Guesthouse vacation rentals in San Diego

The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.

4.91 out of 5 average rating, 465 reviews

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

FamilyLocationQuiet

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

4.98 out of 5 average rating, 126 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

ValueFamilyHospitality

5.0 out of 5 average rating, 574 reviews

A tranquil koi pond is nestled within a landscaped garden, featuring several colorful koi fish swimming gracefully near the surface. Rocks and plants frame the pond, while a small waterfall cascades gently into the water, creating a soothing ambiance.

Guesthouse in Hillcrest

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

ValueLocationSolo travel

Guesthouse in Spring Valley

4.98 out of 5 average rating, 441 reviews

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

ValueLocationTV

A private patio space surrounded by lush greenery features seating areas with wooden chairs and potted plants. Soft lighting is provided by outdoor string lights, and a cozy rug adds warmth. In the distance, a shaded area with an umbrella can be seen, enhancing the tranquil setting.

4.96 out of 5 average rating, 279 reviews

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

FamilyValueWalkability

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

4.97 out of 5 average rating, 173 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

ValueLocationHospitality

Guesthouse in Mission Hills

A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.

4.97 out of 5 average rating, 297 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

FamilyLocationHot tub

A modern loft space features warm wood flooring and a plush area rug. A gray sofa faces a sleek entertainment center. A desk and stool are situated by a window, offering views of the surrounding landscape. Natural light fills the room through large windows.

4.95 out of 5 average rating, 232 reviews

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

FamilyValueAccuracy

4.91 out of 5 average rating, 255 reviews

An outdoor patio is surrounded by lush greenery, featuring vibrant flowers and ferns. A rustic wooden feature stands to one side, complementing the warm-toned brick flooring. A large glass door provides access to the interior, inviting natural light into the space.

Guesthouse in Hillcrest

Relaxing Oasis - short walk to shops & recreation

The Zen Den- This small oasis boasts a location that offers the best of both worlds: a quiet sanctuary for some tranquil R&R, and close proximity to San Diego’s best nightlife, sightseeing, and recreation. The studio opens up to an outdoor patio perfect for San Diego’s sunny and 70 weather. Your blissful retreat is located one block from the bustling metro district of Hillcrest with coffee shops, restaurants, parks, walking/running trails, and more.

ValueLocationLong stay

Guesthouse in Pacific Beach

An outdoor terrace features a spacious seating area with plush cushions, a central firepit, and lounge chairs overlooking a panoramic view of the landscape and ocean in the distance. The setting invites relaxation and enjoyment in a serene environment.

4.95 out of 5 average rating, 120 reviews

Beach views for 2! Jacuzzi, fire pit

This mid-century modern jewel offers one of the best views in San Diego while still being walking distance (9 blocks) to the beach. You'll get a 1 bedroom with queen bed, full kitchen, living room with a futon couch (suitable for only one adult or two kids). I live upstairs and have a deck so you get your own private deck below me with a firepit and jacuzzi. Perfect place for a couple (or possibly a family with 2 small children).

LocationValueView

4.98 out of 5 average rating, 130 reviews

The exterior of a charming casita is highlighted with a terracotta tile roof and earthy stucco walls. Lush greenery surrounds the property, with stone pathways leading to the entry. A tall palm tree stands prominently against the clear blue sky.

Guesthouse in Escondido

Casita in the Vineyard. Privacy & Beauty combine.

Enjoy our newly updated resort-style Casita with hot tub, propane fire pit, and shaded pagoda. This tranquil and private getaway has a full kitchen, bath and laundry facilities and is only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country”, some with live music and food, are within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

LocationValueView

Guesthouse in Mission Hills

The open studio loft features a spacious queen bed draped with light fabric. A small blue sofa with decorative cushions sits opposite a wooden coffee table. Natural light streams in through a well-placed window, illuminating the soft carpet and simple decor.

