Family-friendly holiday rentals in Jamul

4.98 out of 5 average rating, 115 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

4.93 out of 5 average rating, 107 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.

4.81 out of 5 average rating, 98 reviews

Home in Alpine

Montecito Cottage - Tuscan Farmhouse, Pool, Views

Welcome to The Montecito Cottage in Alpine, Ca. where Tuscan whimsy meets farmhouse charm amidst breathtaking mountain views. Perfect for a serene getaway, this idyllic vintage 2-bedroom, 2.25-bathroom abode sleeps up to 4 guests in the main house, we also have a guest cottage . We welcome your furry friends, ensuring a memorable stay for all. With several gardens, 5 fountains, an outside kitchen, and a sprawling yard, immerse yourself in nature's embrace while enjoying the comfort of the home

Guest suite in Spring Valley

A spacious pool area is surrounded by palm trees, featuring a clear swimming pool with a gentle slope and a water slide. A decorative mural with tropical motifs can be seen on the adjacent wall, enhancing the outdoor recreational space.

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!

Our family-friendly home rests on the foothills of Mt Helix, 15-20 mins to downtown and beaches. Your space is a converted 2-bdrm basement unit with private entrance and access to a large patio, play area, backyard w/ pool and spa. You are steps away from a beautiful nature trail and park; Estrella County Park. Our family of 3 lives above the unit and we strive to provide a wonderful, relaxing stay for our guests. We are close to all that San Diego has to offer without the chaos of the city.

4.97 out of 5 average rating, 261 reviews

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.

4.96 out of 5 average rating, 180 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.

4.96 out of 5 average rating, 421 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

A dining area is highlighted by a round wooden table surrounded by six wooden chairs. A cozy blue sofa is positioned nearby, with large glass doors opening to a pool area. Natural light enhances the space, complemented by a modern pendant light overhead.

4.92 out of 5 average rating, 102 reviews

San Diego Oasis- A Retro Retreat w/ King Size Bed!

Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

4.89 out of 5 average rating, 196 reviews

Farm stay in Jamul

Farm stay 1 bd on horse ranch with farm fresh eggs

Welcome to our family petting zoo farm and horse ranch in Jamul! Our small ranch is nestled in a quiet, beautiful valley with miles of hiking trails right outside our gate. We are a 30 minute drive to the beaches, downtown San Diego, and most SD attractions. We sell farm fresh eggs $5 a dozen if your interested 🤗 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.

4.98 out of 5 average rating, 127 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 Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

5.0 out of 5 average rating, 192 reviews

A spacious log cabin features a green roof and an expansive porch. Surrounding the cabin are grazing animals, including mini highlands and alpacas. Rolling hills and trees provide a natural backdrop, with mountains visible in the distance under a cloudy sky.

Cabin in Ramona

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

4.97 out of 5 average rating, 134 reviews

A light-filled dining area features a simple white table set for two, complemented by wooden chairs. A comfortable seating area with neutral cushions is positioned against a green wall, while a glimpse of the kitchen is visible in the background, showcasing charming decor and a welcoming ambiance.

Guest suite in El Cajon

Farmhouse Cottage Retreat with Beautiful View’s

Welcome to the Farmhouse Cottage a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 2 in a comfortable Queen bed.

4.96 out of 5 average rating, 227 reviews

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Popular amenities for Jamul family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 205 reviews

A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.

Home in La Mesa

Mid-Century Style Family House with Spa

4.99 out of 5 average rating, 114 reviews

A spacious two-story home is depicted, featuring a swimming pool surrounded by a safety fence. The exterior showcases large windows and a well-maintained patio area with comfortable seating. The landscape includes lush greenery and decorative features, providing a serene atmosphere for outdoor relaxation.

Home in Bonita

Beautiful Scenic Views of Coronado Bridge!

Superhost

4.9 out of 5 average rating, 126 reviews

Sleeps 16 | Hot Tub & Fire Pit | 5BR Reunion Home

4.96 out of 5 average rating, 394 reviews

Private Vineyard Estate w/ Guest House & Hot Tub

4.98 out of 5 average rating, 281 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

Casa de Pueblo - Hot Tub, Fire Pit La Mesa Village

4.9 out of 5 average rating, 115 reviews

A private pool is surrounded by a spacious patio, featuring a built-in spa and floating pool accessories. Lounge chairs are arranged by the poolside, while the nearby house is complemented by green shrubbery and playful palm trees. Bright sunlight highlights the inviting blue water.

Home in La Mesa

QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus

4.97 out of 5 average rating, 160 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

4.96 out of 5 average rating, 179 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 102 reviews

A spacious Western-inspired home is presented, featuring a dark green exterior and a sloped roof. The front of the house displays large windows and a two-car garage, flanked by boulders and landscaped areas. A clear blue sky enhances the serene setting.

Home in Alpine

Japatul Haven

4.98 out of 5 average rating, 125 reviews

Quiet Country Home

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, 133 reviews

East Watch- a private getaway

4.92 out of 5 average rating, 104 reviews

San Diego Pool Retreat | Game Room • Sleeps 14

Home in Greater North Park

Urban Greenhouse

4.99 out of 5 average rating, 206 reviews

Superhost

An outdoor seating area is featured under a covered patio, furnished with a table and four red chairs. A circular stone fire pit is positioned on the ground, surrounded by grass. A wooden swing chair adds charm to the space, while strings of lights enhance the ambiance.

4.83 out of 5 average rating, 191 reviews

Beautiful and Spacious San Diego Home.

4.93 out of 5 average rating, 721 reviews

The interior of the dome showcases unique angular wooden walls, creating a modern architectural feature. A spacious open area includes a small dining table with a chair, a comfortable sofa, and a television. Large windows provide natural light and views of the outside greenery.

Dome in La Mesa

Dome Life

4.99 out of 5 average rating, 372 reviews

An aerial view captures the A-frame cabin surrounded by lush greenery. Warm light spills from large windows, illuminating the interior. The expansive deck is equipped with loungers, inviting seating areas, and a built-in BBQ, showcasing a welcoming outdoor space for relaxation.

Cabin in Julian

Mid-Century Modern A-Frame Secluded with Hot Tub

Family-friendly home rentals with a pool

A spacious backyard is showcased with a glistening pool surrounded by a concrete deck. Green grass offers a soft contrast, while lounge chairs and a shaded seating area are positioned for relaxation. String lights illuminate the space, enhancing the outdoor ambiance during twilight.

4.95 out of 5 average rating, 110 reviews

San Diego Pool House with Luxury King/Queen Suites

A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

4.85 out of 5 average rating, 264 reviews

San Diego Pool | Fire Pit | Sunshine | Sleeps 10

5.0 out of 5 average rating, 303 reviews

A private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.

Home in Serra Mesa

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit

4.94 out of 5 average rating, 198 reviews

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

4.99 out of 5 average rating, 102 reviews

An outdoor space presents a well-maintained pool surrounded by lounge chairs and tropical plants. A fire pit is set with a bottle of champagne on an oval table. Deck umbrellas offer shade, creating a relaxing atmosphere near the pool’s edge.

Bungalow in Escondido

Bella Vita,Majestic Resort w/ Bungalow Pool House

5.0 out of 5 average rating, 434 reviews

Private Poolside Cabana

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, 184 reviews

Private 1 BR Paradise Retreat