Cleveland Circle holiday lettings

We found 94 holiday rentals — enter your dates for availability

Discover a selection of 40 apartments and other holiday rentals in Cleveland Circle that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include a hot tub and garden. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Frequently asked questions

What is the most popular type of holiday rental in Cleveland Circle?
In Cleveland Circle, apartments and holiday houses are the most popular types of holiday rentals, with several options available in this vibrant area. The apartments typically feature modern amenities such as fully equipped kitchens, comfortable living areas, and access to communal facilities like gyms or swimming pools. Many also offer balconies or terraces, superb for enjoying the surrounding views.
How much does it cost to rent a holiday home in Cleveland Circle?
Prices for holiday rentals in Cleveland Circle 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cleveland Circle to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cleveland Circle holiday house rentals?
You can find great discounts on house rentals in Cleveland Circle on Vrbo, 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.
Are there any Cleveland Circle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cleveland Circle 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 on Vrbo 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.
Can I find long-stay holiday rentals in Cleveland Circle?
A long-stay holiday rental in Cleveland Circle 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Cleveland Circle for a holiday rental?
The best time to visit Cleveland Circle for a holiday rental is during the peak season, which spans from May to July. This period is incredibly popular among travellers seeking vibrant city experiences, as the warm weather invites outdoor activities, leisurely strolls, and a lively atmosphere. With temperatures typically ranging from 20 to 30 degrees Celsius, it's an ideal time for enjoying the local parks and exploring the charming streets.

July stands out as the most popular month to visit Cleveland Circle, with plenty of events and activities taking place. This is when visitors can truly immerse themselves in the culture, whether it's dining at local eateries or enjoying the nearby attractions such as Boston's famous landmarks and the scenic reservoirs.

For those looking for a more budget-friendly option, consider planning your trip in December. While this month is quieter, it offers a unique charm with festive decorations and a peaceful ambiance. The cooler temperatures, usually hovering around 0 to 5 degrees Celsius, create a different kind of beauty in the area, great for cosy indoor activities or winter walks.
Are there any remote work holiday rentals in Cleveland Circle?
In Cleveland Circle, Massachusetts, there are several remote work holiday rentals available, suiting those who need a conducive environment for working away from home. Many of these properties come equipped with essential amenities such as dedicated desks, comfortable desk chairs, and reliable Wi-Fi, ensuring a productive working atmosphere. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cleveland Circle holiday rental?
Book your Cleveland Circle holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cleveland Circle?
Cleveland Circle is a vibrant area in Boston, Massachusetts, known for its mix of residential charm and accessibility to various attractions. The neighbourhood is anchored by the scenic Chestnut Hill Reservoir, which provides a lovely spot for walking and jogging, offering great views of the water and the surrounding greenery. Nearby, the historic Brighton neighbourhood is home to parks like the Brighton Common, which hosts community events and outdoor activities.
Can I change or cancel my Cleveland Circle home rental booking on Vrbo?
To find Cleveland Circle holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cleveland Circle holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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