Monterey holiday rentals

When considering a holiday rental in Monterey, Massachusetts, the area around Lake Garfield is an excellent choice. This picturesque neighbourhood offers a serene lakeside setting, making it ideal for those looking to unwind in nature. Visitors can enjoy activities such as swimming, kayaking, or simply relaxing by the water's edge.


Additionally, the nearby Beartown State Forest is a fantastic attraction, featuring miles of hiking trails that wind through beautiful woodlands. For a touch of local culture, the quaint town centre provides charming shops and eateries, superb for a leisurely afternoon stroll.


While the exact number of properties may vary, the availability in this area is generally good, providing a range of options from cosy cabins to spacious homes.

For renting a beach house in Monterey, the Cannery Row area is an excellent choice, renowned for its picturesque coastal views and vibrant setting. Many properties here offer amenities such as outdoor decks with stunning ocean vistas, fully equipped kitchens, and easy access to local attractions. Visitors can enjoy nearby attractions like the Monterey Bay Aquarium and various shops and restaurants, making it a convenient spot for families and groups.


Further along the coast, the area around Asilomar State Beach provides a more tranquil setting, with charming beach houses located among the dunes. These rentals often feature amenities such as private patios, fire pits, and direct beach access, superb for those looking to unwind by the ocean. The nearby Pacific Grove also offers delightful options, with properties that boast lovely gardens and proximity to scenic walking trails along the coastline.


For those seeking a blend of adventure and relaxation, the 17-Mile Drive offers stunning views and access to iconic landmarks like the Lone Cypress. Rental properties in this area often come with upscale amenities, including hot tubs and spacious living areas, providing a luxurious beachside experience.

For skiing in Monterey, Massachusetts, the nearest ski area is the nearby Berkshire East Mountain Resort, which offers a variety of slopes suitable for all skill levels. For rentals, consider looking in the surrounding towns of Charlemont and Hawley. In Charlemont, you'll find charming cabins and lodges that often come with amenities such as fireplaces, fully equipped kitchens, and outdoor decks that allow for relaxation after a day on the slopes.


Many properties in this area cater to families and groups, providing ample space for gathering and unwinding. Some rentals may include features like game rooms or hot tubs, enhancing the après-ski experience. In addition, the town of Hawley offers more secluded options, with rustic cottages set amidst beautiful natural surroundings, superb for those looking to escape into nature.


The region is also known for its stunning views and outdoor activities beyond skiing, with hiking trails and scenic spots nearby, allowing guests to enjoy the beauty of the Berkshires throughout the year.

In Monterey, holiday houses are the most popular type of holiday rental, with around 76 available throughout the area. These houses are typically spacious, offering multiple bedrooms and fully equipped kitchens, making them ideal for families or larger groups. Many also feature outdoor spaces like patios or gardens, superb for enjoying the coastal climate after a day exploring the nearby attractions, such as the stunning coastline and local parks.


Cottages are also a top option, with about 28 available. These provide a charming, quaint experience, often set in picturesque surroundings. They usually come with cozy living areas and kitchens and are superb for couples or small families looking for a more intimate setting. Additionally, there are several cabins and chalets available, offering a rustic escape for those wanting to immerse themselves in nature while still enjoying modern comforts.

In Monterey, Massachusetts, there are some family-friendly holiday rentals available, offering a variety of options for those travelling with children. The area features spacious homes with amenities like fully equipped kitchens, comfortable living rooms for family gatherings, and outdoor spaces where kids can play or enjoy a picnic.


Visitors can explore the beautiful coastline, with nearby attractions including the scenic beaches and walking trails that are great for family outings. The locale also boasts access to charming local shops and restaurants, ensuring a delightful experience for all ages.

In Monterey, there are several holiday homes available for rent that feature either pools or hot tubs, making it an appealing destination for those seeking relaxation. The area boasts picturesque coastal views and a rich marine environment, with properties often located near the ocean or in serene residential neighbourhoods.


Travellers can expect a variety of amenities in these rentals, including private pools, hot tubs, outdoor seating areas, and well-equipped kitchens, great for preparing meals after a day of exploring the nearby attractions.

In Monterey, there are several pet-friendly house rentals available, providing a welcoming environment for those travelling with pets. Many of these holiday homes come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam freely. The charming neighbourhoods of Monterey offer a mix of coastal beauty and convenience, with some properties featuring stunning views of the ocean or easy access to local beaches.


Additionally, the area is near pet-friendly points of interest like the scenic coastal trails of the Monterey Bay Coastal Recreation Trail, where both visitors and their furry companions can enjoy leisurely walks along the stunning coastline. Nearby parks, such as the lovely Dennis the Menace Park, provide ample space for pets to play and interact.

In Monterey, Massachusetts, there is a good selection of remote work holiday rentals available, with around 116 options to choose from. The town, known for its picturesque coastal scenery and serene atmosphere, is an excellent choice for those looking to blend work with leisure. Many of these properties come equipped with essential amenities for remote work, including Wi-Fi, dedicated workspaces, and comfortable living areas that make it easy to focus while enjoying the stunning surroundings.


Travellers can expect a variety of accommodations, from cozy cottages to spacious homes, often featuring modern conveniences such as fully equipped kitchens, outdoor spaces for relaxation, and easy access to local attractions. The area is close to natural points of interest, including beautiful beaches and scenic trails, allowing for refreshing breaks during the workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.

In Monterey, popular holiday rental amenities typically include kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the fresh air. Fireplaces are common as well, offering a cosy atmosphere, especially during cooler evenings. Onsite parking is often available, making it convenient for those travelling by car. Additionally, some rentals come with porches or lanais, great for enjoying the surrounding beauty.

July is the most popular time to visit Monterey, drawing in holidaymakers eager to experience the vibrant summer atmosphere. The peak season spans from June to August, during which visitors can enjoy the stunning coastal views, delightful weather, and a variety of outdoor activities. With average temperatures ranging from 15 to 20 degrees Celsius, this period is superb for exploring the scenic beaches, hiking the nearby trails, or simply relaxing by the ocean.


If you're looking for a more tranquil experience, consider planning your trip in December. Although this month is part of the low season, it offers a unique charm with fewer tourists, allowing you to enjoy the serene beauty of Monterey at a more leisurely pace. You can take peaceful walks along the coastline and appreciate the crisp winter air, all while soaking up the area's natural beauty.


Ultimately, the best time to book a holiday rental in Monterey depends on your preferences.

In Monterey, Massachusetts, visitors can enjoy a tranquil and picturesque setting with several attractions worth exploring. The nearby Mount Greylock State Reservation offers stunning views and hiking opportunities, with trails for various skill levels. This area is great for outdoor enthusiasts looking to connect with nature.


The charming village of Monterey itself features beautiful landscapes and historic architecture, making it a lovely spot for leisurely strolls. Additionally, the nearby Beartown State Forest provides ample opportunities for hiking, picnicking, and enjoying the serene environment.


Those interested in art and culture may appreciate the proximity to cultural attractions in the surrounding areas, including galleries and museums that showcase local talent.

Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Stayz offers a wide selection of holiday homes in Monterey with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

You can find great discounts on holiday homes in Monterey on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

To find Monterey holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

A long-stay holiday home in Monterey is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

Book your Monterey holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

Prices for holiday homes in Monterey vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Monterey to more spacious homes.

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.