Old Mansions - Vacation Rentals in South Side

Charming 3BR, 1BA Near Heart of Boston! From US $251
         

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9.0 (1 Review)
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Crescent Suites Hotel From US $164
         

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9.6 (1142 Reviews)
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  • Pet Friendly
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Luxury large house minutes to Cambridge and Boston From US $503
         

Harvard House: Make Your 2025 Family Gathering Unforgettable" From US $874
         

Remodeled Townhouse close to Boston From US $291
         

9.8 (45 Reviews)
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Spacious vacation townhome unit with a pool From US $302
         

9.8 (17 Reviews)
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Luxury Places to Stay in South Side

Over 168+ Luxury Places to Stay in or Near South Side
Ultra-Luxurious Home near Boston (Pet-Friendly) From US $1,248
         

Harvard House-The Gathering Place From US $950
         

Entire Cozy House near Moody St, Bentley, Brandeis From US $783
         

8.4 (7 Reviews)
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Cozy house close to Brandeis, Bentley, Moody St From US $567
         

Charming Belmont Condo Near Boston condo From US $548
         

Totally Renovated 3Br Apartment From US $502
         

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7.0 (1 Review)
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Boston`s Luxury Home: Pet-Friendly, 4BR, Sleeps 10 From US $467
         

9.4 (13 Reviews)
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Top-Rated Vacation Rentals with a Pool in South Side

Over 39+ Top-Rated Vacation Rentals with a Pool in or Near South Side
Hampton Inn & Suites Boston/Waltham From US $96
         

9.4 (1553 Reviews)
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Courtyard by Marriott Boston Waltham From US $103
         

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9.2 (1006 Reviews)
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Residence Inn by Marriott Boston Waltham From US $122
         

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9.0 (814 Reviews)
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HYATT house Boston/Waltham From US $120
         

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8.8 (1065 Reviews)
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The Westin Waltham-Boston From US $109
         

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8.8 (1037 Reviews)
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Hilton Garden Inn Boston/Waltham From US $97
         

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8.8 (1004 Reviews)
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Fairfield Inn & Suites by Marriott Boston Waltham From US $107
         

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8.8 (1003 Reviews)
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Hampton Inn & Suites Boston/Waltham From US $198
         

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8.8 (740 Reviews)
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Pet-Friendly Vacation Rentals in South Side

Over 73+ Pet-Friendly Vacation Rentals in or Near South Side
Cozy Gorgeous with a back yard and parking pet friendly on the heart of Waltham From US $320
         

9.4 (3 Reviews)
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Modern Apt with Private Garage From US $231
         

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Luxury Massive Penthouse in Watertown From US $299
         

9.0 (2 Reviews)
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Beautiful 3BD/1BA apartment W Parking 6373 From US $309
         

8.0 (2 Reviews)
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Spacious house minutes from Harvard Square. From US $387
         

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3bd/1ba apartment with parking 0726 From US $294
         

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Blueground | Newtonville, fitness center, nr park From US $262
         

Large Vacation Homes & Villas in South Side

Over 10+ Large Vacation Homes & Villas in or Near South Side
Studio remodeled.! From US $124
         

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Spacious Private Retreat Near Downtown Boston! From US $442
         

10.0 (10 Reviews)
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Waterfront 5-bedroom house in terrific Newtonville From US $992
         

10.0 (2 Reviews)
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  • Pet Friendly
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Spacious 5-bedroom house with theatre and gym From US $3,445
         

10.0 (1 Review)
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216-5 Entire studio private entry From US $800
         

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16 Room House on Boston City Line. Sleeps 18. Free parking From US $1,382
         

9.4 (21 Reviews)
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Wheelchair Accessible Vacation Homes in South Side

Over 52+ Wheelchair Accessible Vacation Homes in or Near South Side
Holiday Inn Express Boston-Waltham by IHG From US $193
         

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8.6 (484 Reviews)
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Holiday Inn Express Boston - Waltham by IHG From US $106
         

9.0 (1009 Reviews)
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Beautiful new apartment 2bed/2bath Waltham From US $227
         

9.4 (29 Reviews)
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Luxury Apt with Rooftop Terrace and Pool From US $214
         

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Blueground | Bleachery, pool, nr Charles River From US $186
         

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Blueground | Bleachery, pool, nr Charles River From US $186
         

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Blueground | Newtonville, view, nr Crystal Lake
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From US $183
         

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South Side Varoom and Airbnb Places to Stay Under $200

Over 71+ South Side Varoom and Airbnb Places to Stay Under $200
Four Points by Sheraton Boston Newton From US $125
         

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8.4 (2913 Reviews)
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Blueground | Bleachery, pool, nr Charles River From US $173
         

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Blueground | Bleachery, pool, nr Charles River From US $172
         

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Instantly Bookable Vacation Homes in South Side

Over 56+ Instantly Bookable Vacation Homes in or Near South Side
Lower-level, a Double bed, shared bath & kitchen From US $89
         

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Charming Townhouse 12 minutes to Boston From US $292
         

9.4 (10 Reviews)
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Experience Classic Charm in a Cozy 115-Year-Old Colonial From US $287
         

NEW! Charming Belmont Condo Near Boston From US $262
         

8.0 (1 Review)
Condo
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Blueground | Newtonville, fitness center, nr park From US $167
         

Blueground | Newtonville, rooftop, nr park From US $166
         

New
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About South Side Vacation Rentals

With more than 177 South Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions 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 Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions South Side, 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 Side. Places to stay near South Side are 738.23 ft² on average, with prices averaging $296 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in South Side 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 South Side

Type Count
Holiday Apartments 74
Vacation Homes 55
Hotels with Suites 31
Villas 2
Others 1

Use these Quick Filters to Find a Vacation Rental in South Side

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

Weather in South Side

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

Other Places to Stay Near South Side, MA