Holiday rentals with a kayak in Oceanside

4.91 out of 5 average rating, 838 reviews

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

Guesthouse in Escondido

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

4.96 out of 5 average rating, 193 reviews

The exterior of a modern three-story condo complex is showcased, featuring a warm yellow exterior complemented by palm trees. Stairs lead to upper levels, and a gated entrance is visible alongside a two-car garage located at the ground level.

Townhouse in Oceanside

Oceanside beach Condo 1 block from the water!

Modern condo with ocean views just one block from the beach! Light and bright design in a newer small (5) condo gated complex. Two car garage loaded w/all the beach stuff you'll need (boards, chairs, toys, kayaks, bikes) w/2 passes to park on the street also. Condo is a full 2 bed 2 bath that can sleep 8 if needed. Queen bed in master and twin bunk beds in guest with two pull out couches. AC,Flat screen TVs, wifi & cable. Walking distance to all the Oceanside hot spots and rail. Pets fee is $250

4.99 out of 5 average rating, 73 reviews

An open living space features large glass doors that lead to a balcony overlooking the ocean. A round dining table with four chairs is placed near the windows, while a comfortable seating area with two chairs is positioned nearby, inviting relaxation with scenic views.

Condo in La Jolla

Oceanfront La Jolla Village View

Located in the village of La Jolla and directly across the street from beautiful beaches and the famous La Jolla Tide pools, this ocean front condo has fantastic views of the ocean and an amazing ocean front terrace to watch the waves and people below. No need to choose between walkability, views or beach access, this condo has all three. You can park your car in the reserved parking spot underground for your entire stay and walk everywhere you need to go and enjoy the beautiful so-cal weather.

4.97 out of 5 average rating, 87 reviews

The outdoor area features a heated pool and elevated spa surrounded by lush palm trees. An umbrella provides shade over cozy seating. A string of lights adds a warm glow, enhancing the inviting atmosphere of the space. Comfortable lounge chairs invite relaxation.

Villa in Oceanside

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

4.99 out of 5 average rating, 67 reviews

The exterior of the property showcases a two-story house with a spacious deck adorned with greenery. The inviting pool features oversized floating cushions and well-designed seating areas, surrounded by palm trees under a clear sunset sky.

Home in Oceanside

Private Family Oasis w/ Oceanview - Near Downtown

Nestled on a private hillside with breathtaking ocean views, this family-friendly retreat is just a 5-minute drive from the beautiful sandy Oceanside City Beach. The backyard oasis features a pool, games, and a Traeger smoker for BBQ enthusiasts to enjoy while watching the kids play. Inside, you'll find a stylish design, luxurious amenities, a chef's kitchen, and an impressive record collection, ideal for music lovers. This property blends relaxation and entertainment for a memorable getaway.

4.98 out of 5 average rating, 290 reviews

A serene pool area is surrounded by lush tropical foliage and stone accents. Sunlight reflects off the water, creating a tranquil atmosphere. A floating pool toy adds a playful touch. Nearby wooden seating offers a space for relaxation amid the greenery.

Home in Vista

Bamboo Lake House-Tropical paradise & LOTS OF FUN

LEGOLAND and best BEACHES nearby. Pool, spa, tennis court, pickle ball, basketball, game room, ping pong, fishing, canoeing on 1/2 acre pond with fish and ducks and birds, bbq, firepit all for your EXCLUSIVE private use. Unique TROPICAL PARADISE comfortable to RELAX and have FUN in beautiful SAN DIEGO north county. Many attractions and CRAFT breweries and cuisine. ***There are 3 private residences on the 2.5 acre property. Your residence is your own house, everything is for your private use.

4.9 out of 5 average rating, 69 reviews

A modern living area features a comfortable gray sofa and two light-colored chairs, arranged around a coffee table. A large window offers a view of the outdoor space, while a wall-mounted TV and neutral-toned art add to the decor. Light curtains frame the window.

Apartment in La Jolla

Windansea Beach Bungalow in La Jolla Shores

This freshly decorated condo, is the epitome of beach living. It is the perfect spot for your family or group to kick back and relax to truly enjoy the laid back La Jolla Shores vibe. Just a couple blocks from one of the most beautiful coastlines & family friendly beaches in the world, this La Jolla Shores hideaway has everything your group could need for a La Jolla beach adventure. Have two groups? This condo has two separate kitchenettes & entrances to accommodate each groups' privacy.

