Vacation Rentals in Fenway–Kenmore

Stay in a Vacation Rentals in Fenway–Kenmore – Plan Your Next Vacation to Fenway–Kenmore Today!

Find the Best Vacation Rentals for Your Fenway–Kenmore Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

  • Vacation Rentals
  • Luxury Vacation Rentals
  • FAMILY FRIENDLY Vacation Rentals
  • PET-FRIENDLY Vacation Rentals
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10 (1 Review)
Apartment
Brownstone Luxury Penthouse Condo
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
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9.4 (1471 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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9.5 (4 Reviews)
Apartment
Modern Studio in Historic Boston - Unit #102
  • Air Conditioner
  • Accessibility
  • Security/Safety
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10 (1 Review)
Apartment
Brownstone Luxury Penthouse Condo
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
US
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9.4 (1471 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
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9.5 (4 Reviews)
Apartment
Modern Studio in Historic Boston - Unit #102
  • Air Conditioner
  • Accessibility
  • Security/Safety
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8.6 (875 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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9.4 (1471 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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8.6 (8 Reviews)
Apartment
Brownstone Townhouse in Fenway
  • Air Conditioner
  • Parking
  • Security/Safety
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9 (10 Reviews)
Apartment
Symple Live
  • Air Conditioner
  • Pet Friendly
  • Accessibility
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8.2 (10 Reviews)
Apartment
Luxury 4BR 3BA in Fenway w Epic Roof Deck
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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Top Rated Activities & Tours in Fenway–Kenmore

Boston: Music Heritage Tour, Past and Present
Boston: Music Heritage Tour, Past and Present
10
Excellent
30 Reviews
5 star rating Recommendation
From
US $39 Per Person
Reserve
Boston Red Sox Baseball Game at Fenway Park
Boston Red Sox Baseball Game at Fenway Park
10
Excellent
1 Reviews
5 star rating Recommendation
From
US $298 Per Person
Reserve
Fenway Park: Baseball History Group Tour in Boston
Fenway Park: Baseball History Group Tour in Boston
9
Excellent
3231 Reviews
5 star rating Recommendation
From
US $45 Per Person
Reserve
Fenway Park: Guided Tour
Fenway Park: Guided Tour
9
Excellent
840 Reviews
5 star rating Recommendation
From
US $40 Per Person
Reserve

Why Book Your Trip to Fenway–Kenmore with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Vacation Rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Fenway–Kenmore?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Vacation Rentals in Fenway–Kenmore. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Fenway–Kenmore

|
10 (1 Review)
Apartment
Brownstone Luxury Penthouse Condo
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
US
View Availability
|
9.4 (1471 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
View Availability
|
9.5 (4 Reviews)
Apartment
Modern Studio in Historic Boston - Unit #102
  • Air Conditioner
  • Accessibility
  • Security/Safety
US
View Availability
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Seasonal Weather in Fenway–Kenmore

What’s the weather like in Fenway–Kenmore throughout the year?

Fenway–Kenmore’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Sunday Jul 26

Fenway–Kenmore, Boston

Sun
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18.3°C
Mon
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19.9°C
Tue
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22.1°C
Wed
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17.7°C
Thu
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18.2°C
Fri
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17.9°C
Sat
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22.4°C

Frequently Asked Questions

What are the top rated Vacation Rentals in Fenway–Kenmore?
Which is the best family rental in Fenway–Kenmore?

There are many large, family-friendly vacation homes available in Fenway–Kenmore; however, here are the most popular family rentals listed on our site:

Can we get self-catering vacation rentals in Fenway–Kenmore?

Yes, there are 250 self-catering vacation homes in Fenway–Kenmore that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Fenway–Kenmore?

There are more than 250 luxury villas and vacation homes in or near Fenway–Kenmore. Filter by price to compare find the most expensive places to stay on Smartours.

Can we bring our dog to our vacation rental in Fenway–Kenmore?

Yes, there are 250 pet friendly vacation homes and places to stays that are available in or near Fenway–Kenmore that you may consider.

More Vacation Rentals You May Like for Trips to Fenway–Kenmore

|
10 (1 Review)
Apartment
Brownstone Luxury Penthouse Condo
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
US
View Availability
|
9.4 (1471 Reviews)
House
Oasis Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
View Availability
|
9.5 (4 Reviews)
Apartment
Modern Studio in Historic Boston - Unit #102
  • Air Conditioner
  • Accessibility
  • Security/Safety
US
View Availability
Explore more accommodations