Holiday rentals in Monterey Bay

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Top-rated holiday rentals in Monterey Bay

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Top guest favourite
A wide sandy beach stretches toward the horizon, illuminated by soft sunlight reflecting off the ocean. Gentle waves lap at the shore, where visitors can be seen enjoying the tranquil environment. Dune grasses frame the beach, adding to the natural scenery.
Holiday home in Watsonville
4.96 out of 5 average rating, 451 reviews

Magical & Romantic Beachfront Home at Pajaro Dunes

Beautiful oceanfront condominium with an unobstructed view to Monterey Bay & the Pacific Ocean; just 20 minutes south of Santa Cruz & 30 minutes north of Monterey/Carmel. Newly remodeled with granite counters, new kitchen appliances, paint, furniture, tile and carpeted floors. Electric fireplace adds to the magical ambience this home embraces. High ceilings, just steps to the beach. Convenient parking. 2 bedrooms & 2 full bathrooms, 1200 sf. A great place to kick off your shoes and relax.

Top guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.96 out of 5 average rating, 113 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top guest favourite
A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.
Guest suite in Felton
4.98 out of 5 average rating, 253 reviews

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Top guest favourite
Two light blue Adirondack chairs are positioned around a round fire pit table, adorned with intricate mosaic patterns. Lush gardens with various plants and succulents surround the seating area, leading to a distant view of the ocean under a partly cloudy sky.
Guest suite in Pacific Grove
4.91 out of 5 average rating, 1,351 reviews

CA Dreaming w/Ocean View, Fire pit and Gardens

Wake to an ocean view from a comfy Queen bed and enjoy the large granite walk-in shower w/sky window that opens to the warmth of the sun or coolness of the rain. Relax with your morning brew in the beautiful gardens and sip your evening drink by the fire pit. Take a deep breath and enjoy the forest/ ocean view followed by the quiet of a star filled sky. This is the CA/Zen blend… magical, peaceful and pure relaxation. Come renew your spirit. Don't believe it's this good? Read the reviews...

Guest favourite
A uniquely designed treehouse is elevated among the trees, showcasing large glass windows and wooden beams. A wooden walkway leads up to the structure, enhancing the connection with the surrounding natural environment.
Treehouse in Aptos
4.91 out of 5 average rating, 573 reviews

Peaceful Treehouse with Ocean View

Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired sliding doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock - perfect for relaxing and enjoying the surrounding canopy.

Top guest favourite
A wooden pathway leads to a charming cabin, positioned among towering coastal redwoods. Lush greenery surrounds the area, with steps ascending to the entrance. The structure features large windows allowing natural light to illuminate the interior, creating a welcoming appearance.
Cabin in Carmel-by-the-Sea
4.97 out of 5 average rating, 337 reviews

Serene Redwood Retreat w/Modern Comfort

At our Modern cabin nestled among 150 year old redwoods, we invite you to embark on a unique adventure of embracing the outdoors while only minutes from town. Wine tasting in downtown Carmel, World Class Golf at Pebble Beach or Hiking trails of Point Lobos and Big Sur. "Magical", "Amazing", "A True Sanctuary" are just a few words used by our guest to describe their stay with us. Get away and unplug in the stillness and solitude of our Serene Redwood Retreat. Please see property description.

Top guest favourite
A spacious wooden deck is surrounded by lush forest views, featuring a round table with four metal chairs. Potted plants add greenery, while trees rise in the background, creating a serene outdoor space for relaxation.
Flat in Carmel-by-the-Sea
4.87 out of 5 average rating, 964 reviews

Private romantic 1 br in Carmel Woods- love dogs

Dog friendly! Private entrance to 2 rm studio overlooking the forest w/ floor to ceiling windows. Queen memory-foam bed, bathroom w/shower & amenities, kitchenette w/ dishes, microwave/convection oven, burner, toaster, coffee.Far ocean view, sunsets, deck, gas grill. wood burning fireplace, complimentary wood, free internet, TV, DVDs, LPS, All amenities. Beach towels/mats, ottoman/cot, free parking. note: ceilings are low in spots & there are some steps. Let us know about dogs when booking.