4.9 out of 5 average rating, 42 reviews

A round wooden table is set on a balcony, surrounded by four metal chairs with cushioned seats. An orange umbrella provides shade, and lush palm trees are visible in the background, with distant hills adding a scenic touch to the outdoor space.

Cottage in Del Dios

Lake House Awesome Views/Theme Parks Close

Our lake house in Del Dios aka "Valley of Gods" west shore Lake Hodges, SD Co. North. Perfect for relaxing, family, outdoor sports, vacation, work or school at home, Internet-150mbp * Vacation House to yourself * Paddle/Wind/ & Sail Boarding * Boat, Kayak, Canoe, Sail and Fishing * Trail Biking, Cycling * Coast to Crest Trail * Hike or Stroll the shore * Bird Watch * Horseback Riding * BBQ/Picnic areas * Boat Launch, Rentals, Concession * Pets by approval * Beach/Safari Park-close

4.96 out of 5 average rating, 27 reviews

An outdoor lounge area features comfortable seating arrangements with navy blue cushions surrounding a square table. Planters with flowers add color to the space, which overlooks scenic hills under a partly cloudy sky.

Home in Rancho Bernardo

Luxurious Lakeview Retreat at Lake Hodges, RB

Make sure to set your stay to 31 nights or more to save big on ST Tax being removed from your pricing Welcome to your dream home, where luxury meets nature. Newly remodeled and beautifully appointed Lakeview Retreat sleeps 10 with five bedrooms and three baths. The house is ideal for couples, families and large groups. This stunning residence boasts breathtaking panoramic views of the Rancho Bernardo Natural Preserve and Lake Hodges, creating a serene and picturesque backdrop.

4.84 out of 5 average rating, 38 reviews

A cozy living room showcases a spacious sectional sofa and a comfortable brown loveseat. A large flat-screen TV is mounted on the wall, while a round area rug is centered on the warm wooden floor. Natural light filters in through expansive windows, enhancing the inviting atmosphere.

Home in University City

Canyon BreeZe * Hot Tub * Game Room * Canyon View*

Welcome to our cozy 3-BR/2BA family friendly home (sleeps 8) centrally located in San Diego! Nestled above a scenic canyon and just minutes away from UCSD and beaches, this charming house is perfect for families and professionals. The house features a fully equipped kitchen with brand new appliances, cozy living room with a 65 inch flat-screen TV, private backyard with 8 seat dining table, BBQ grill, fire pit and new hot tub. Plus great gym and game room!

Superhost

A spacious kitchen with wood cabinetry and stainless-steel appliances is complemented by a dining table for four. Glass doors open to a deck that features palm trees in the background, allowing natural light to fill the area. A welcoming atmosphere is created by the warm wood accents.

Home in Vista

4.78 out of 5 average rating, 145 reviews

Farmhouse with a View

Keep it simple at this peaceful and centrally-located place. You get to enjoy 2 beautiful bedrooms with a full kitchen and a gorgeous view. This is a Custom built, craftsman style place you can enjoy. It feels like you are out in the country, but everything is close by. It’s just 15 minutes to the beach, 15 minutes to Legoland, 1 hour and 15 minutes to Disneyland, 45 minutes to Sea World. The possibilities are endless.

The bright living area features a large flat-screen TV mounted above a modern fireplace. A spacious blue sofa is positioned alongside a coffee table, while large windows provide stunning views of the ocean and access to a private balcony.

4.91 out of 5 average rating, 79 reviews

Oceanfront Home w/ Panoramic Views & Private Beach

Welcome to your ultimate beachfront escape! This stunning 3-bedroom, 3-bath, two-story owner’s unit offers sweeping ocean vistas, unmatched comfort, and exclusive access to the private beach below. Perfect for families or groups, this meticulously maintained property combines clean, modern design with a subtle coastal influence, creating an inviting and tranquil retreat.

Popular amenities for Oceanside kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.78 out of 5 average rating, 32 reviews

Four chickens are gathered around a feeder in a dirt area. The chickens exhibit a variety of colors, including golden yellow, black, and striped gray. Their distinct features, such as combs and wattles, are visible, showcasing their differing breeds.

