Vacation Rentals in Courageous Sailing Center, MA: Compare 10+ Sites & Save

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  6.  Courageous Sailing Center

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2322 Best Vacation Rentals in Courageous Sailing Center (Starting from $144)

Cozy N End 1BR steps from Harborwalk BOS-446
Cozy N End 1BR steps from Harborwalk BOS-446
Apartment
Boston, MA, USA
0.6k from Courageous Sailing Center center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$235
Average price / night
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Prima North End 2brm
Prima North End 2brm
Apartment
Boston, MA, 02113, United States
0.5k from Courageous Sailing Center center

AC, Heater, Internet, Laundry, No Smoking

2 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$486
Average price / night
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Entire Apt Near Wharf
Entire Apt Near Wharf
Apartment
Boston, MA, USA
0.7k from Courageous Sailing Center center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.8

Exceptional

4 reviews

$250
Average price / night
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Lux 1st floor 3brm/1bath North End
Lux 1st floor 3brm/1bath North End
Apartment
Boston, MA, 02113, United States
0.5k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$629
Average price / night
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North End Apt close to TD Garden Walk to Downtown
North End Apt close to TD Garden Walk to Downtown
Apartment
Boston, MA, USA
0.7k from Courageous Sailing Center center

Apartments, Accommodations, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$897
Average price / night
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Lux 2nd floor 3brm/1bath
Lux 2nd floor 3brm/1bath
Apartment
Boston, MA, 02113, United States
0.5k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$839
Average price / night
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Luxury Apartments by Hyatus Downtown Boston
Luxury Apartments by Hyatus Downtown Boston
Apartment
Boston, MA, USA
0.7k from Courageous Sailing Center center

Apartments, Luxury, Accommodations, Pools, Serviced apartments, Pet-friendly, Lodgings, Places to stay, Family

6 Bedrooms4 Guests
New to Booking
$7650
Average price / night
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Perfetto North End 1brm
Perfetto North End 1brm
Apartment
Boston, MA, 02113, United States
0.6k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom3 Guests
9.8

Exceptional

14 reviews

$459
Average price / night
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Charlestown Gem
Charlestown Gem
Apartment
Boston, MA, USA
0.7k from Courageous Sailing Center center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$292
Average price / night
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Ideal North End 1brm Central To Everything
Ideal North End 1brm Central To Everything
Apartment
Boston, MA, 02113, United States
0.6k from Courageous Sailing Center center

AC, Crib, Extra Bed, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

1 Bedroom4 Guests
9.6

Exceptional

40 reviews

$475
Average price / night
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Central 3 Bed 1 Bath in Historic Building
Central 3 Bed 1 Bath in Historic Building
Apartment
Boston, MA, USA
0.8k from Courageous Sailing Center center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms6 Guests
6.7

Good

6 reviews

$763
Average price / night
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Primo North End Studio
Primo North End Studio
Apartment
Boston, MA, 02113, United States
0.7k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
9.2

Superb

13 reviews

$425
Average price / night
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Boston Harbor views Modern north end condo FREE PARKING!
Boston Harbor views Modern north end condo FREE PARKING!
Apartment
Boston, MA, USA
0.9k from Courageous Sailing Center center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Condos

3 Bedrooms6 Guests
9.3

Superb

12 reviews

$850
Average price / night
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3brm/1bath North End Gem
3brm/1bath North End Gem
Apartment
Boston, MA, 02113, United States
0.7k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking

3 Bedrooms6 Guests
9.2

Superb

31 reviews

$890
Average price / night
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3BR3Bth Entire House Steps to Downtown & TD Garden
3BR3Bth Entire House Steps to Downtown & TD Garden
House
Boston, MA, USA
0.9k from Courageous Sailing Center center

Air Conditioner, Internet, Sports/Activities, Guest Services, Fireplace/Heating, Security/Safety, Laundry

3 Bedrooms6 Guests
New to Booking
$975
Average price / night
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Historic Brick Apt North End
Historic Brick Apt North End
Apartment
Boston, MA, MA, 02109, United States
0.7k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$236
Average price / night
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North End Entire House
North End Entire House
House
Boston, MA, USA
0.9k from Courageous Sailing Center center

Security/Safety, Sports/Activities, Laundry, Air Conditioner, Pet Friendly, Guest Services, Fireplace/Heating

3 Bedrooms6 Guests
New to Booking
$1430
Average price / night
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Gorgeous 2 bed best North End location w parking
Gorgeous 2 bed best North End location w parking
Apartment
MA, USA
0.9k from Courageous Sailing Center center

Air Conditioner, Internet, Child Friendly

2 Bedrooms5 Guests
New to Booking
$224
Average price / night
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Spacious Apt In North End
Spacious Apt In North End
Apartment
Boston MA, MA, 02109, United States
0.7k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms3 Guests
New to Booking
$385
Average price / night
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Beautiful 3BR 3BA Duplex parking Best Location Boston
Beautiful 3BR 3BA Duplex parking Best Location Boston
Apartment
Courageous Sailing Center, Boston, Massachusetts, USA
0.9k from Courageous Sailing Center center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$981
Average price / night
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North End Apt Near Harbor
North End Apt Near Harbor
Apartment
Boston, MA, 02109, United States
0.7k from Courageous Sailing Center center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

2 Bedrooms3 Guests
New to Booking
$297
Average price / night
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Amazing Location studio parking
Amazing Location studio parking
Apartment
Boston, MA, USA
0.9k from Courageous Sailing Center center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$144
Average price / night
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Blueground | Central-Maverick Square, pool, nr Boston Harbor
Blueground | Central-Maverick Square, pool, nr Boston Harbor
Apartment
Boston, MA, 02128, United States
0.7k from Courageous Sailing Center center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$152
Average price / night
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Location+Comfort+Convenience
Location+Comfort+Convenience
Apartment
Boston, MA, USA
1.0k from Courageous Sailing Center center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
8.8

Fabulous

57 reviews

$571
Average price / night
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Superb 2brm/1bath heart of North End Boston
Superb 2brm/1bath heart of North End Boston
Apartment
Boston, MA, 02113, United States
0.7k from Courageous Sailing Center center

AC, Heater, Internet, Laundry, No Smoking

2 Bedrooms4 Guests
New to Booking
$523
Average price / night
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\"1855 Grand Mansion In Historical Charlestown\"   6 bed 4.5 bath Renovated 2021
\"1855 Grand Mansion In Historical Charlestown\" 6 bed 4.5 bath Renovated 2021
House
Charlerstown, MA, 02129, United States
0.7k from Courageous Sailing Center center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

6 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$2977
Average price / night
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Prime Central 1brm in North End Boston
Prime Central 1brm in North End Boston
Apartment
Boston, MA, 02113, United States
0.7k from Courageous Sailing Center center

AC, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom3 Guests
9.6

Exceptional

25 reviews

$367
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Courageous Sailing Center.

Where to stay in Courageous Sailing Center? Best neighborhoods & areas

Courageous Sailing Center Vacation Rentals on the Map

Frequently Asked Questions

You can explore 2322 verified vacation rentals in Courageous Sailing Center. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Courageous Sailing Center vary depending on the season, property size, and location. Rates typically start from around $144 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Courageous Sailing Center include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Courageous Sailing Center welcome pets. Currently, 51 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Courageous Sailing Center often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.