Vacation rentals with a kayak in Oceanside

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Top-rated kayak rentals in Oceanside

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Superhost

A rustic cabin overlooks the lush landscape, with large windows offering panoramic views. The exterior features wooden accents and a spacious deck surrounded by greenery and vibrant flowers, enhancing its connection to nature.

Guesthouse in Rancho Bernardo

4.91 out of 5 average rating, 743 reviews

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.

Guest favorite

An aerial view captures the coastal area, displaying a mix of residential buildings and beach access. The condo is indicated with an arrow, positioned conveniently near the ocean, highlighting the proximity to local amenities and the beach.

Townhouse in Oceanside

4.97 out of 5 average rating, 178 reviews

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

Top guest favorite

A serene lakefront view is captured, showcasing calm waters reflecting the sky. A partially visible dock extends from the shoreline, while a kayak rests on the paved area. Palm trees provide a touch of greenery against the backdrop of neighboring homes.

Home in San Marcos

5 out of 5 average rating, 10 reviews

Waterfront Lakeview Escape + King Bed + Queen Bed

Welcome to the Lakeview Escape, this LAKEFRONT home with a king sized bed can be yours for a rental retreat. This space is the perfect getaway to get away from it all, sit outside on the patio and watch the variety of swans, water fowl, and amazing sunsets. Situated in a resort community with trail hiking, an award winning public golf course, pickle ball courts, swimming pools, boat rentals, cocktail/gastropubs, and a well known four star resort hotel and restaurant all within walking distance

Top guest favorite

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

4.96 out of 5 average rating, 26 reviews

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.

Top guest favorite

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

4.98 out of 5 average rating, 267 reviews

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.

Guest favorite

A comfortable seating area is presented, featuring a large sectional sofa with soft cushions and accent pillows in warm tones. A coffee table with decorative items occupies the center, while natural light filters through wooden shutters, illuminating potted plants nearby.

Home in Encinitas

4.94 out of 5 average rating, 16 reviews

Encinitas Private 2/2 beach house, WIFI, 1 level

Fantastic location just 1 mile from the beach. Easy access to everything in popular Encinitas. Stylish and comfortable beach cottage with privacy fence. Beach Cottage has everything you need, fully stocked kitchen, new linens, stylish 2 bedrooms, 2 bathrooms, large primary suite with outdoor patio with lots of seating. Beautiful outdoor living area with fireplace, outdoor chairs for the beach, boogie boards and kayak. Enjoy this private little cottage getaway in the heart of Encinitas.

Superhost

A private pool area is framed by vibrant palm trees and lush landscaping. Two inflatable swan floaties rest on the clear water, while a shaded seating area is positioned nearby. The warm tones of the bungalow's roof complement the serene outdoor environment.

Guesthouse in Oceanside

4.87 out of 5 average rating, 39 reviews

Luxury Beach Bungalow - Private Pool - Huge yard

Discover a hidden gem, a secret paradise nestled within a sprawling luxurious neighborhood. This one of a kind exclusive bungalow is a sanctuary of serenity offering restful & relaxing views and a whisper of tranquility. Boasting an expansive outdoor living space, island bar, plus a private pool and hot tub. Inside? Rest & Relax with High ceilings, a luxe four-poster bed, chic furnishings, en-suite spa bathroom, loaded with premium amenities. It’s more than a stay—it's an experience.

Superhost

A kayaker navigates through a serene, narrow waterway surrounded by lush greenery. Sunlight filters through the overhanging trees, reflecting off the calm surface of the water, which carries scattered leaves. The scene suggests a peaceful immersion in nature.

Dome in San Marcos

4.89 out of 5 average rating, 28 reviews

Hidden Oakes Dome

Hidden in the massive mature oaks of the Southern Cal foothills, This beautiful Dome Home is in a private and romantic setting. It combines modern and rustic design and features all the comforts of home. The expansive outdoor living deck hangs in the trees and the sitting area overlooks a beautiful pond and stream. A second story loft gives an additional bedroom and work space. Go to sleep with the sound of Frogs, Owls and the occasional coyote. You are going to love Hidden Oakes Dome.

Superhost

Two kayaks are displayed on a wooden rack against a wooden fence. The first kayak is bright blue, while the second kayak is a vibrant red. The area is surrounded by gravel, providing a natural look.

Villa in Oceanside

4.96 out of 5 average rating, 68 reviews

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this luxurious tropical resort, an indoor/outdoor lover’s dream with a heated pool and spa. This resort features the following amenities: -Heated Pool & SPA (Included in the price) -Private game room -3 large smart TVs -Pool table -Beautiful landscape and garden, feels like a tropical paradise -Playground -1 outdoor gas fire pit -2 hole putting green/new turf -2 Kayaks Dozens of varieties of tropical fruit trees make you feel you are forever on vacation.

Superhost

A spacious beachfront yard is highlighted, featuring a sandy area with several lounge chairs arranged along the edge. A firepit sits at the center, surrounded by rocks. The home, designed with multiple levels, showcases large windows and a beachside deck with a blue canopy.

Home in South Oceanside

4.93 out of 5 average rating, 67 reviews

Beach Estate with Private Sand, Bon Fire Ring

Welcome to one of Oceanside’s most spacious and impressive beachfront estates, featuring one of the largest private sandy beach yards in the city! This five-bedroom, three-bathroom home comfortably sleeps up to 12 guests and is perfect for families, friends, and multi-generational groups looking for the ultimate beach retreat. With unparalleled privacy, massive ocean views, and an exclusive beachfront setting, this home offers a luxury beachside experience like no other.

Top guest favorite

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

4.98 out of 5 average rating, 89 reviews

Vintage Mid Century Modern Beach House

Hi, welcome to our very zen, vintage mid century modern beach house. Our family home is situated in a quiet neighborhood, 1 block from Del Mar’s world class beach. There is a private courtyard, with a jacuzzi, as well as a front yard hang-out area with a firepit and an additional small patio with an outdoor shower. One bedroom has an outside entrance and is cozy and private. We are a few blocks from a large beachfront park and a ten minute walk from downtown Del Mar.

Superhost

Several bright yellow kayaks are positioned on a sandy beach. People can be seen preparing to enter the water, with waves gently lapping at the shore. The clear blue sky features a few scattered clouds, enhancing the coastal atmosphere.

Apartment in La Jolla

4.76 out of 5 average rating, 38 reviews

"Boomer's" Beach Bungalow Steps to La Jolla Shores

This beautiful apartment is fully stocked & in the perfect location for the ultimate San Diego beach vacation! Right on Avenida de La Playa, the main street in La Jolla Shores, this apartment has one of the most beautiful coastlines in the world as well as popular restaurants, adventure sports, and shopping all right outside its door. San Diego's well known for its perfect weather year-round, so slip on your flip flops & enjoy La Jolla Shores' 365 days of awe!