Home in Carlsbad

Big Tropical yard / Fresh eggs / made to Entertain

4.77 out of 5 average rating, 61 reviews

A serene balcony scene features two stylish chairs adorned with striped pillows, positioned around a small wooden table. Two blue glasses sit atop the table, with expansive ocean views visible in the background under a clear sky.

Home in Oceanside

3 BR Beachfront Views, Walk to Restaurants & Pier

Superhost

Home in Oceanside

New place to stay

WaveHaus & Hot tub by the Pier

4.96 out of 5 average rating, 137 reviews

An aerial view captures the coastal neighborhood and the stunning Casa Surfside. The Spanish-style house features a welcoming façade with a terracotta tiled driveway, surrounded by well-maintained landscaping. The Pacific Ocean is visible in the background, enhancing the coastal atmosphere.

Home in Carlsbad

Casa Surfside-Walk 2 Beach, Spa, Close to Legoland

5 out of 5 average rating, 7 reviews

A lakeside view showcases a spacious home with a covered patio, surrounded by lush greenery and vibrant landscaping. A pathway lined with stones leads to the water's edge, complemented by a palm tree. Clear skies reflect a serene atmosphere over the tranquil lake.

Home in San Marcos

Tranquil Lakefront Retreat With Private Dock

Private room in Carlsbad

Room at Palm paradise

Private room in Escondido

A large two-story home is depicted, featuring multiple windows that reflect the evening light. A swimming pool is visible in the foreground, accompanied by a slide. Lush greenery and palm trees are present, enhancing the outdoor space.

4.94 out of 5 average rating, 79 reviews

Peaceful stay with a view. Rm2

4.98 out of 5 average rating, 89 reviews

A vibrant beach scene is captured during sunset, showcasing a blend of warm hues in the sky above a coastal hill. Soft waves reflect the colors, while the sandy beach stretches towards the horizon, offering an inviting atmosphere.

Home in Del Mar

Vintage Mid Century Modern Beach House

Other holiday rentals with a kayak

A comfortable living area features a spacious sectional sofa and an armchair, complemented by a wooden coffee table. A stone fireplace serves as a focal point. Large sliding doors provide access to the outdoor balcony, inviting natural light into the space.

4.5 out of 5 average rating, 4 reviews

Driftwood Dream Cottage

A cozy living area features a dark leather sofa accompanied by two accent chairs. A coffee table sits centrally on a woven rug, with natural light illuminating the space. The wall displays coastal artwork, and a flat-screen TV is mounted above a stone fireplace.

5 out of 5 average rating, 4 reviews

Salty Seas Getaway

The spacious living area displays soft carpet and light blue walls, complemented by two comfortable sofas and an armchair. A television and a decorative lamp are present. Large sliding doors open to a balcony, providing access to ocean views and natural light.

Sea Forever

A spacious living area includes a blue sofa and two floral-patterned chairs, complemented by a wooden dining table with seating for four. Natural light filters through expansive sliding glass doors, revealing ocean views. A flat-screen TV is mounted above a decorative fireplace.

The Blue Marlin

A comfortable living area is furnished with a new sofa and loveseat, offering neutral tones and decorative pillows. A cozy fireplace and a large smart TV are featured. Natural light floods in from sliding doors that lead to a balcony with garden views.

5 out of 5 average rating, 7 reviews

Rooftop Seabreeze

A bright living area features a comfortable dark sofa with decorative cushions, paired with a light armchair and an elegant coffee table. Large mirrors and windows reflect the soothing colors of the coastal decor, enhancing the sense of openness and bringing in natural light.

Barefoot Bungalow

The living area features a comfortable sofa adorned with decorative pillows and a wooden coffee table. A fireplace is present, alongside a wall-mounted TV. The large sliding glass door provides natural light and offers a view of the landscaped exterior.

4.75 out of 5 average rating, 4 reviews

Sea Level Cottage

A comfortable living area is furnished with green upholstered sofas arranged around a glass coffee table. Large windows provide views of the outdoors, inviting natural light into the space. A television is situated above a decorative fireplace against a mirrored wall, enhancing the room's openness.