Holiday rentals in Monterey

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Top-rated holiday rentals in Monterey

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.97 out of 5 average rating, 161 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

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, 600 reviews

Peaceful Treehouse with Ocean View

Permit 171035 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 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
The exterior of the contemporary home showcases a sleek design with a two-car garage and a landscaped front yard. Natural landscaping with various plants and ground cover surrounds the path leading to the entrance, framed by trees and a clear blue sky.
Home in Carmel-by-the-Sea
4.99 out of 5 average rating, 184 reviews

Luxury Modern Home/ Pets OK & FREE EV

Welcome to our 4 bed/3 bath 3,000 sq. ft. contemporary home built in 2022. Enjoy the luxurious amenities in this spacious two-story house: brand-new furniture and TVs, state-of-art kitchen, high-end appliances, spa-like master bath, radiant heated flooring, built-in speaker system, fiber Internet, and stunning light fixtures throughout. Tesla charger in garage. Conveniently located minutes to beach, golf, restaurants and shopping. Have fun with the entire family and guests in this stylish place.

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 house in Felton
4.99 out of 5 average rating, 304 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
A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.
Cabin in Boulder Creek
4.98 out of 5 average rating, 116 reviews

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Top guest favourite
Flat in Pacific Grove
4.97 out of 5 average rating, 361 reviews

Spectacular Award Winning Ocean Front 2 Bed 2 Bath

Award winning historic ocean front home with beautiful Spanish revival decor overlooking Monterey Bay. Gather around the ocean front fire pit and watch whales, seals, sealions, otters, dolphins from the traditional Talavera tiled patio. Ideally situated for walking to Pacific Grove, Cannery Row, Monterey Aquarium and Fisherman's Wharf. Fine dining, bars and shopping are a short stroll away. Convenient access for 17 mile drive, Carmel and Big Sur. A spectacular home in a World famous location.

Top guest favourite
A modern living area is featured, showcasing a black sectional couch with decorative pillows and a geometric area rug. A fireplace is framed by a white mantel beneath a mounted TV displaying a sunset. Soft lighting and a chandelier enhance the welcoming atmosphere.
Home in Seaside
4.97 out of 5 average rating, 135 reviews

Peninsula Refuge-A Modern Home in Heart of the Bay

Discover this modern, stylish gem nestled in the sought-after highlands of Seaside! Ideal for families and business trips ,the house is conveniently located near all attractions—from The Beaches (~2.0 miles), The Aquarium ( ~5.0miles away) and Golf Courses. You’ll also find yourself close to many restaurants, Carmel, Pebble Beach (7.0 miles), The Monterey Fair Grounds, and the Laguna Sech Concourse (7.0 miles). Catch a glimpse of the ocean right from the street. Your coastal adventure awaits!

Superhost
The kitchen is designed with wooden cabinetry and features a spacious island with seating. Natural light floods the area through skylights and a large window, offering views of the outdoors. Appliances, including a refrigerator and oven, are sleekly integrated into the layout.
Flat in Seaside
4.89 out of 5 average rating, 250 reviews

Beautiful Studio in Seaside Sleeps 4

This cozy studio in seaside is recently renovated it includes most necessary amenities. There is a beautiful front yard below with a waterfall/ pond and fire pit area that is shared with front unit. The studio has a gas fireplace and lots of skylights for plenty of light. Nice ocean views PS: This is an upstairs unit with a staircase to enter the studio, if you have a problem climbing stairs this might not be the right fit for you. Please consider booking our 1 bedroom unit located below

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, 362 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.

Guest favourite
A uniquely designed white structure with rounded walls and irregularly shaped windows is surrounded by lush greenery. The building features a staircase leading to the upper level, and various plants and landscaping enhance the tranquil outdoor environment.
Home in La Selva Beach
4.96 out of 5 average rating, 115 reviews

Unique Sculptured House with Private Beach Access

Escape from the outside world to this one of a kind ROMANTIC Sculpture House. Enjoy its unique design, white rounded walls, sitting nooks, gas dome fireplace, and beautiful tranquil gardens. Sit back and relax in the rounded sunken bathtub perfect for two. This is the perfect romantic getaway and just one block away from private beach access. Named one of the most stunning Airbnb's in Santa Cruz. Enjoy more fun with zero extra Airbnb fees—we've got you covered!

Top guest favourite
A spacious patio area is shown, featuring a round table with two chairs and a bench. An umbrella provides shade. The outdoor space is bordered by a low fence, with two sets of French doors leading into the interior.
Guest suite in Del Rey Oaks
5 out of 5 average rating, 419 reviews

The Sleeper: cozy private suite, entrance & bath.

A comfortable space with private entrance and bathroom. Light & airy with high ceilings and garden view through a large picture window. Queen size bed, ceiling fan, gas heater\fireplace, 35" flat screen swivel TV, Keurig coffee maker, and a large roll-in shower. Mini fridge, microwave, spacious patio & fenced yard right outside the door. There is NO KITCHEN. Dogs welcome with pre approval. $25.00 dog fee per stay. Due to extreme allergies cats are not allowed.

