Family-Friendly Vacation Rentals in Leather District, MA: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Boston
  6.  Leather District

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762 Best Family Vacation Rentals in Leather District (Starting from $140)

DowntownFinancial District 1br w wd gym BOS-799
DowntownFinancial District 1br w wd gym BOS-799
Apartment
Boston, MA, USA
0.2k from Leather District center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$140
Average price / night
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Premier 3BR&2BA • 1700sqft  • Heart of Downtown Boston
Premier 3BR&2BA • 1700sqft • Heart of Downtown Boston
Condo
Boston, MA, 02111, United States
0.6k from Leather District center

AC, Crib, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$1057
Average price / night
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Upscale Penthouse with Gym Parking near MGH TUFTS
Upscale Penthouse with Gym Parking near MGH TUFTS
Apartment
Boston, MA, USA
0.2k from Leather District center

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

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$415
Average price / night
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Spacious Sunlit 3BR • Downtown Boston • Family Favorite
Spacious Sunlit 3BR • Downtown Boston • Family Favorite
Apartment
Boston, MA, 02111, United States
0.6k from Leather District center

AC, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

61 reviews

$1771
Average price / night
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Upscale 4BR Penthouse with Gym & Parking near MGH & TUFTS
Upscale 4BR Penthouse with Gym & Parking near MGH & TUFTS
Apartment
Boston, MA, USA
0.2k from Leather District center

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

3 Bedrooms8 Guests
New to Booking
$896
Average price / night
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Back-Bay Upscale Central Condo Bos Common Downtown
Back-Bay Upscale Central Condo Bos Common Downtown
Condo
Boston, MA, 02116, United States
0.9k from Leather District center

AC, Barbecue, Breakfast Available, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$808
Average price / night
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Global Luxury Suites Downtown Boston
Global Luxury Suites Downtown Boston
Apartment
Boston, MA, USA
0.3k from Leather District center

Apartments, Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering

43 Bedrooms27 Guests
7.8

Good

698 reviews

$318
Average price / night
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Back-Bay Lux Central 2BR Condo with Rooftop and Parking
Back-Bay Lux Central 2BR Condo with Rooftop and Parking
Apartment
Boston, MA, 02116, United States
0.9k from Leather District center

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

10.0

Exceptional

4 reviews

$859
Average price / night
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Harmony Medical Suites ChinaTown
Harmony Medical Suites ChinaTown
Apartment
Leather District, Boston, Massachusetts, USA
0.3k from Leather District center

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

21 Bedrooms25 Guests
6.1

Good

20 reviews

$981
Average price / night
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* NEW Listing * A True GEM in South End , Boston!!
* NEW Listing * A True GEM in South End , Boston!!
House
Boston, MA, 02118, United States
1.0k from Leather District center

AC, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

1 Bedroom4 Guests
9.8

Exceptional

51 reviews

$585
Average price / night
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Pet Friendly Studio Walk to MGH
Pet Friendly Studio Walk to MGH
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
8.7

Fabulous

3 reviews

$189
Average price / night
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Modern 2 BR, 1BA Near Convention Center & Seaport
Modern 2 BR, 1BA Near Convention Center & Seaport
Apartment
Boston, MA, 02127, United States
1.2k from Leather District center

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

2 Bedrooms4 Guests
9.8

Exceptional

209 reviews

$328
Average price / night
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Center of Boston Studio Pet Friendly Laundry
Center of Boston Studio Pet Friendly Laundry
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
New to Booking
$703
Average price / night
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Newly renovated historic home in Beacon Hill
Newly renovated historic home in Beacon Hill
House
Boston, MA, 02108, United States
1.2k from Leather District center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

5 Bedrooms6 Guests
New to Booking
$3140
Average price / night
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Downtown Central Studio w Fast WIFI, Keyless Entry
Downtown Central Studio w Fast WIFI, Keyless Entry
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
7.0

Good

2 reviews

$609
Average price / night
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Right Near Convention Center and Train Station
Right Near Convention Center and Train Station
Condo
Boston, MA, 02127, United States
1.3k from Leather District center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms7 Guests
10.0

Exceptional

30 reviews

$510
Average price / night
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Simple 1br Financial District Keyless Entry
Simple 1br Financial District Keyless Entry
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
New to Booking
$675
Average price / night
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4BR Boston Home 5-minute walk to Subway
4BR Boston Home 5-minute walk to Subway
Apartment
Boston, MA, 02113, United States
1.5k from Leather District center

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

4 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$1281
Average price / night
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Newly Designed Loft - Fast Wifi - Pet Friendly
Newly Designed Loft - Fast Wifi - Pet Friendly
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$742
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, 02113, United States
1.7k from Leather District center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$575
Average price / night
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Studio walking distance to MGH and Tufts Medical
Studio walking distance to MGH and Tufts Medical
Apartment
Boston, MA, USA
0.4k from Leather District center

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

1 Bedroom2 Guests
New to Booking
$649
Average price / night
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North End Entire House
North End Entire House
Apartment
Boston, MA, 02113, United States
1.7k from Leather District center

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

3 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$518
Average price / night
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Comfortable 2BR/2BA by MGH, Ideal for Families, River Walk, Gym, Laundry in Unit
Comfortable 2BR/2BA by MGH, Ideal for Families, River Walk, Gym, Laundry in Unit
Apartment
Boston, MA, 02114, United States
1.8k from Leather District center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms5 Guests
8.4

Very Good

7 reviews

$370
Average price / night
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Charming & Modern 2-Bedroom Brownstone with Private Deck
Charming & Modern 2-Bedroom Brownstone with Private Deck
Condo
Boston, MA, 02118, United States
1.9k from Leather District center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Patio

2 Bedrooms4 Guests
New to Booking
$328
Average price / night
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Private Parking! 4BR Family Home in South Boston
Private Parking! 4BR Family Home in South Boston
House
Boston, MA, 02127, United States
2.2k from Leather District center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1437
Average price / night
Check Availability
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Boston's historic South End! Centrally located, cozy, 2BR condo with AC, WiFi!
Condo
Boston, MA, 02118, United States
2.3k from Leather District center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

23 reviews

$594
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
2.4k from Leather District center

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

6 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$2977
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 Family Vacation Rentals in Leather District.

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Leather District Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 762 verified family-friendly vacation rentals in Leather District. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Leather District vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $140 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Leather District offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Leather District are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Leather District often include amenities such as Fireplace/Heating, Child Friendly, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.