Guest favourite
Guesthouse in San Diego
Central & Serene Secret Garden Guesthouse
Aug. 13 – 20
$224 CAD per night
4.97 out of 5 average rating, 494 reviews
Guest favourite
Guesthouse in Chula Vista
Private Casita in Great Eastlake Neighborhood
May 18 – 25
$144 CAD per night
4.95 out of 5 average rating, 464 reviews
Guest favourite
Guesthouse in Oceanside
The Flying Mermaid
May 18 – 25
$140 CAD per night
4.98 out of 5 average rating, 481 reviews
Superhost
Guesthouse in San Diego
Law Street Retreat
Nov. 5 – 12
$215 CAD per night
4.76 out of 5 average rating, 339 reviews
Guest favourite
Guesthouse in San Diego
Your Kensington Bungalow
Aug. 2 – 9
$210 CAD per night
4.96 out of 5 average rating, 245 reviews
Guest favourite
Guesthouse in San Diego
Studio in the Heart of South Park!
Dec. 25 – Jan. 1
$145 CAD per night
4.8 out of 5 average rating, 420 reviews
Guest favourite
Guesthouse in San Diego
Modern Surf Cottage
Jan. 5 – 12
$337 CAD per night
4.93 out of 5 average rating, 491 reviews
Guest favourite
Guesthouse in San Diego
Private Cottage in Walkable North Park w/AC
May 5 – 12
$190 CAD per night
4.93 out of 5 average rating, 439 reviews

Guesthouses with a patio

Guest favourite
Guesthouse in San Diego
Central studio w/ private outdoor space & parking
Jan. 20 – 27
$217 CAD per night
4.93 out of 5 average rating, 135 reviews
Guest favourite
Guesthouse in La Mesa
La Mesa Suite
Jan. 27 – Feb. 3
$226 CAD per night
4.97 out of 5 average rating, 236 reviews
Guest favourite
Guesthouse in La Mesa
Da Hui Hut-Beachy home/La Mesa’s best view and spa
Jun. 29 – Jul. 6
$240 CAD per night
4.98 out of 5 average rating, 120 reviews
Guest favourite
Guesthouse in San Diego
Adorable cottage in Talmadge
Feb. 4 – 11
$195 CAD per night
4.99 out of 5 average rating, 144 reviews
Guest favourite
Guesthouse in San Diego
Modern Guest House with pool, steps to SDSU
Aug. 15 – 22
$191 CAD per night
4.92 out of 5 average rating, 112 reviews
Guest favourite
Guesthouse in San Diego
*Heart of SD* Zoo Nearby * Private Patio* Central*
Oct. 24 – 31
$250 CAD per night
4.9 out of 5 average rating, 161 reviews
Guest favourite
Guesthouse in La Mesa
SDCannaBnB #1 *420 *parking *dog-friendly *hot tub
May 20 – 27
$223 CAD per night
4.99 out of 5 average rating, 151 reviews
Guest favourite
Guesthouse in Poway
⭐️Garden studio guesthouse, resort living with pool
May 14 – 21
$239 CAD per night
4.99 out of 5 average rating, 113 reviews
Guest favourite
Guesthouse in Oceanside
Detached, Private Cottage! Fenced, PET friendly!
Nov. 21 – 28
$216 CAD per night
4.94 out of 5 average rating, 143 reviews
Guest favourite
Guesthouse in San Diego
Mission Hills-Entire Guest House-Center of it All
May 3 – 10
$198 CAD per night
4.98 out of 5 average rating, 127 reviews
Guest favourite
Guesthouse in La Mesa
San Diego Newly Built Private Guesthouse (Sleep 5)
Dec. 11 – 18
$206 CAD per night
4.97 out of 5 average rating, 111 reviews
Guest favourite
Guesthouse in Carlsbad
Casa Buena Vista
5.0 out of 5 average rating, 11 reviews

Guesthouse rentals with a washer and dryer

Guest favourite
Guesthouse in San Diego
Cozy guest studio with private deck
Nov. 25 – Dec. 2
$157 CAD per night
4.9 out of 5 average rating, 720 reviews
Guest favourite
Guesthouse in San Diego
Waterhaven - A Pondside Oasis
Jan. 29 – Feb. 5
$341 CAD per night
5.0 out of 5 average rating, 451 reviews
Guest favourite
Guesthouse in San Diego
Carrie’s North Park Casita, in Heart of San Diego
May 8 – 15
$229 CAD per night
4.99 out of 5 average rating, 127 reviews
Guest favourite
Guesthouse in San Diego
Casita Hermosa - Close to everything in San Diego
Oct. 12 – 19
$281 CAD per night
4.99 out of 5 average rating, 112 reviews
Guest favourite
Guesthouse in Rancho Santa Fe
Rancho Relaxo ★ Private Spacious Guest House
May 27 – Jun. 3
$479 CAD per night
4.99 out of 5 average rating, 139 reviews
Superhost
Guesthouse in San Diego
Pacific Beach Cottage Blocks from Beaches/La Jolla
Nov. 7 – 14
$355 CAD per night
4.82 out of 5 average rating, 211 reviews
Guest favourite
Guesthouse in San Diego
Charming Granny Flat Near SDSU & Transit Center
Apr. 11 – 18
$166 CAD per night
4.91 out of 5 average rating, 110 reviews
Guest favourite
Guesthouse in La Jolla
Charming Seashell Cottage Overlooking Secret Garden Sanctuary
Dec. 9 – 16
$470 CAD per night
4.99 out of 5 average rating, 305 reviews
Guest favourite
Guesthouse in San Diego
North Park Garden Retreat Casita
May 15 – 22
$183 CAD per night
4.98 out of 5 average rating, 175 reviews
Guest favourite
Guesthouse in San Diego
The Golden Hill mosaic "casita"
May 15 – 22
$212 CAD per night
4.87 out of 5 average rating, 400 reviews
Guest favourite
Guesthouse in San Diego
BEAUTIFUL Private Studio
May 7 – 14
$254 CAD per night
4.96 out of 5 average rating, 633 reviews
Guest favourite
Guesthouse in San Diego
The Best Cottage in North Park!
Jul. 15 – 22
$195 CAD per night
4.92 out of 5 average rating, 513 reviews

Quick stats about guesthouse rentals in San Diego

Total rentals

1K properties

Rentals with dedicated workspaces

540 properties have a dedicated workspace

Rentals with a pool

90 properties have a pool

Pet-friendly rentals

240 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

102K reviews

Destinations to explore