Sailings Canada - Vacation Rentals in Leather District

Boston Harbor Yacht, AC/Heat, Walk to North End WiFi From US $559
         

9.6 (144 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly
Houseboat in Boston Harbor Wifi A/C/Heat Be rocked to sleep From US $471
         

Endless Summer: Oceanside Views From US $393
         

10.0 (41 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • TV
Fun houseboat. Walk to Boston attractions WIFI From US $459
         

9.8 (91 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Leather District

Over 3911+ Luxury Places to Stay in or Near Leather District
NEW 9BR6Bth Parking MIT Harvard Boston Walk to T From US $6,594
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Leather District

Over 512+ Top-Rated Vacation Rentals with a Pool in or Near Leather District
Luxury Apartments by Hyatus Downtown Boston From US $1,339
         

A short drive from Old State House! Balcony! Parking! From US $636
         

Stylish 1BR in Assembly Square | Pool, Gym & Views From US $476
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
South End Club Suites by Orchard From US $344
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Leather District

Over 2088+ Pet-Friendly Vacation Rentals in or Near Leather District
Historic and Charming Brownstone From US $1,619
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Harmony Medical Suites on Canal From US $210
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Boston Harbor Hotel From US $1,089
         

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9.8 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Top Of The World Charlestown Boston Ma. From US $958
         

9.8 (63 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Right Near Convention Center and Train Station From US $487
         

10.0 (31 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
14a-Cozy and well decorated apartment in awesome Boston From US $590
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Heart of Southie - Hot Tub + Walk to Top Bars From US $1,428
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces From US $393
         

10.0 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Leather District

Over 265+ Large Vacation Homes & Villas in or Near Leather District
The Upton From US $129
         

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6.5 (13 Reviews)
Apartment
  • Air Conditioner
  • Breakfast
  • Internet
Spacious, New Renovation | Near T From US $2,070
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
14b-Charming, beautiful 3-bedroom apartment in Boston From US $585
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
MODERN MASSIVE LARGE GROUP 3800sf MIT HARVARD BOS From US $1,780
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Clean, Contemporary Duplex | Sleeps 17 From US $2,323
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Leather District

Over 1873+ Wheelchair Accessible Vacation Homes in or Near Leather District
Spacious Sunlit 3BR Downtown Boston Family Favorite From US $1,542
         

10.0 (61 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Bluebird Suites near MIT From US $143
         

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8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The College Club of Boston From US $309
         

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9.4 (1003 Reviews)
Bed & Breakfast
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Bright & Spacious Loft Steps to the Freedom Trail From US $386
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
King Bed Loft in the Heart of Downtown Boston From US $345
         

10.0 (38 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Back-Bay Upscale Central Condo Bos Common Downtown From US $782
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Premier Lofty 3BR&2BA Downtown Crossing Steps to Boston Common From US $1,023
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Back-Bay Lux Central 2BR Condo with Rooftop and Parking From US $912
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Leather District Vacation Rentals and Airbnb Places to Stay Under $200

Over 747+ Leather District Vacation Rentals and Airbnb Places to Stay Under $200
Charming 2 bedroom near Central Square! From US $175
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bluebird Suites in Kendall Square From US $169
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis Guest House From US $130
         

9.4 (1409 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Fort Point Corner of Windows brick & beam loft From US $155
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
New building, fully equipped apt, steps to all Boston has to offer! From US $169
         

Huge 2 bed, 2 bath new apartment with private terrace! From US $195
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Leather District

Over 2457+ Instantly Bookable Vacation Homes in or Near Leather District
Charming 2-bedroom apartment with AC, in Historic Bunker Hill area of Boston. From US $293
         

4.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Great South End/Back Bay location, 1 bed condo near T station From US $472
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Chic South End Studio With Patio From US $399
         

10.0 (103 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Historic Home At Freedom Trail From US $384
         

10.0 (184 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Stunning South End/Back Bay Penthouse! From US $692
         

10.0 (102 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About Leather District Vacation Rentals

With more than 21 Leather District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sailings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Leather District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sailings Leather District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Leather District. Places to stay near Leather District are 202.63 ft² on average, with prices averaging $474 a night.

Sailings makes it easy and safe to find and compare vacation rentals in Leather District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Leather District

Type Count

Use these Quick Filters to Find a Vacation Rental in Leather District

Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Leather District.

Weather in Leather District

View the weather forecast for Leather District before booking your Leather District 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

Leather District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Leather District?
Which vacation homes in Leather District are best for families?

If you are looking for a family-friendly vacation home in Leather District, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Leather District:

How many vacation rentals are available in Leather District?

Currently, the total number of properties listed in 2026 is over 21 in the Leather District area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Leather District.