Holiday rentals with a kayak in Oceanside

Guest house in Rancho Bernardo

4.91 out of 5 average rating, 763 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.

4.97 out of 5 average rating, 180 reviews

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

4.98 out of 5 average rating, 274 reviews

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.

4.92 out of 5 average rating, 303 reviews

Flat in Pacific Beach

Beach House one block from Mission Bay w/AC

Just one block from the bay, this quiet and cozy beach house with private parking and patio is ideal for anyone who wants a coastal getaway, while still being close enough to the attractions, restaurants, shopping, and nightlife of San Diego. We have all the amenities you need, a new AC unit, a comfy King size bed, coffee bar, large private patio w/ BBQ, 2 beach cruiser bikes, 2 stand-up paddleboards, and a kayak too. Walkable to restaurants, parks, the beach, and the bay. Just a click away!

4.97 out of 5 average rating, 148 reviews

Stunning Large Coastal Home. Absolutely gorgeous!

Enjoy the beautiful coastal sunset on our expansive deck. Fully equipped kitchen, barbecue, kayaks, Paddle boards, surfboards, boogie boards, and air-hockey are waiting in the garage. Note: The fourth bed is a queen size high quality blow up mattress. It sits on a platform and it fits perfectly in our upstairs office/loft space. The custom home has soaring ceilings, three gas fireplaces, designer kitchen, fire pit, four smart TV's, and barbecue makes this home truly extraordinary.

4.85 out of 5 average rating, 135 reviews

Home in Mission Beach

Modern Oceanview Penthouse

Enjoy panoramic views of the ocean, bay, & beach from nearly every area of this incredibly clean, newer home. Cook up a storm in the amazing kitchen w/ large breakfast bar, or step out onto the oceanview deck featuring a tall table & chairs, lounger, & shady umbrella. Outdoor living is found on the downstairs patio w/ 4 sun loungers! The 2-car garage comes stocked w/ all the beach toys! 10/10 walkability & quick access to trendy coffee shops, restaurants, bars, & beach activities!

4.96 out of 5 average rating, 137 reviews

Flat in Mission Beach

Newly remodeled! Home away from home

We are located in South Mission Beach on Ensenada Ct a couple blocks South of Belmont Park. Bob and I live upstairs and offer a small 1 bedroom and 2 bedroom apartment (approximately 500 sq. feet each) on the ground floor to vacationers. Please note that the 2nd room is a very small with twin bunkbed suitable for children or small adults. We enjoy having guests from all over the world come to visit and love watching everyone enjoy South Mission Beach as much as we do.

4.99 out of 5 average rating, 262 reviews

Flat in San Clemente

Oceanview SemiADA & 5-Star Comfort, Pets Welcome

Completely Remodeled and Ocean View • Just 1 stair to enter condo from • Dedicated parking for 1 car • Outdoor shower • Free bikes, boogie boards, beach gear, etc • Quick walk to beach, pier, dining, trolley & shops • Soundproof / Quiet • Desk & Office Chair • Redundant 300Mps Wi-Fi • Private balcony w/ BBQ • Cook’s kitchen • Keurig coffee w/ pods • Lux mattresses & bedding • Pet-friendly • Private entrance + keypad self check-in • AC • Washer+dryer

4.95 out of 5 average rating, 101 reviews

Beachfront Home, On Best Sandy Beach, 4 Br, Views

Escape to the Pink Door Beach House, your perfect coastal retreat on the largest sandy beach in Oceanside! This newly remodeled 4-bedroom, 2-bathroom beach cottage features a bright, open layout with modern amenities and stylish decor. Enjoy sun-soaked days on the beach and explore nearby shops and restaurants. Perfect for families or small groups, this charming getaway comfortably sleeps up to 10 guests.

4.96 out of 5 average rating, 239 reviews

Home in Ocean Beach

2 Blocks to ocean, walk to Sunset Cliffs 2Bd, 1 Ba

2 bedroom house located in the exclusive Southern Ocean Beach neighborhood of Sunset Cliffs. Hear the waves crashing just two blocks away. Enjoy a private lounging deck with fire pit and an outdoor dining patio. Ocean Kayaks, Boogie Boards, Beach chairs, and all the gear for your enjoyment. Close to many beaches and San Diego attractions. 3.5 miles to Sea World, 7 miles to The San Diego Zoo/Balboa Park.

4.84 out of 5 average rating, 152 reviews

Villa in Dana Point

Cute House near Beaches, Harbor & Ohana grounds

Great energy Dana Point beach cottage. Original wood flooring. 5 block walking distance to Marina. Parking in the driveway. Queen size bed in master bedroom. Folding bed in the smaller bedroom unfolds into the 2 twins. 2 couches in the living room also unfold. Shops, restaurants near-by. Pets are considered on a case by case basis.