Guest favourite
A tranquil coastal scene captures a sandy beach area where individuals are seen swimming and relaxing in clear waters. Rocky formations provide a natural backdrop, while palm trees add greenery to the landscape under a bright blue sky with wispy white clouds.
Home in Pacific Grove
4.92 out of 5 average rating, 239 reviews

Charming Victorian Home Near Beach

This beautiful cottage is a block away from Lover’s Point, 1 mile to the Aquarium and Cannery Row. You will enjoy walking along the beachfront trail to the Aquarium. You’ll love this gorgeous place, the beauty of the coast, the quietness, and the heritage landmarks. It is your ideal beach vacation home. You will make many wonderful lifetime memories. The original house was built in 1904, and was lovingly expanded a few years ago with new modern comforts.

Popular amenities for Monterey holiday rentals

When is the best time to visit Monterey?

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Avg. price$257 SGD$271 SGD$282 SGD$287 SGD$304 SGD$302 SGD$336 SGD$400 SGD$308 SGD$276 SGD$284 SGD$271 SGD
Avg. temp11°C12°C13°C14°C15°C16°C17°C18°C18°C17°C13°C11°C

Frequently Asked Questions

  • What are the best places to stay in Monterey?

    Monterey has a mix of neighborhoods, with Cannery Row and downtown known for walkable access to galleries, dining, and the waterfront. Pacific Grove, nearby, often features lodging close to parks and the ocean.

  • What are the best things to do in Monterey with kids?

    Families frequently explore the Monterey Bay Aquarium, picnic along Del Monte Beach, and enjoy interactive exhibits at the local children's museum. Trails near Lovers Point often draw cycling and walking enthusiasts.

  • What are some of the best things to do in Monterey?

    Explore Cannery Row’s shops and history, discover marine life at the Monterey Bay Aquarium, or walk scenic trails near Pacific Grove. The coastal paths, galleries, and local markets are frequently suggested.

  • How is the weather in Monterey?

    Monterey experiences cool, foggy mornings and mild afternoons, with temperatures generally ranging from 41–74°F (5–24°C) across the year. Rain is more common in winter, while summer and fall are typically drier and brighter.

  • What are the best places to visit in Monterey?

    The Monterey Bay Aquarium, Cannery Row, and Pacific Grove are frequently suggested for culture and coastal scenery. Old Fisherman’s Wharf and local nature reserves also draw visitors interested in wildlife and history.

  • What are some hiking trails in Monterey?

    Try the coastal path at Asilomar State Beach, the forested loop in Jacks Peak Park, or easy walking trails around Pacific Grove. These areas blend ocean views, local flora, and birdwatching opportunities.

  • What are some family activities we can do in Monterey?

    Families can explore the Monterey Bay Aquarium, bike or stroll the coastal trail, and enjoy beach picnics around Lovers Point. Seasonal whale watching cruises are also frequently suggested.

  • What are some of the best day trip ideas from Monterey?

    Explore Carmel-by-the-Sea’s art galleries and sandy beach, visit Big Sur’s dramatic coast, or experience historic missions around the region. Wine tasting and hiking in nearby valleys are also often recommended.

  • Are there any pet friendly accommodations available in Monterey?

    Monterey has pet-friendly options in neighborhoods like Pacific Grove and around Asilomar Beach. Local parks and many outdoor spaces welcome leashed pets, making it easier to travel with your companion.

  • What are some local tips for visiting Monterey?

    Layer clothing for shifting coastal weather and bring comfortable shoes for walking. Consider enjoying local seafood, exploring morning markets, and visiting nature reserves during quieter hours for a relaxed experience.

  • What is Monterey known for?

    Monterey is known for its marine wildlife, historic Cannery Row, and the renowned Monterey Bay Aquarium, which highlights ocean conservation. The city’s coastal scenery and early fisheries heritage shape its character.

  • What are the best hidden gems to explore in Monterey?

    Visitors often discover quiet spots like the Pacific Grove Monarch Butterfly Sanctuary, small beaches near Asilomar, and historic adobes dotted around downtown. Local galleries sometimes host art walks that highlight resident artists.

  • What are the best foods to try in Monterey?

    Monterey has seafood dishes featuring locally caught sand dabs and calamari, plus creamy clam chowder often served along Cannery Row. You can also explore area produce at markets, and many cafes feature locally roasted coffee and baked breads.

  • What should I bring for a trip to Monterey?

    Pack layers for cool mornings and sunny afternoons, comfortable walking shoes, sunscreen, and a windbreaker for breezy coastal walks. A reusable water bottle and camera are also helpful for outdoor days.

  • What is the nightlife in Monterey like?

    Monterey has laid-back nightlife, with wine bars and live music venues clustered around downtown and Cannery Row. Some spots host jazz nights, local brews, and casual gatherings until late evening.

  • What are the most popular events or festivals in Monterey?

    Monterey Jazz Festival draws music enthusiasts in late summer, and Car Week brings classic vehicles and related celebrations. The city’s waterfront is often energized by seafood and cultural festivals throughout the year.

  • Are there family friendly vacation rentals in Monterey?

    Family friendly stays are available in neighborhoods like Pacific Grove and near Cannery Row, often with easy access to parks and the coast. Many hosts welcome children and provide amenities for all ages.

  • When is the best time to visit Monterey?

    Late spring through early fall is often recommended for clearer skies and pleasant temperatures around 55–74°F (13–24°C). Winter brings cooler weather and more rain, while spring and autumn have moderate conditions.

Quick stats about holiday rentals in Monterey

  • Total holiday rentals

    Explore 860 holiday rentals in Monterey

  • Verified guest reviews

    Over 86,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    440 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wifi availability

    850 of Monterey holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Monterey rentals

  • 4.8 Average rating

    Monterey stays are highly rated by guests – averaging 4.8 out of 5!

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