Family-friendly holiday rentals in Jamul

4.99 out of 5 average rating, 212 reviews

A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.

Guesthouse in Crest

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

4.98 out of 5 average rating, 102 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Guesthouse in Spring Valley

4.98 out of 5 average rating, 414 reviews

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

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

4.93 out of 5 average rating, 100 reviews

The interior of the RV trailer is highlighted with a central kitchen island featuring a double sink and countertop space. Comfortable seating arrangements and a dining area can be seen, with warm wood cabinetry and soft lighting enhancing the space.

Campervan/RV in Jamul

Delightful mountain glamping retreat Unit A

**Please read all the house rules prior to book** Located on a 6 acre property in Jamul. This 34ft RV trailer has a lot to offer. Equipped with indoor/outdoor kitchen, comfy mattress, residential size fridge, indoor/outdoor fireplace to keep you warm and cozy. Free free to star gazing at night, or take a stroll in the property for stunning valley views, tons of fruit trees and flowers. It’s a perfect escape yet not too faraway from what San Diego has to offer. 45 minutes to downtown San Diego.

4.98 out of 5 average rating, 250 reviews

A bright and inviting living area features a mustard-yellow sofa complemented by patterned cushions. Two armchairs in light grey are positioned around a wooden coffee table, while an acoustic guitar is mounted on the wall. A television is mounted beside large windows that allow natural light to stream in.

Bungalow in La Mesa

Townhouse - Hot Tub, Fire Pit La Mesa Village

Enjoy a stylish experience at this centrally-located bungalow. Just a short walk to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. The outdoor space has a hot tub, fire pit, yard games, & bbq. Hop on the trolley to get anywhere. Traveling with additional friends and family? We have the Casita de Pueblo located at the same location. Check it out under our other listings where you can book both. 20 min drive to the Beach, Downtown, Balboa Park, or Old Town

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, 215 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.

4.91 out of 5 average rating, 475 reviews

A cozy living area features a wood-burning stove as the focal point, surrounded by string lights that add warmth. A round coffee table sits at the center, with a sofa and side chairs arranged for comfort. The walls are adorned with wooden panels, enhancing the rustic charm.

Cabin in Descanso

The High Country Hobo Preserve: Rustic Cabin

Welcome to the High Country Hobo Preserve. This hidden gem is nestled in the Cleveland National Forrest. Guest cabin has all amenities: wood burning fireplace, board games, fishing poles, bottle house, bbq, and gold pans for when the creek is flowing. An outdoor fire pit if winds are calm. It has old character, unique charm, and is close to old mining town, Julian. Kitchen has fridge, hot plate, grill, microwave, coffee maker- coffee tea provided. Pets welcome, has dog door, fenced yard.

Superhost

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in Lake Murray

4.88 out of 5 average rating, 216 reviews

Bright and spacious home with views, pool & spa.

This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

4.9 out of 5 average rating, 104 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.

Guesthouse in El Cajon

Hilltop Casita Mount Helix

View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

4.99 out of 5 average rating, 191 reviews

A six-person hot tub is set against a backdrop of rolling mountains and valleys, providing expansive views of the landscape. The water is inviting, with bubbles rising gently. The area surrounding the hot tub is accented by natural stones and vegetation, enhancing the serene environment.

Home in Julian

Private Getaway - Breathtaking Views

Discover the Julian Ridgetop Retreat, a private haven with breathtaking panoramic views. 🔸Wake to stunning Salton Sea sunrises from your bed 🔸Unwind in the hot tub under starry skies. 🔸Immerse yourself in nature with nearby trails and adventures 🔸Enjoying year-round comfort with central AC/heat. 🔸Explore historic Julian's charms—apple orchards, wineries, and quaint shops—just minutes away. 🔸Book now and receive our exclusive local guide for an unforgettable mountain escape.

4.88 out of 5 average rating, 166 reviews

A comfortable seating area is observed, featuring a soft green sofa adorned with light-colored pillows. A small white side table holds a decorative arrangement of autumn-colored flowers. Natural light pours in through a large glass door, highlighting the pleasant, welcoming ambiance.

Farm in Jamul

Fun 1 bd apt on a horse ranch, hiking and biking !

Welcome to our family petting zoo farm and horse ranch in Jamul! Our small ranch is in a quiet, beautiful valley with miles of trails right outside our gate. We horses, mini donkeys, goats, chickens and we sell fresh eggs, ask us! We are a 30 minute drive to the beaches, downtown San Diego, and most SD attractions. Locally we have a gas/convince/liquor store. Rancho San Diego is a 10 minute drive with Target, Grocery, Starbucks and many restaurants. We have hot water and WIFI.

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, 146 reviews

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

This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Popular amenities for Jamul family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 233 reviews

An open-concept living space features a spacious bed draped with a light gray blanket, a comfortable sofa with bright red accents, and a dining area with a table. Light flows through large windows, illuminating the cozy atmosphere.

Home in Felicita

Spacious Gated Home: Spa & Mountain View

4.94 out of 5 average rating, 100 reviews

A charming exterior view of the villa, showcasing a landscaped pathway lined with smooth stones. The structure features large windows, and the sky is painted in soft hues of orange and pink, creating a serene backdrop against the surrounding trees.

Home in Bonita

Villa Amarone-San Diego-View, HotTub, Pet friendly

4.99 out of 5 average rating, 147 reviews

An outdoor fire pit is surrounded by four black wooden Adirondack chairs, creating a cozy seating area. Lush greenery and a tree provide shade, while a spacious yard is visible in the background, featuring lounge furniture and a view of the home.

Home in Chula Vista

Hot Tub Getaway by the Coast

Guest suite in Spring Valley

A comfortable armchair with an ornate design is positioned near a glass door, allowing natural light to illuminate the space. An arched wall leads to the sleeping area featuring a spacious bed and decorative elements. Soft curtains frame the door, enhancing the serene atmosphere.

4.82 out of 5 average rating, 287 reviews

Comfy Mountain Top Casita

Cottage in La Jolla Shores

A charming cottage exterior features a brick pathway leading to the front door, surrounded by well-kept grass and shrubs. The wooden siding is complemented by a welcoming porch and a prominent chimney, set against a clear blue sky.

4.99 out of 5 average rating, 258 reviews

La Jolla Shores redwood beach cottage

4.97 out of 5 average rating, 894 reviews

An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.

Home in Ramona

The Glass House - A Nature Retreat

4.94 out of 5 average rating, 219 reviews

A spacious living area is furnished with a large sectional sofa and an armchair, complemented by a coffee table. A flatscreen TV is mounted on a media console, with natural light streaming in from a nearby window. An open layout leads to the dining area and kitchen.

Home in Rolando

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

4.97 out of 5 average rating, 120 reviews

A custom cedar soaking tub is positioned on a stone patio, offering sweeping views of the surrounding hills and valleys. Two wooden chairs are situated nearby, providing a serene spot to relax. The clear blue sky enhances the natural beauty of the landscape.

Home in Julian

Luxury Julian Home w/ Cedar Tub, View, Horse Stall

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 103 reviews

Home in Linda Vista

Modern home w/ large private yard & sunset view

4.9 out of 5 average rating, 200 reviews

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

Home in La Mesa

The Queen House

4.97 out of 5 average rating, 268 reviews

Home in Julian

Majestic Julian Lodge - up to 4 guests

Campervan/RV in San Diego Country Estates

A luxury RV is shown nestled among lush greenery, featuring a spacious wooden deck and a retractable awning. Colorful flowering plants are arranged in planters at the base, complementing the natural landscape. The sky above displays soft clouds drifting across a bright blue backdrop.

5 out of 5 average rating, 124 reviews

Luxury RV- Edge of the Cleveland Nat’l Forest!

4.93 out of 5 average rating, 199 reviews

A swimming pool reflects sunlight under a clear blue sky, surrounded by a patio area. A colorful hammock is suspended near the pool, while potted plants add greenery. The adjoining building features large windows and a seating area.

Guest suite in La Mesa

Hacienda de las Campanas (Bell Hacienda)

4.97 out of 5 average rating, 192 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.

Guesthouse in El Cajon

Mt Helix Studio Loft with Mountain Views

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.

4.94 out of 5 average rating, 214 reviews

Mountain top view getaway loft

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, 177 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

Family-friendly home rentals with a pool

Superhost

The sunset illuminates the sky with vibrant hues, casting a warm glow over the swimming pool and surrounding backyard. Outdoor seating is arranged near the pool, complemented by lush greenery and a large rock. The scene evokes a sense of tranquility.

Guest suite in La Mesa

4.86 out of 5 average rating, 195 reviews

Peaceful Valley Ocean View - Restful and Relaxing

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, 150 reviews

Private 1 BR Paradise retreat

4.98 out of 5 average rating, 83 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

The pool area features a clear swimming pool surrounded by lounge chairs, palm trees, and a shaded seating space. The scenic backdrop showcases mountains under a partly cloudy sky, emphasizing the tranquil outdoor atmosphere.

5 out of 5 average rating, 415 reviews

Private Poolside Cabana

4.9 out of 5 average rating, 124 reviews

The kitchen area features a blend of natural stone walls and modern cabinetry. A small dining table with woven placemats is set for two. Essential appliances, including a refrigerator and coffee maker, are visible, alongside dishware neatly organized on the shelf.

Guesthouse in Escondido

Secluded Casita in Wine Region

4.99 out of 5 average rating, 176 reviews

A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.

Home in Hillcrest

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

4.97 out of 5 average rating, 118 reviews

A serene backyard oasis features a small spa surrounded by lush greenery and decorative plants. The space is framed by an open wooden structure with a sloped roof, providing a cozy seating area with soft cushions. Unique pendant lights hang above, adding a touch of elegance.

Home in Normal Heights

Luxe Home w. Serene Backyard Spa