4.75 out of 5 average rating, 190 reviews

Flat in Mission Beach

1 bdr sleeps 6 AC parking patio bikes SUPs laundry

This rental is 200 ft to the ocean or the bay. It has its own private patio with gas grill, dining area and room for your bikes, beach chairs, towels, boogie boards and sand toys. Free laundry, onsite parking. bikes, kayaks, standup paddle boards. Monthly discount rate does not apply from Memorial Day to Labor Day

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes, inviting architecture

Popular amenities for kayak rentals in Oceanside

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.67 out of 5 average rating, 6 reviews

*Relaxing Beach Vibes + Jacuzzi*

RitaRating, 5 stars1 week ago

We had a wonderful stay at this beautiful home in Oceanside! The house is tastefully decorated and had a very warm, homey feel the moment we walked in. The beds were super comfortable, which made it easy for everyone to relax and get a good nights sleep. The location was perfect close to the beach, shops, and restaurants, but tucked away in a quiet neighborhood. It was also the perfect size for our large family, with plenty of space for everyone to spread out and plenty of parking. One of our favorite features was the spacious backyard. The kids loved playing the outdoor games, and the jacuzzi was a great way for the adults to unwind in the evenings. We couldn't have asked for a better place to stay and would definitely come back again. Highly recommend!

4.95 out of 5 average rating, 103 reviews

Home in Ocean Beach

Rad Beach Pad

AshleyRating, 5 stars3 weeks ago

This place was great for a girls weekend. Shops and restaurants right across the street. Main busy street of Ocean Beach and the beach itself was a 10 min walk. Ramona was super nice and accommodating. The pull out sofa in one of the bedrooms was very uncomfortable for one of the guests though so they ended up sleeping on the couch which was better. Would stay here again and again!

4.97 out of 5 average rating, 35 reviews

Private Family Oasis w/ Oceanview - Near Downtown

JanelleRating, 5 starstoday

This place was amazing. Exactly like the photos. Daniel was so great. he responded right away, was super friendly and helpful. We didn't have any issues. We were so close to the beach, good restaurants, and shopping. I would definitely stay here again. We felt right at home.

4.89 out of 5 average rating, 119 reviews

Home in Mission Beach

Casa Rosada - Spanish Charm on Mission Bay

BarbaraRating, 5 stars2 weeks ago

We had a wonderful time staying in this casita. The location is great and the hosts were very responsive. We’d love to come back and stay again!

4.83 out of 5 average rating, 100 reviews

Home in Vista

Farmhouse with a View

AdamRating, 5 stars2 weeks ago

Great peaceful two bedroom stay. We enjoyed our time here, and will definitely be returning next time we are in SD.

5 out of 5 average rating, 13 reviews

Home in Carlsbad

The Jewel of Carlsbad - Remodeled

KatieRating, 5 stars2 weeks ago

This rental was really beautiful and well taken care of. It is evident that Wyatt was very intentional about the amenities in the home - from the child gate at the top of the stairs to the beach equipment he left available to use. We felt very comfortable and loved how close we were to the beach and to the shops in Carlsbad. Wyatt is also super responsive. Definitely an excellent experience deserving of 5 stars!

5 out of 5 average rating, 21 reviews

Home in Pacific Beach

New Ocean Front Grand Villa! HotTub ACParkingGames

BrandonRating, 5 stars1 month ago

We enjoyed the location- it was walking distance to the bay, a brewery, and a bar. A short drive / bike ride to tons of places to eat. Yard games and bikes were available, a nice bbq, spa was easy to operate

4.5 out of 5 average rating, 10 reviews

Home in South Oceanside

Coastal Haven In Oceanside: Cozy Beach Getaway

ShawnRating, 5 stars1 week ago

Nice place. Pass through garage to backyard was useful.

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Cottage rentals with a kayak

Cottage in Rancho Bernardo

4.9 out of 5 average rating, 40 reviews

Lake House Awesome Views/Theme Parks Close

JeffRating, 5 stars3 weeks ago

A beautiful location. The landscaping was well designed and continued a large variety of plants and trees. That along with a couple of fountains really made the place relaxing. Very little noise and good privacy.

4.84 out of 5 average rating, 81 reviews

Cottage in Mission Beach

Island Court Cottage! Beachy & Best Location

RafalRating, 5 stars4 days ago

This is place was perfect for my stay in San Diego with my kids. The location is perfect. Easy walking distance to the bay, the ocean and Belmont park. The place was very clean and kitchen well stocked with everything you need if you don't want to eat out every meal. Very cool/ comfortable and peaceful patio area with a grill. Karin was very responsive and helped us feel welcome. Would definitely stay here again.

4.98 out of 5 average rating, 118 reviews

Cottage in Mission Beach

Pet friendly with AC, parking & steps to beach

ShannonRating, 5 stars2 weeks ago

Such a great location. And very lovely cottage. Perfect for two adults, two kids and our dog. Cheryl was responsive and friendly. Can’t wait to stay there again!