Fenway–Kenmore vacation rentals

We found 541 vacation rentals — enter your dates for availability

Discover a selection of 113 apartments and other vacation rentals in Fenway–Kenmore that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Frequently asked questions

What is the most popular type of vacation rental in Fenway Kenmore?
In Fenway Kenmore, apartments are the most prevalent vacation rental option, with around 104 available in the area. These apartments are typically situated in vibrant neighborhoods close to attractions like Fenway Park and the Museum of Fine Arts, providing easy access to local culture and entertainment. Most units come equipped with modern amenities, including fully stocked kitchens, comfortable living spaces, and often in-unit laundry facilities for added convenience.

For those seeking extra space, there are several vacation houses and condos available, which cater to families or larger groups. These properties generally feature multiple bedrooms, private outdoor spaces, and full kitchens, making them great for extended stays or gatherings.
How much does it cost to rent a vacation home in Fenway Kenmore?
Prices for vacation rentals in Fenway Kenmore 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 Fenway Kenmore 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 Fenway Kenmore vacation house rentals?
You can find great discounts on house rentals in Fenway Kenmore 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.
What are popular rental amenities in Fenway Kenmore?
In Fenway Kenmore, popular rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals. Many rentals also feature coffee and tea makers for a quick caffeine fix. For pet owners, some accommodations permit pets, making it easier for travelers to bring their furry friends along. Additionally, service animals are welcomed, ensuring that all guests feel comfortable during their stay. Fitness facilities are another amenity found in various rentals, providing guests with the option to maintain their exercise routines while enjoying the area's attractions.
Can I find family house rentals in Fenway Kenmore?
In Fenway Kenmore, Massachusetts, there are numerous family-friendly house rentals available, specifically around 45 options. This vibrant neighborhood is not only known for its rich cultural scene but also offers convenient access to attractions like Fenway Park, where baseball fans can catch a game, and the Museum of Fine Arts, superb for a day of exploration.

Many of the homes in this area come equipped with spacious living areas, full kitchens for easy meal preparation, and outdoor spaces that are great for children to play in. Common amenities include Wi-Fi and air conditioning, ensuring a comfortable stay for families.

Visitors can also enjoy the nearby parks and green spaces, ideal for picnics or recreational activities.
Can I rent a vacation home with a pool or hot tub in Fenway Kenmore?
In Fenway Kenmore, there are several vacation homes available for rent that feature pools and hot tubs. This vibrant neighborhood, known for its proximity to Fenway Park and a variety of cultural attractions, offers travelers a selection of accommodations with desirable amenities. Many rentals come equipped with private pools, hot tubs, and spacious outdoor areas for relaxation. Inside, guests can expect amenities such as gourmet kitchens, comfortable living spaces, and often modern decor.
Are there any Fenway Kenmore vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Fenway Kenmore with parking available—perfect for families or travelers 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 book pet-friendly vacation rentals in Fenway Kenmore?
In Fenway Kenmore, travelers can find a variety of pet-friendly vacation rentals, with approximately 96 options available. This vibrant neighborhood offers a mix of modern apartments and charming homes, many equipped with amenities such as fully stocked kitchens, in-unit laundry, and spacious living areas, making them suitable for families or groups.

Fenway Kenmore is known for its proximity to several parks, including the expansive Boston Public Garden and the nearby Fenway Park, which not only provide green space for pets but also offer walking paths and scenic views. Additionally, the area features pet-friendly cafes and shops, ideal for those traveling with furry companions.
Can I find long-stay vacation rentals in Fenway Kenmore?
A long-stay vacation rental in Fenway Kenmore is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Fenway Kenmore for a vacation rental?
The best time to book a vacation rental in Fenway Kenmore is during the peak season from June to August, with July being the most popular month. This vibrant summer period draws travelers eager to explore the lively option, as outdoor activities flourish and events abound. You'll find plenty to enjoy, from catching a Red Sox game at Fenway Park to strolling through the beautiful Boston Public Garden.

During the summer months, temperatures typically range from the mid-60s to the low 80s Fahrenheit, making it ideal for outdoor explorations and sightseeing. Visitors can take in the rich history of the area, visit local museums, or indulge in the culinary delights of Fenway Kenmore's diverse dining scene.

For those looking for a more budget-friendly option, consider visiting in December. This month offers a unique charm as the holiday season transforms the area into a winter wonderland. During this time, you can still enjoy festive activities, cozy cafes, and the beauty of the city adorned with seasonal decorations.

Ultimately, your choice will depend on whether you're drawn to the energetic summer vibe or the serene, festive atmosphere of winter in Fenway Kenmore.
Are there any remote work vacation rentals in Fenway Kenmore?
In Fenway Kenmore, Massachusetts, there are plenty of options for remote work vacation rentals, with around 56 available. This vibrant neighborhood, known for its cultural attractions and proximity to Boston's academic institutions, provides an excellent backdrop for a productive stay. Many of these rentals come equipped with amenities tailored for remote workers, such as high-speed Wi-Fi, dedicated workspaces, and access to coworking spaces.

Travelers can expect comfortable accommodations that often include features like spacious desks, ergonomic chairs, and quiet environments conducive to focus. Additionally, being near the Fenway Park and the Museum of Fine Arts offers opportunities for breaks and leisure activities after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Fenway Kenmore vacation rental?
Book your Fenway Kenmore vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Fenway Kenmore, Massachusetts, United States of America?
In Fenway Kenmore, visitors can immerse themselves in a rich array of attractions. The neighborhood is home to the iconic Fenway Park, where baseball fans can catch a Red Sox game and explore the historic stadium. Just a short walk away, the Museum of Fine Arts offers an extensive collection of art from around the world, while the Isabella Stewart Gardner Museum provides a great experience with its stunning architecture and beautiful gardens.

For those interested in science, the nearby Boston Museum of Science is a must-visit, featuring interactive exhibits and an IMAX theater. The Kenmore Square area offers a vibrant setting with a variety of restaurants, shops, and cafes, making it great for leisurely strolls.
Can I change or cancel my Fenway Kenmore home rental booking on Vrbo?
To find Fenway Kenmore vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Fenway Kenmore vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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