4.98 out of 5 average rating, 214 reviews

Mission Hills: Private Studio • Walk to Hillcrest

Experience 'The Lark Nest,' a stylish San Diego studio loft in Mission Hills. This private detached guest house offers panoramic bay, Coronado, and ocean views from the property, perfect for sunset watching. Featuring a comfortable queen bed and a small futon, it comfortably fits 2 guests, with space for 3. Enjoy a well-equipped kitchenette and proximity to top city attractions and dining for a unique San Diego escape.

FamilyValueView

Popular amenities for San Diego guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

5.0 out of 5 average rating, 200 reviews

A bright living area is characterized by large windows that invite natural light and provide views of greenery outside. A wall-mounted TV is positioned opposite a comfortable sofa, while a colorful dining chair adds a playful touch to the space.

Guesthouse in Del Cerro

The Happy Family * 2 playhouses & baby gear

ValueFamilyCheckout

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

4.99 out of 5 average rating, 177 reviews

Private 1 BR Paradise Retreat

LocationFamilyBreakfast

4.97 out of 5 average rating, 144 reviews

A vibrant outdoor space features lush tropical plants, including tall palm trees. A cozy seating area is set up on a lawn that leads to a stunning sunset over the horizon. The nearby home displays modern architectural elements, enhancing the serene environment.

Guesthouse in Carlsbad

Private Carlsbad lagoon getaway. Stunning escape.

ValueFamilyGetting around

A private upper deck is shown, featuring a striped umbrella and colorful garden furniture. The deck is surrounded by vibrant flowering plants and provides access to a cozy studio with a light blue door and large windows, allowing natural light to enter.

4.91 out of 5 average rating, 1097 reviews

Safe Private Sanctuary - TOWER STUDIO/ Northpark

LocationFamilyBathroom

A private patio area features a stone pathway leading to a table with four chairs, shaded by a large umbrella. Lush greenery and flowering plants provide a vibrant backdrop, while a corner holds a small rock arrangement, enhancing the serene outdoor space.

5.0 out of 5 average rating, 240 reviews

Tropical on Texas

LocationValueAir conditioning

A charming cottage is framed by a large tree, with lush green foliage and a gentle slope leading to the entrance. A winding path guides visitors toward the house, which features light blue windows and a decorative trellis covered in greenery.

4.92 out of 5 average rating, 100 reviews

Cottage at Cabrillo Cozy garden studio

LocationValueLong stay

4.92 out of 5 average rating, 397 reviews

The casita is illuminated under a night sky, with the warm glow of string lights reflecting off the tranquil pool. The charming architecture features a second-floor window, while the inviting outdoor area showcases a blend of nature and modern design.

Guesthouse in Ramona

Cozy Spanish Casita w/ Mountain View in Ramona

ValueLocationCheck-in

Superhost

The living area features a grey sofa complemented by two pink chairs arranged around a low coffee table. An ornate area rug anchors the space, while framed botanical art adorns the wall. A large mirror reflects the light from stylish floor lamps and greenery.

4.93 out of 5 average rating, 242 reviews

Farm Vibe near City with Friendly Goats & Big Deck

ValueLocationLong stay

Guest house rentals with a patio

Superhost

A welcoming front porch features two chairs facing a lush green lawn. The vibrant sunset sky adds a warm glow, while surrounding greenery provides a touch of privacy. The entrance is enhanced by a bright green door and decorative elements above.

Guesthouse in Ocean Beach

4.9 out of 5 average rating, 135 reviews

OB Casita

ValueLocationBackyard

Guesthouse in Mission Hills

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

5.0 out of 5 average rating, 266 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

ValueLocationNearby

Guesthouse in Spring Valley

The tiny cabin is illuminated by soft lighting, showcasing its wooden exterior and welcoming design. Surrounding cacti and plants enhance the natural setting, while steps lead up to a private deck. The evening sky provides a serene backdrop, highlighting the cabin's cozy atmosphere.

