283+ Private Villas and Holiday Rentals in Fenway–Kenmore |
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Fenway–Kenmore Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Fenway–Kenmore

Discover more than 283 vacation rentals available in Fenway–Kenmore. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Fenway–Kenmore.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Fenway–Kenmore, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Fenway–Kenmore. On average, places to stay near Fenway–Kenmore offer 497.21 ft², with nightly prices averaging ZA R8,436.

With Casai, finding and comparing holiday rentals in Fenway–Kenmore is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Fenway–Kenmore

Type Count
Holiday Apartments 190
Vacation Homes 15

Use these Quick Filters to Find a Holiday Rental in Fenway–Kenmore

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Fenway–Kenmore.

Weather in Fenway–Kenmore, MA

View the weather forecast for Fenway–Kenmore before booking your Fenway–Kenmore Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Fenway–Kenmore, MA


House of Blues Boston 3,595 Properties
Kenmore Square 3,587 Properties
Fenway Park 3,584 Properties
Charles River Bike Path 3,578 Properties
Back Bay Fens 3,550 Properties
New England Conservatory of Music 3,532 Properties
Northeastern University 3,526 Properties
Boston Museum of Fine Arts 3,525 Properties
New England Conservatory Jordan Hall 3,523 Properties
Medical Center Area 3,410 Properties
Longwood Medical Area 3,367 Properties
West Fens 191 Properties

Frequently Asked Questions About Fenway–Kenmore?

What are the top holiday rentals in Fenway–Kenmore?

With numerous options available in Fenway–Kenmore, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Fenway–Kenmore:

How many holiday rentals have private pools in Fenway–Kenmore?

Discover a selection of holiday rentals with private pools near Fenway–Kenmore with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Fenway–Kenmore are best for families?

If you're searching for a family-friendly holiday home in Fenway–Kenmore, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Fenway–Kenmore:

How many Casai.co.za holiday rentals are available in Fenway–Kenmore?

As of 2025, Casai boasts over 283 properties listed in the Fenway–Kenmore area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Fenway–Kenmore.

Nearby Neighborhood (12) 
Neighborhood Property Count
Back Bay Vacation Rentals in Boston, Massachusetts 291
West Fens Vacation Rentals in Boston, Massachusetts 191
South End Vacation Rentals in Boston, Massachusetts 178
Prudential - St. Botolph Vacation Rentals in Boston, Massachusetts 122
Columbus Vacation Rentals in Boston, Massachusetts 86
Roxbury Vacation Rentals in Boston, Massachusetts 80
Allston Vacation Rentals in Boston, Massachusetts 74
Shawmut Vacation Rentals in Boston, Massachusetts 73
Back Bay West Vacation Rentals in Boston, Massachusetts 25
Medical Center Area Vacation Rentals in Boston, Massachusetts 3410
Harrison Lenox Vacation Rentals in Boston, Massachusetts 645
Mission Hill Vacation Rentals in Boston, Massachusetts 3216

People Also Ask

There are 283 Fenway–Kenmore, MA Holiday Rentals

Recently Booked Holiday Rentals in Fenway–Kenmore