Guest house holiday rentals in La Mesa

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, 158 reviews

Private 1 BR Paradise Retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

4.98 out of 5 average rating, 125 reviews

NEW construction - Studio by Village of La Mesa

New studio - Attached Dwelling Unit (ADU) with a private entrance. Walking distance to the Village of La Mesa which has several restaurants, shops and a Vons. Very close to SDSU and quick access to multiple freeways that take you to beaches, mountains, SD Zoo, the nightlife in downtown SD (8, 94, 125). Access to shared laundry room, 2 parking spaces and its own outdoor area. AC & heat. WiFi. Netflix, Hulu with live TV, Apple TV, Disney +, Prime Video and HBO Max. Crib and high chair upon request

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.

4.9 out of 5 average rating, 433 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!

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.

4.97 out of 5 average rating, 107 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!

Guest house in Lake Murray

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, 151 reviews

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

This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around 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.

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, 216 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.

4.99 out of 5 average rating, 339 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our casita is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

A charming exterior of a white house is framed by vibrant green plants and orange flowers. A stone pathway leads to an inviting front door, flanked by decorative lanterns. A small dog stands on the path, adding a sense of welcoming to the scene.

4.98 out of 5 average rating, 104 reviews

Mt. Helix Casita private petite home

This cozy, quiet retreat (5 min. from the quaint main street of downtown La Mesa) used to be a doll factory. Drink your morning ritual on our deck amongst the trees. 15 min. from downtown and SAN airport. 10 minutes from SDSU. 25 minutes to La Jolla/ beaches and most San Diego colleges and attractions like Birch Aquarium. 15 minutes from Balboa Park museums. Hike Mission trails-15 min. from trailheads. Take a walk up scenic Mt Helix and enjoy the vistas. Flora and fauna abound.

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, 221 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.

A vibrant sunset casts shades of orange and pink across the sky, viewed from a residential street. Palm fronds frame the scene, while neighboring homes and trees are softly silhouetted against the colorful backdrop.

4.94 out of 5 average rating, 181 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

Newly built one-bedroom private guesthouse w/view of Cowles Mountain and separate street entrance. Living room has queen futon. A 50" smart TV with YouTube TV. Free high-speed Wi-Fi. Kitchen with refrigerator, stove, oven, microwave, dishwasher, toaster, and Keurig coffee machine. Bedroom has queen bed and 40" smart TV. Bathroom has large shower and electronic bidet. Washer/dryer. Allow small pets up to 35 lbs. for $20 fee.

A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.

4.92 out of 5 average rating, 213 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.

4.99 out of 5 average rating, 287 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.

Popular amenities for guest house rentals in La Mesa

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.98 out of 5 average rating, 224 reviews

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guest house in Talmadge

Lovely Guesthouse in garden setting

An open living space is illuminated by natural light, featuring a light-colored sofa and a woven coffee table. A bed with neutral bedding is positioned beside a bright kitchenette. Decorative elements include a round mirror, a rattan light fixture, and a potted plant, enhancing the welcoming ambiance.

4.98 out of 5 average rating, 180 reviews

Insta-worthy! 1 night/many nights, no min required

4.99 out of 5 average rating, 184 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.

Guest house in Del Cerro

The Happy Family * 2 playhouses near SDSU!

4.99 out of 5 average rating, 241 reviews

A bright bedroom features a spacious bed with white linens, complemented by a cozy sitting area with decorative pillows. Large windows with shutters allow natural light to fill the room, and a small nightstand with a lamp adds functionality. A warm color palette enhances the welcoming atmosphere.

Guest house in Talmadge

Adorable cottage in Talmadge

4.96 out of 5 average rating, 257 reviews

A stunning sunset is captured over a serene landscape, with the sun dipping below the horizon. Soft hues of orange and pink dominate the sky, reflecting on the water's surface. In the distance, the outline of an island is visible against the ocean.

Guest house in Jamul

Retreat house. Nature, Hot Tub, Views!

Guest house in Spring Valley

4.98 out of 5 average rating, 420 reviews

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

A well-lit bedroom features a spacious bed adorned with a light purple comforter. Nightstands are placed on each side of the bed, and a colorful floral area rug adds warmth to the floor. Light filters through sheer floral curtains, enhancing the calm ambiance.

4.86 out of 5 average rating, 162 reviews

Cozy Casita

4.97 out of 5 average rating, 195 reviews

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

Guest house in El Cajon

Mt Helix Studio Loft with Mountain Views

Guest house rentals with a patio

A modern open concept living area is showcased, featuring a comfortable beige sectional sofa and a wall-mounted television. Natural light fills the space from large windows adorned with sheer curtains, revealing a view of lush greenery outside. A light wood side table complements rustic décor elements.

4.99 out of 5 average rating, 104 reviews

Amazing Views! Private Hilltop Home with Balcony~

4.96 out of 5 average rating, 114 reviews

Guest house in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla

A private patio area is presented with a round dining table and four chairs, shaded by a large umbrella. Lush greenery surrounds the space, and sunlight filters through, creating a serene outdoor setting ideal for relaxation or dining.

4.95 out of 5 average rating, 154 reviews

SDSU Central Cozy Casita | Fast WiFi | Walkable

Guest house in Sunset Cliffs

A scenic view of the ocean is visible from a balcony. Lush greenery and palm trees frame the coastline, while rooftops and solar panels from nearby homes are seen below. The clear blue sky reflects the tranquil ambiance of the surroundings.

4.96 out of 5 average rating, 102 reviews

Guest house with ocean views and private deck.

Guest house in National City

An outdoor seating area features a covered gazebo with warm lighting, creating a welcoming ambiance. Surrounding the space are well-maintained grassy areas and neatly arranged stone pathways. Palm trees add a tropical touch against a backdrop of evening clouds and distant city lights.

4.95 out of 5 average rating, 218 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

Guest house 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, 212 reviews

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

4.9 out of 5 average rating, 105 reviews

A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.

Guest house in El Cajon

Hilltop Casita Mount Helix

Superhost

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.

4.88 out of 5 average rating, 258 reviews

Central studio w/ private outdoor space & parking

Guest house rentals with a washing machine and dryer

Guest house in Pacific Beach

A private outdoor space features two wooden lounge chairs, adorned with striped cushions. The area is surrounded by a wooden fence, with a grill positioned nearby. Soft, artificial grass adds a green touch, and the sky above is bright and open, enhancing the outdoor ambiance.

4.92 out of 5 average rating, 224 reviews

Cozy Detached Casita w/AC & heat

4.95 out of 5 average rating, 138 reviews

A bright living area features a cozy sofa paired with a stylish coffee table, surrounded by large windows that allow natural light. A round mirror hangs above the seating, while indoor plants add a touch of greenery, creating a serene atmosphere.

Guest house in Poway

Charming Guest House in Poway - Kid friendly

Guest house in Pacific Beach

4.98 out of 5 average rating, 334 reviews

Charming Modern Apartment with private terrace

Guest house in Golden Hill

A charming exterior of a boutique guesthouse is presented, featuring a vibrant yellow door and large windows. Lush greenery with various plants and flowers adorns the landscape, while a crafted stone pathway leads to the entrance. A warm, inviting atmosphere is conveyed through well-maintained landscaping.

4.86 out of 5 average rating, 540 reviews

The Golden Hill mosaic "casita"

A bright and airy sleeping area is highlighted by a spacious bed with a striped duvet. Built-in shelving lines one wall, displaying books and decorative items. A ceiling fan and large window provide light and airflow, while a TV is mounted on the opposite wall.

4.96 out of 5 average rating, 749 reviews

BEAUTIFUL Private Studio

A cozy bedroom is highlighted by a spacious bed adorned with a bright yellow knit blanket. Framed photographs of palm trees and cityscapes decorate the walls, while bedside lamps provide soft illumination on either side of the bed.

4.95 out of 5 average rating, 223 reviews

Central Guest House with Private yard

Guest house in Cherokee Point

4.96 out of 5 average rating, 452 reviews

Central San Diego! Your home away from home!