Guest favourite
The charming exterior of a cottage is highlighted by a light blue door. Two turquoise chairs and a small table are positioned on the patio, surrounded by neatly trimmed hedges. A dining table with four chairs sits on the concrete area, leading to a welcoming entrance.
Guest house in Seaside
4.88 out of 5 average rating, 1,112 reviews

Cozy Seaside Cottage

Cozy Seaside cottage conveniently located in a friendly neighborhood in Seaside. Our slice by the sea is close to the beach, Monterey fairgrounds, Laguna Seca Raceway and more! Enjoy a quiet stay in Monterey bay with a private driveway and patio area as well as a full laundry room and fully stocked kitchen. New carpet and a recently renovated bathroom are an added plus! Walking distance to grocery stores, Walgreens, and local restaurants. Perfect retreat for a couple or just you!

Guest favourite
Guest suite in Felton
4.97 out of 5 average rating, 249 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat tucked away in the Santa Cruz Mountains. This small private cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only) and the road is one lane with a steep driveway. Permit #211304

Top guest favourite
The exterior showcases a modern Mid Century design, featuring a grey façade with an orange front door and several small windows. Lush greenery frames the entrance, complemented by a few potted plants along the steps leading to the door.
Home in Pacific Grove
4.98 out of 5 average rating, 612 reviews

Pacific Grove Mid Century Near Beach

Mid Century Pacific Grove house on 17 Mile Drive. Just a couple blocks from the Pebble Beach gate. Great area. Close enough to walk to downtown restaurants and shops, Asilomar State Beach and other sites all within minutes of our home. Private yard with a deck and outdoor furniture for entertaining. Lic. # 0289 - Our City STR Permit restricts us to a maximum of 2 adults per reservation. Any additional guests MUST be under 18 years old.

Guest favourite
A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.
Yurt in Watsonville
4.91 out of 5 average rating, 819 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Top guest favourite
The bedroom features a spacious bed dressed in neutral linens and a decorative throw pillow. Two bedside tables with lamps frame the bed, while a rocking chair and a small plant create a calming corner. Natural light enters through two windows adorned with lace curtains.
Guest suite in Del Monte Forest
4.99 out of 5 average rating, 771 reviews

Pebble Beach Guest House

Pebble Beach guest house located in the quiet Del Monte Forest, a golf destination and gated community. 650 sq.ft. 1 bedroom with queen bed, living room, gas fireplace, WiFi, TV, kitchenette, private deck with fire pit and hot tub. 7 min walk to the ocean. 3 min drive to The Inn at Spanish Bay. 5 miles to the Pebble Beach Lodge. Portable crib available. No pets. No smoking on property.

Popular amenities for Monterey Bay holiday rentals

Frequently Asked Questions

  • Where is Monterey Bay located?

    Monterey Bay is located along California’s central coast, bordered by coastal towns and scenic cliffs. The area is known for its rich marine life, sandy beaches, and diverse coastal habitats.

  • When is the best time to visit Monterey Bay?

    Late spring through early fall is frequently suggested, as these months bring milder weather with highs near 70°F (21°C), less rain, and clearer views. Winter months remain mild but tend to see more rainy days, creating a quieter coastal experience.

  • What are some things to do near Monterey Bay?

    You can explore the renowned Monterey Bay Aquarium, stroll Cannery Row, or visit the Pacific Grove shoreline. Outdoor activities often include coastal trails, whale-watching excursions, and sampling local food at nearby markets.

  • How is the weather near Monterey Bay?

    Monterey Bay has mild, coastal weather year-round. Expect cool winters around 41–62°F (5–17°C) with more rain, and comfortable summers near 55–73°F (13–23°C) with drier conditions and frequent morning fog.

Destinations to explore