4.98 out of 5 average rating, 227 reviews

Loft Cabin•SoakTub•FirePit• Cinema•View+Zoo add-on

FamilyValueHospitality

A modern kitchen is visible, featuring sleek black cabinets and white countertops. Stainless steel appliances, including a gas stove, are present. A small dining area with a black table and checkered tablecloth complements a cozy seating area, illuminated by natural light from large windows.

4.94 out of 5 average rating, 407 reviews

La Mesa Suite

LocationFamilyAccuracy

4.97 out of 5 average rating, 218 reviews

A light-filled living area features two comfortable sofas facing a modern entertainment unit. A large screen television is mounted on the wall. Sunlight streams through windows, illuminating decorative plants and a neutral-colored coffee table, enhancing the serene ambiance.

Guesthouse in La Jolla

Free Bikes. 5 min walk to Windensea Beach La Jolla

FamilyValueCheckout

The studio features a cozy sleeping area with a stylish four-poster bed dressed in crisp linens. A comfortable seating area is adjacent, complete with plush cushions and a small side table. Natural light filters through the window, highlighting the serene atmosphere.

4.89 out of 5 average rating, 279 reviews

Central studio w/ private outdoor space & parking

FamilyValueWalkability

A peaceful residential exterior is shown with a two-story house featuring a balcony. Lush greenery and colorful flowers border the driveway, which provides ample space for parking, including a white vehicle. The entrance is framed by a decorative gate and a brick pathway.

4.85 out of 5 average rating, 239 reviews

Keighley Guest Apartment (balcony w/views, A/C)

FamilyValueBeach

4.97 out of 5 average rating, 145 reviews

A private outdoor patio presents comfortable seating with two chairs and a sofa surrounding a coffee table. An umbrella provides shade, and greenery is visible alongside the patio. The paved surface features decorative stones, creating a cozy area for relaxation.

Guesthouse in Poway

Gorgeous Guesthouse Poway w/Private Yard

ValueFamilyAir conditioning

Guest house rentals with a washer and dryer

Guesthouse in Ocean Beach

An open indoor space features a comfortable sofa adorned with decorative pillows. A large glass garage door leads to a private outdoor lounge area with natural greenery, seating, and a dining table, creating a seamless transition between indoor and outdoor living.

4.89 out of 5 average rating, 347 reviews

Indoor/Outdoor Sanctuary in Ocean Beach

ValueLocationLayout

Guesthouse in Mission Beach

The living area features natural wood paneling and a warm color palette. Large windows allow ample light, framed by woven shades. A comfortable white sofa and a stylish entertainment unit with a television are visible, along with a decorative chair and a small side table.

4.91 out of 5 average rating, 848 reviews

South Mission Beach Zen-Like Studio

LocationValueHospitality

4.93 out of 5 average rating, 705 reviews

OB studio, ocean views, hot tub & garage parking!

LocationValueBeach

The exterior of a renovated guesthouse is presented, featuring a white stucco facade with decorative tiles along the steps. A green door, large windows, and a charming walkway leading to the stairs enhance the inviting appearance of the property.

4.99 out of 5 average rating, 198 reviews

Carrie’s North Park Casita, in Heart of San Diego

ValueFamilyWifi

Guesthouse in Solana Beach

An inviting outdoor seating area is furnished with a modern gray sofa and accented by soft white pillows. A sleek fire pit is centered among tall planters filled with greenery, while a fabric canopy provides shade. Natural wood panels create a warm and private environment.

4.92 out of 5 average rating, 102 reviews

Solana Casita Charmer

ValueLocationBackyard

A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.

4.99 out of 5 average rating, 231 reviews

Stunning Guest House 15 min. from Zoo, Downtown

LocationValueGetting around

4.97 out of 5 average rating, 210 reviews

Guesthouse in Hillcrest

Luxury Studio W/ Garden View in Heart of Hilcrest

LocationFamilyGetting around