Lakes Resorts - Vacation Rentals in South Boston

Luxury Places to Stay in South Boston

Over 103+ Luxury Places to Stay in or Near South Boston
Southie Living by Seaport, Red Line, Beach & Bars From US $2,700
         

Bright Private Room Near Beaches, Public Transit From US $1,890
         

|
New
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Southie Living by Seaport, Red Line, Beach & Bars From US $1,890
         

Easy Commute South Boston 4BR 1BTH Apartment From US $1,890
         

|
New
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Heart of Southie - Hot Tub + Walk to Top Bars From US $1,586
         

|
10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in South Boston

Over 2+ Top-Rated Vacation Rentals with a Pool in or Near South Boston

Pet-Friendly Vacation Rentals in South Boston

Over 36+ Pet-Friendly Vacation Rentals in or Near South Boston
Excellent 2 bedroom condo in South Boston From US $349
         

Right Near Convention Center and Train Station From US $451
         

|
10.0 (28 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Heart of Southie - Hot Tub + Walk to Top Bars From US $757
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Reno! 3 Beds, in unit Washer & Dryer, Southie! From US $305
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Southie Condo - Near Subway - Bring Pets - Pool Table From US $495
         

9.6 (8 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Clean and convenient w/patio! Walk to Boston highlights! From US $660
         

9.4 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
New 3 beds in Southie! W/D in unit. From US $305
         

Large Vacation Homes & Villas in South Boston

Over 10+ Large Vacation Homes & Villas in or Near South Boston
Quarters on DOT by Thatch From US $36
         

|
7.0 (212 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Spacious Residence near Seasport From US $644
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
5BR3B Lux Home Walk to Subway Near Downtown From US $1,105
         

Beautifully Restored Single Family In Southie! From US $637
         

5.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Walk to the beach. 5 min from Boston Seaport. From US $480
         

4.3 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in South Boston

Over 16+ Wheelchair Accessible Vacation Homes in or Near South Boston
Luxury 1BR Near Broadway Southie 6123 From US $259
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Loft 2BR unit in Boston Southend 9533 From US $363
         

Luxury 1BR Next to Broadway Southie 3797 From US $322
         

Luxury Studio Next to Broadway 3136 From US $256
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Smart South Boston 1BR w/ W/D in unit, nr. Carson Beach From US $179
         

South Boston Varoom and Airbnb Places to Stay Under $200

Over 24+ South Boston Varoom and Airbnb Places to Stay Under $200
Easy Commute South Boston 4BR 1BH Apt From US $145
         

|
6.5 (71 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Spacious, Immaculate, Great Location From US $199
         

10.0 (209 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in South Boston

Over 39+ Instantly Bookable Vacation Homes in or Near South Boston
Lovely Two Bedroom Condo in South Boston From US $523
         

7.8 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Newly Renovated 2 Bedroom in Southie! From US $294
         

Blueground | S. Boston, w/d, balcony, nr ICA From US $212
         

Walk to Convention Center and Beach From US $316
         

New
Apartment
  • Air Conditioner
  • View
  • Ocean View
Pet-friendly condo in lovely South Boston with WiFi, AC From US $362
         

4BR/1BTH Easy Commute South Boston Apartment From US $589
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About South Boston Vacation Rentals

With more than 103 South Boston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Lakesresorts 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 South Boston.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Lakesresorts South Boston, 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 South Boston. Places to stay near South Boston

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

Pro Tip: Lakesresorts makes it easy to compare the best listings on Lakesresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakesresorts 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 South Boston.

Weather in South Boston

View the weather forecast for South Boston before booking your South Boston 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

Complexes around South Boston, MA