South Side Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in South Side, Waltham, Massachusetts, USA

New Blueground | Newtonville, fitness center, nr park
New
2 Bedrooms 1 Guest
From US $251 per night
9.0 (1 Review)
3 Bedrooms 6 Guests
From US $188 per night
|
9.6 (1051 Reviews)
1 Bedroom 2 Guests
New Blueground | Bleachery, pool, nr Charles River
New
2 Bedrooms 4 Guests
From US $270 per night
|
8.0 (1 Review)
2 Bedrooms 6 Guests
From US $151 per night
9.4 (1372 Reviews)
1 Bedroom 2 Guests
New 216-5 Entire studio private entry
From US $800 per night
New
5 Bedrooms 2 Guests
From US $502 per night
|
7.0 (1 Review)
2 Bedrooms 7 Guests
|
9.2 (1030 Reviews)
1 Bedroom 2 Guests
New Charming Home Minutes to Cambridge & Boston
New
4 Bedrooms 6 Guests
|
New
4 Bedrooms 10 Guests
10.0 (31 Reviews)
2 Bedrooms 5 Guests
|
New
6 Bedrooms 10 Guests
From US $231 per night
|
New
1 Bedroom 3 Guests
From US $548 per night
New
2 Bedrooms 5 Guests
New
1 Bedroom 2 Guests
From US $289 per night
9.4 (26 Reviews)
2 Bedrooms 5 Guests
From US $299 per night
9.4 (9 Reviews)
2 Bedrooms 6 Guests
New
1 Bedroom 2 Guests
9.4 (9 Reviews)
2 Bedrooms 5 Guests
From US $169 per night
|
9.2 (347 Reviews)
30 Bedrooms 16 Guests
9.4 (3 Reviews)
2 Bedrooms 5 Guests
From US $198 per night
|
8.8 (756 Reviews)
129 Bedrooms 32 Guests
|
8.7 (159 Reviews)
167 Bedrooms 10 Guests
9.2 (54 Reviews)
2 Bedrooms 5 Guests
|
8.6 (465 Reviews)
214 Bedrooms 14 Guests
From US $219 per night
|
8.5 (685 Reviews)
186 Bedrooms 30 Guests
From US $183 per night
|
8.5 (398 Reviews)
146 Bedrooms 20 Guests
From US $325 per night
New
1 Bedroom 3 Guests
|
8.5 (144 Reviews)
57 Bedrooms 16 Guests
New
1 Bedroom 2 Guests
From US $291 per night
|
8.4 (298 Reviews)
345 Bedrooms 33 Guests
New
2 Bedrooms 5 Guests
New
2 Bedrooms 5 Guests
From US $301 per night
New
1 Bedroom 3 Guests
From US $473 per night
New
3 Bedrooms 6 Guests
|
8.2 (266 Reviews)
112 Bedrooms 32 Guests
9.0 (1012 Reviews)
1 Bedroom 2 Guests
From US $377 per night
New
3 Bedrooms 7 Guests
|
7.9 (924 Reviews)
100 Bedrooms 32 Guests
|
9.0 (760 Reviews)
1 Bedroom 2 Guests
From US $240 per night
New
3 Bedrooms 6 Guests
|
7.9 (777 Reviews)
53 Bedrooms 12 Guests
From US $142 per night
|
8.8 (1016 Reviews)
1 Bedroom 2 Guests
|
7.7 (499 Reviews)
271 Bedrooms 47 Guests
From US $180 per night
|
7.5 (534 Reviews)
548 Bedrooms 44 Guests
New
4 Bedrooms 8 Guests
From US $179 per night
6.7 (239 Reviews)
44 Bedrooms 15 Guests
New
4 Bedrooms 2 Guests
5.5 (691 Reviews)
140 Bedrooms 12 Guests
4.6 (425 Reviews)
136 Bedrooms 12 Guests
From US $400 per night
New
3 Bedrooms 6 Guests
New Spacious 5-bedroom house with theatre and gym
New
5 Bedrooms 11 Guests
10.0 (2 Reviews)
4 Bedrooms 6 Guests
9.4 (23 Reviews)
3 Bedrooms 14 Guests

About South Side Vacation Rentals

With more than 161 South Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 an RBO 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 RentByOwner South Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in South Side. Places to stay near South Side are 725.33 ft² on average, with prices averaging US $332 a night.

RentByOwner 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.

Other Places to Stay in South Side, MA


Frequently Asked Questions About South Side?

What are the top vacation rentals in South Side?

How many Rentbyowner vacation rentals are available in South Side?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 161 in the South Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Side.