Fenway–Kenmore holiday homes

We found 520 holiday rentals — enter your dates for availability
Discover a selection of 108 apartments and other holiday rentals in Fenway–Kenmore that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Fenway–Kenmore

Showing deals for:18 Dec - 25 Dec

Private kitchen
Interior
Interior
Exceptional
(96 reviews)

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston

8% off
NZ$19,458
for 7 nights, 1 home
NZ$2,780 per night
includes taxes & fees
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Entrance/steps to apartment. Please note, steps required
Living area
Interior
Open Kitchen/Dining Area
Exceptional
(89 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off
NZ$2,793
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Open Space with Doors available for privacy between Kitchen/ Bedroom
Isabella Stewart Gardner Museum, Walking distance from Inn
Fort Hill Inn, Boston. Main Building forthillinn.com
Room
Exceptional
(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off
NZ$2,793
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Interior
Exterior detail
Dining
Open Kitchen
Wonderful
(6 reviews)

Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center

Boston

8% off
NZ$4,825
for 7 nights, 1 apartment
NZ$689 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Located on the adjacent Private way. Outdoor Deck for guest use.
Interior
Queen Bedroom #2 on Garden Level
Newly Refreshed Kitchen, Compact Dishwasher in cabinet under Sink
Wonderful
(34 reviews)

Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!

Boston

8% off
NZ$4,780
for 7 nights, 1 apartment
NZ$683 per night
includes taxes & fees
Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!
Newly Renovated interior of The Boston/Public Library
Main Building At 3 Centre Place( You will be staying at 2 centre Place)
Open City Loft with sleeper sofa
Located on a quiet Private Way, In The Fort Hill neighborhood.
Exceptional
(85 reviews)

Fresh Modern City Loft Apt! Easy Access to the city!

Boston

8% off
NZ$2,705
for 7 nights, 1 apartment
NZ$386 per night
includes taxes & fees
Fresh Modern City Loft Apt! Easy Access to the city!
Private kitchen
Living area
Exterior detail
Interior
Exceptional
(19 reviews)

"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center

Boston

8% off
NZ$2,645
for 7 nights, 1 apartment
NZ$378 per night
includes taxes & fees
"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center
Interior
Exterior detail
Outdoor dining
Living area
Exceptional
(24 reviews)

Charming 1BR w/ Fireplace Near Fenway & Longwood

Brookline

7% off
NZ$3,189
for 7 nights, 1 apartment
NZ$456 per night
includes taxes & fees
Charming 1BR w/ Fireplace Near Fenway & Longwood
Dining
Living area
Exterior detail
Room
Exceptional
(19 reviews)

Harvard, B.U. M.I.T. Fenway Park convenient comfortable & spacious 3BR apartment

Cambridge

8% off
NZ$6,750
for 7 nights, 1 apartment
NZ$964 per night
includes taxes & fees
Harvard, B.U. M.I.T. Fenway Park convenient comfortable & spacious 3BR apartment

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Fenway Kenmore for a holiday rental?
The best time to visit Fenway Kenmore is during the vibrant summer months of June to August, with July being particularly popular. This season attracts a bustling crowd eager to enjoy the lively option, particularly those interested in the rich cultural experiences and outdoor activities the area has to offer. The warm temperatures, typically ranging from 20 to 30 degrees Celsius, provide superb conditions for exploring nearby attractions, including the iconic Fenway Park and beautiful public gardens.In July, the neighbourhood comes alive with various events and festivals, making it an excellent choice for travellers seeking entertainment and social experiences. Visitors can enjoy outdoor dining, stroll through local markets, and take in the vibrant street life, all while soaking up the warm summer sun.If you're looking for a more budget-friendly option, consider planning your visit in December. While this month may be quieter, it offers a unique charm with festive decorations and a chance to experience the holiday spirit in the city. Plus, accommodation rates tend to be lower, providing excellent value for your stay.
What are the top attractions in Fenway Kenmore, Massachusetts, United States of America?
In Fenway Kenmore, visitors can enjoy a variety of attractions that showcase the area's cultural and historical significance. One of the main highlights is Fenway Park, home to the Boston Red Sox, where sports enthusiasts can catch a game or take a guided tour of this iconic ballpark. The surrounding area is rich with eateries and pubs that offer a lively option on game days.Another great attraction is the Museum of Fine Arts, which boasts an extensive collection of artwork from around the world and frequently hosts special exhibitions. Just a short stroll away, the Isabella Stewart Gardner Museum captivates with its unique architecture and stunning courtyard, making it a favourite among art lovers.For those interested in science and natural history, the nearby Boston Museum of Science provides engaging exhibits and an IMAX theatre, superb for families.
Are all fees included in the Fenway–Kenmore holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Fenway–Kenmore holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Fenway–Kenmore 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.
Are there any discounts for Fenway–Kenmore holiday homes?
You can find great discounts on holiday homes in Fenway–Kenmore on Bookabach, 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.
Can I change or cancel my Fenway–Kenmore holiday home booking on Bookabach?
To find Fenway–Kenmore holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Fenway–Kenmore?
A long-stay holiday home in Fenway–Kenmore 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.
Can I plan a group trip on Bookabach?
Bookabach'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.
How early should I book a Fenway–Kenmore holiday home?
Book your Fenway–Kenmore 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Fenway–Kenmore?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Fenway–Kenmore to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas